Water Activities & Boating worth the trip

Lido Key

Blue Shark Adventures

Dolphin & Eco Tours

Locally operated guided kayak tours offering signature LED night adventures, evening paddles, and morning mangrove experiences in Sarasota waterways.

FamiliesCouples

Sarasota Bay / Multiple Pickup Areas

Four Keys Charters

Private Charters

Locally owned private boat charters offering customizable sunset, dolphin, nature, sandbar, brunch, fishing, and group experiences around Sarasota Bay and nearby barrier islands.

FamiliesCouples

Lido Key

Sarasota Bay Explorers

Dolphin & Eco Tours

Marine-biologist-led eco cruises exploring Sarasota Bay wildlife, ecology, dolphins, seasonal manatees, and coastal history.

FamiliesNature Lovers

Downtown Sarasota

LeBarge Tropical Cruises

Dolphin & Eco Tours

A distinctive floating-island cruise boat offering sunset, sightseeing, dolphin and manatee, live-music, and private charter experiences on Sarasota Bay.

FamiliesCouples

Siesta Key

CB's Saltwater Outfitters

Boat Rentals

A long-established Siesta Key waterfront outfitter offering boat and jet ski rentals, parasailing, fishing charters, tiki tours, golf carts, and tackle.

FamiliesBoaters

South Sarasota / Gulf Gate

Siesta Key Watersports

Parasailing

A longtime Sarasota watersports operator offering parasailing, jet skis, boat rentals, dolphin and eco tours, banana boat rides, and private charters.

FamiliesAdventure Travelers

Lido Key

Sarasota Kayak Rentals

Kayak & Paddleboard

Sarasota County kayak and paddleboard operator with Lido Key, Siesta Key and North Jetty/Nokomis launch options, guided nature experiences and vacation-rental delivery.

FamiliesCouples

Sarasota Bay / Multiple Pickup Areas

Sarasota Paddleboard Company

Kayak & Paddleboard

Full-service SUP and kayak outfitter offering rentals, guided tours, lessons, classes, clinics, camps, fishing trips and equipment delivery around Lido Key, Longboat Key and Sarasota.

FamiliesBeginners

Sarasota Bay / Multiple Pickup Areas

Happy Paddler

Kayak & Paddleboard

Naturalist-led kayak and paddleboard tours and rentals with launch options at Longboat Key's Bayfront Park, Longboat Pass and Lido Key, including wildlife, sunset and fishing-focused paddles.

FamiliesNature Lovers

Sarasota

NL Boat & Jet Ski Rentals Sarasota

Boat Rentals

Sarasota boat and jet-ski rental company offering self-drive rentals, tours and delivery throughout Sarasota County and nearby barrier islands.

Boat RentalsJet Ski Rentals

South Sarasota / Gulf Gate

Siesta Skis

Jet Ski Rentals

Jet-ski rental and tour operator near Siesta Key offering free-ride rentals, dolphin tours, sunset tours and private excursions.

Jet Ski RidersCouples

Bradenton

Anna Maria Jet Skis

Jet Ski Rentals

Jet-ski rental operator serving the Anna Maria Island area with guided access to designated riding waters around Palma Sola Bay.

Jet Ski RidersAnna Maria Island Visitors

Anna Maria Island

AMI Dolphin Tours

Dolphin & Eco Tours

Holmes Beach tour operator offering dolphin and wildlife cruises plus shelling, snorkeling, pontoon rentals and guided jet-ski adventures.

FamiliesDolphin Watching

Anna Maria Island

Island Boat Tours & Adventures

Dolphin & Eco Tours

Bradenton Beach boat-tour operator offering wildlife eco tours, private charters, snorkeling, shelling, sandbars, Egmont Key trips and sunset cruises.

FamiliesDolphin Watching

Anna Maria Island

Anna Maria Charters

Charter Fishing

Holmes Beach charter operation offering inshore, nearshore, offshore, tarpon and fly fishing plus snorkeling and private boat excursions.

AnglersFamilies

☉ Anna Maria Island

Just Reel Fishing Charters

Charter Fishing

Family-friendly Anna Maria Island fishing charter specializing in inshore and nearshore live-bait trips around Tampa Bay and nearby waters.

FamiliesFirst-Time Anglers

Venice

Venice Boat Rental

Boat Rentals

Venice waterfront outfitter offering pontoon and deck-boat rentals, jet skis, private sunset cruises, banana-boat rides and kayak paddles from Fisherman's Wharf Marina.

FamiliesPontoon Rentals

Osprey / Nokomis

Venice Reef Charters

Charter Fishing

Nokomis/Venice fishing charter offering Intracoastal, nearshore and offshore trips for families and serious anglers across Sarasota County waters.

AnglersFamilies

Sarasota Bay / Multiple Pickup Areas

Chasing the Sun Charters

Private Charters

Private Sarasota boat charters for sunsets, dolphins, sandbars, swimming, shelling and custom island-hopping adventures with a licensed local captain.

CouplesFamilies

Sarasota Bay / Multiple Pickup Areas

Gulf Water Tours

Private Charters

Custom private boat charters around Sarasota Bay and nearby barrier islands with dolphin watching, sandbar stops, beach exploring and sunset cruising.

FamiliesCouples

Sarasota

Barefoot Tiki Tours

Private Charters

Sarasota tiki-boat operator offering private charters and shared dolphin, sunset and sightseeing cruises for groups of up to 16.

GroupsCelebrations

☉ Bradenton

Florida Fishing Fleet

Charter Fishing

Cortez Fishing Village fleet offering party-boat, split and private inshore, nearshore and offshore fishing trips, including options for larger groups.

AnglersFamilies

Downtown Sarasota

Off the Hook Boating

Boat Rentals

Family-owned Sarasota boat rental company launching from Centennial Park with bowriders, tritoons and center-console boats for exploring Sarasota Bay and nearby barrier islands.

FamiliesGroups

Anna Maria Island

Compass Boat Rentals

Boat Rentals

Locally owned Anna Maria Island boat-rental operator in Holmes Beach offering pontoon, tritoon and deck-boat rentals plus captained sightseeing and wildlife tours.

FamiliesGroups

Anna Maria Island

SRQ Boat Charters

Private Charters

Bradenton Beach parasailing and private-boat operator offering dolphin/wildlife cruises, sunset trips, double-decker party boats and Egmont Key excursions from Bradenton Beach Marina.

CouplesFamilies

Anna Maria Island

Sea Rocket Gulf Coast Parasail

Parasailing

Bradenton Beach watersports operator offering parasailing over Anna Maria Island and the Gulf plus private dolphin, sunset, party-boat and Egmont Key excursions.

FamiliesCouples

Lido Key

Almost Heaven Kayak Adventures

Kayak & Paddleboard

Long-running Sarasota kayak outfitter offering guided eco-tours through Lido-area mangroves plus self-guided kayak rentals and stand-up paddleboard rentals/delivery.

FamiliesCouples

Anna Maria Island

Shore Thing Tiki Cruises

Private Charters

Locally owned Anna Maria Island tiki-cruise operator offering public and private sightseeing, sunset, dolphin and sandbar cruises from Bridge Street.

Anna Maria Island

Island Way Excursions

Dolphin & Eco Tours

Private captained excursions around Anna Maria Island featuring dolphin watching, sandbars, Egmont Key snorkeling and sunset cruises.

Anna Maria Island

Fun Boat Tours - Anna Maria Island

Dolphin & Eco Tours

Dolphin-focused sightseeing cruises from Keyes Marina with shaded seating, wildlife viewing and family-friendly morning, afternoon and sunset experiences.

Anna Maria Island

Just Kickin Back Charters

Charter Fishing

Family-friendly Anna Maria Island fishing charter offering nearshore, reef and offshore trips with licenses, tackle and fish cleaning included.

Anna Maria Island

Paradise Boat Tours

Dolphin & Eco Tours

Long-running narrated wildlife and dolphin cruise from Bridge Street aboard a covered 43-passenger vessel, with multiple daily departures and sunset trips.

Anna Maria Island

AMI Escapes Boat Tours

Private Charters

Private all-inclusive adventure charters customized for each group, combining island hopping, snorkeling, paddleboarding, underwater scooters, fishing and sandbar time.

Anna Maria Island

Island Time Boat Tours LLC

Private Charters

Private small-group boat tours with snorkeling, paddleboards, floating water mat, wildlife viewing and sunset options around Anna Maria Island.

Anna Maria Island

Crysten's AMI Boat Tours

Private Charters

Private captained charters from Holmes Beach and Bradenton Beach with customizable snorkeling, dolphin, Egmont Key, sandbar and sunset experiences.

Anna Maria Island

H2O Watersportz

Boat Rentals

Mobile boat-rental operator serving Anna Maria Island, Longboat Key and nearby waters with pontoon, tritoon and center-console rentals delivered to guest docks or local ramps.

Anna Maria Island

Kayak Jack's Paddle Sports

Kayak & Paddleboard

Mobile kayak and paddleboard outfitter offering guided and self-guided eco tours from Robinson Preserve and Emerson Point, plus paddleboard lessons and 24-hour/weekly delivery to Anna Maria Island, Longboat Key and Bradenton lodging.

Anna Maria Island

Anna Maria Island Boat Rentals

Boat Rentals

Independent boat-rental operator giving guests self-guided access to Anna Maria Island waterways, sandbars, Egmont Key and Passage Key.

Anna Maria Island

AMI Paddleboard & Kayak Adventures

Kayak & Paddleboard

Locally rooted paddle outfitter offering kayak and stand-up paddleboard rentals, guided mangrove eco tours, glass-bottom kayak experiences and delivery around Anna Maria Island and Longboat Key.

FamiliesBeginners

Downtown Sarasota

Key Sailing Charters Sarasota

Private Charters

Award-winning intimate sailing charters aboard Key Breeze from Marina Jack, offering sightseeing and sunset cruises across Sarasota Bay.

CouplesSmall Groups

Downtown Sarasota

Kathleen D Sailing Catamarans

Private Charters

Established catamaran sailing company offering public and private dolphin watches, true-sail trips, sunset sails and longer coastal adventures from Sarasota, with Longboat Key and Anna Maria options.

FamiliesCouples

Sarasota Bay / Multiple Pickup Areas

Kokomo Charters

Private Charters

Luxury yacht-charter broker arranging curated Sarasota and Anna Maria experiences including half-day, full-day, sunset, dolphin and celebration cruises on a varied fleet.

LuxuryCelebrations

Downtown Sarasota

HydroCats

Dolphin & Eco Tours

Guided two-hour sightseeing adventures in compact two-person CraigCat power catamarans around Sarasota Bay, Lido Key and Bird Key with wildlife spotting along the way.

Adventure SeekersCouples

Sarasota

Vanhunks Kayak Tours & Rentals

Kayak & Paddleboard

Sarasota paddlesports operator offering kayak and paddleboard rentals and tours, backed by a local watersports shop with fishing and performance paddling gear.

PaddlersAnglers

Osprey / Nokomis

Get Up & Go Kayaking Sarasota

Kayak & Paddleboard

Top-rated guided clear-kayak ecotours exploring Midnight Pass, mangroves, beaches and wildlife near Siesta Key.

FamiliesCouples

South Sarasota / Gulf Gate

Dolphin Paddlesports

Kayak & Paddleboard

Long-running Sarasota paddlesports outfitter inside Economy Tackle offering kayak and SUP rentals, lessons, sales and fishing gear.

PaddlersAnglers

Lido Key

Kayaking SRQ Tours & Rentals

Kayak & Paddleboard

Guided mangrove-tunnel kayak tours and self-guided rentals from Ted Sperling Nature Park on Lido Key.

FamiliesNature Lovers

☉ Anna Maria Island

4:19 Charters

Charter Fishing

Anna Maria Island fishing charter led by Captain Jesse McKinney for inshore, nearshore and seasonal tarpon trips.

FamiliesDowntown Visitors

☉ Anna Maria Island

Bone Island Adventures

Charter Fishing

Holmes Beach charter combining offshore fishing with dolphin watching and island-hopping options.

☉ Anna Maria Island

Charter Fish Bradenton

Charter Fishing

Captain Andres Gomez offers inshore and nearshore fishing trips from Holmes Beach for families and experienced anglers.

☉ Anna Maria Island

Flight Risk Charters LLC - Holmes Beach

Charter Fishing

Holmes Beach fishing charter specializing in inshore, nearshore, flats and backcountry trips around Anna Maria Island.

☉ Anna Maria Island

Gulf Fishing Guides - Fish Guaranteed!

Charter Fishing

Bradenton Beach charter service offering family-friendly inshore and nearshore fishing trips with a catch guarantee.

☉ Anna Maria Island

Jarrod McKenzie Fishing LLC

Charter Fishing

Holmes Beach native Captain Jarrod McKenzie guides inshore and nearshore fishing around Anna Maria Island.

☉ Anna Maria Island

Ratha B Fishin

Charter Fishing

Holmes Beach fishing charter with Captain Jeffrey offering family-friendly light-tackle trips around Manatee County waters.

☉ Anna Maria Island

AMI Book'em And Hook'em Fishing

Charter Fishing

Locally guided Holmes Beach charter targeting inshore and seasonal Gulf species with family-friendly trips.

☉ Anna Maria Island

Saltbound Fishing Charters

Charter Fishing

Holmes Beach charter operated by a Coast Guard veteran offering inshore, nearshore and fly-fishing trips.

☉ Anna Maria Island

Jewel Of The Bay Charters

Charter Fishing

Captain Doug Deming guides inshore and nearshore fishing across Tampa Bay and Gulf waters from Holmes Beach.

☉ Anna Maria Island

Anna Maria Ville Charters

Charter Fishing

Established Holmes Beach charter offering guided fishing trips around Anna Maria Island.

☉ Anna Maria Island

Anna Maria Island's Aqua Delights

Charter Fishing

Captain Mason Miller offers fishing charters plus dolphin and sunset tours from Holmes Beach.

☉ Anna Maria Island

Landing Zone Fishing Charters

Charter Fishing

Offshore-focused Anna Maria Island charter departing from Kingfish Boat Ramp in Holmes Beach.

☉ Anna Maria Island

Slobby Joe Charters - Anna Maria

Charter Fishing

Captain Joe Burruezo guides flats, backcountry and inshore fishing around Anna Maria Island.

☉ Anna Maria Island

Run N Gun Fishing Charters

Charter Fishing

Fifth-generation Florida native Captain Bradley Ramsden guides inshore, nearshore and tarpon trips from Bradenton Beach.

☉ Anna Maria Island

Triple G's Fishing Charters

Charter Fishing

Federally permitted offshore charter operating from Bradenton Beach on a 26-foot center console.

☉ Anna Maria Island

Ultimate Fishing Adventures - Holmes

Charter Fishing

Long-running Holmes Beach fishing charter offering guided trips from the Kingfish area.

Anna Maria Island

Prime Time Fishing Charters

Charter Fishing

Holmes Beach charter offering inshore and nearshore light-tackle fishing around Anna Maria Island.

☉ Anna Maria Island

Ferg's Fishing Charters & Boating Excursions

Charter Fishing

Holmes Beach operator offering sportfishing trips and boating excursions from Marina Drive.

☉ Anna Maria Island

Anna Maria Party Boat - Catch Fish Guaranteed

Charter Fishing

Shared party-boat fishing option from Bridge Street accommodating larger groups than typical private charters.

☉ Anna Maria Island

Chase The Blue Charters

Charter Fishing

Anna Maria Island charter with local captains offering inshore and nearshore fishing from Holmes Beach.

☉ Anna Maria Island

Mama Tried Fishing

Charter Fishing

Bradenton Beach charter offering offshore and reef trips for snapper, grouper and other Gulf species.

☉ Anna Maria Island

So Salty Fishing Charters

Charter Fishing

Highly rated Bradenton Beach charter for small groups targeting inshore and offshore Gulf species.

☉ Anna Maria Island

Mother Ocean Charters - Adventures Your Way

Charter Fishing

Bradenton Beach charter offering customizable small-group fishing adventures around Anna Maria Island waters.

Anna Maria Island

M/V Minnow

Dolphin & Eco Tours

Narrated dolphin and wildlife cruises plus sunset, private and fishing charters from Anna Maria Island docks.

Anna Maria Island

Island Hoppers Boat Tours

Private Charters

Family-owned private boat tour operator serving Anna Maria Island with wildlife, sandbar, fishing and sunset options.

☉ Anna Maria Island

Anna Maria Island Adventures Boat Tours

Dolphin & Eco Tours

Holmes Beach adventure-tour operator offering dolphin and sunset cruises, Egmont Key trips and higher-energy water activities.

Anna Maria Island

Anna Maria Yacht Charters

Private Charters

Private luxury-leaning charter from Cortez serving Anna Maria Island, Passage Key and nearby Gulf waters.

Anna Maria Island

CoastLine Dolphin & Snorkeling Excursions

Dolphin & Eco Tours

Family-operated dolphin and snorkeling excursions serving Anna Maria Island and Egmont Key from Anna Maria Sound.

Anna Maria Island

Holmes Beach Boat Rental

Boat Rentals

Holmes Beach powerboat rental option for self-guided trips to Passage Key, Egmont Key and local sandbars.

Bradenton

Killa Jet Ski Rentals

Jet Ski Rentals

West Bradenton jet-ski rental operator launching from Palma Sola Causeway, minutes from Anna Maria Island, Longboat Key and Sarasota Bay.

Downtown Sarasota

Wild Wave Watersports - Sarasota

Jet Ski Rentals

Full-service Sarasota Bay watersports rental location offering jet skis, boats, kayaks and paddleboards.

Venice

Wild Wave Watersports - Venice

Jet Ski Rentals

Venice Intracoastal watersports rental location offering jet skis, boats, kayaks and paddleboards.

Downtown Sarasota

JA Powersports Jet Ski Rental - Sarasota

Jet Ski Rentals

Jet-ski rental operator launching from the Sarasota SRQ boat ramp with access toward Lido, Siesta Key and Sarasota Bay.

Venice

JA Powersports Jet Ski Rental - Venice

Jet Ski Rentals

Jet-ski rental location at the Seaboard Avenue boat ramp serving Venice and nearby Nokomis waters.

Bradenton

Freedom Jet Ski Rentals

Jet Ski Rentals

Popular West Bradenton jet-ski rental operator offering Yamaha WaveRunners and guided dolphin tours with easy access toward Anna Maria Island and Palma Sola Bay.

FamiliesCouples

Osprey / Nokomis

Island Jet Ski & Water Sports

Jet Ski Rentals

Full-service Osprey watersports operator offering jet skis, guided sunset rides, pontoon boats, kayaks and stand-up paddleboards from Blackburn Point.

FamiliesAdventure Seekers

Downtown Sarasota

JT Watersports LLC

Jet Ski Rentals

Sarasota jet-ski rental operator offering hourly through all-day rides from North Tamiami Trail with online booking and safety orientation.

Adventure SeekersCouples

Bradenton

MIR Jet Ski Rentals

Jet Ski Rentals

Bradenton-based jet-ski rental service offering individual, family/group and full-day riding options on Bradenton and Sarasota waters.

FamiliesGroups

Sarasota Bay / Multiple Pickup Areas

SRQ Jet Ski Rentals

Jet Ski Rentals

Locally owned Sarasota jet-ski service offering rentals, custom guided rides, sunset trips and convenient delivery to guest locations.

CouplesGroups

Downtown Sarasota

Sunny Bay Rentals

Jet Ski Rentals

Sarasota rental company offering jet skis, sunset jet-ski tours and multiple pontoon and powerboat options with meetups at Centennial Park.

FamiliesGroups

Siesta Key

Siesta Key Jet Ski

Jet Ski Rentals

Dedicated Siesta Key jet-ski rental operator offering Yamaha WaveRunners for one- to four-hour rides on Sarasota Bay and nearby Intracoastal waters.

FamiliesCouples

Sarasota Bay / Multiple Pickup Areas

Latitude Sailing Charters

Private Charters

Sarasota sailing operator offering bareboat charters, captained sails and sunset cruises from Sara Bay Marina with access throughout Sarasota Bay and the Gulf Coast.

CouplesSailing Enthusiasts

Sarasota Bay / Multiple Pickup Areas

Tortuga Boat Adventures

Private Charters

Private customizable boat adventures offering wildlife watching, sandbar and beach stops, sunsets and waterfront bar-hopping with pickup options from Bradenton through Venice.

FamiliesCouples

Sarasota

Sun and Fun Charters LLC

Private Charters

Custom captained Sarasota charters from two to eight hours with sightseeing, sandbars, beaches, sunset cruising, waterfront stops and optional watersports.

FamiliesCouples

Sarasota Bay / Multiple Pickup Areas

One & Only Sarasota

Private Charters

Premium private-yacht experiences for up to 12 guests with sunset, sandbar and extended day-charter itineraries around Sarasota waters.

LuxuryCouples

Siesta Key

Parasail Siesta

Parasailing

Long-running Siesta Key parasailing operator offering professionally crewed flights over Sarasota Bay and Gulf waters from Stickney Point.

FamiliesCouples

☉ Bradenton

Bradenton Jet Ski Rental

Jet Ski Rentals

Bradenton jet-ski rental operator near Palma Sola Causeway focused on maintained equipment, rider instruction and access toward Anna Maria waters.

First-Time RidersFamilies

Bradenton

Seaside Island Adventures

Jet Ski Rentals

Bradenton-based watersports outfitter offering jet skis and boats for exploring Anna Maria Island, Longboat Key, Lido Beach and nearby Gulf Coast destinations.

FamiliesGroups

South Sarasota / Gulf Gate

SOTA Watersports

Jet Ski Rentals

South Sarasota jet-ski rental operator offering one- to four-hour rides with fuel and safety gear included.

CouplesGroups

☉ Downtown Sarasota

Black Flag Watersports

Jet Ski Rentals

Sarasota Bay watersports operator specializing in jet-ski fleet rentals for groups plus a 24-foot tritoon rental.

GroupsCouples

Bradenton

Salt Coast Rentals

Jet Ski Rentals

Palma Sola-area jet-ski operator offering rentals and guided coastal rides toward Anna Maria Island, Passage Key and Egmont Key.

Adventure SeekersCouples

☉ Bradenton

Aqua Drift, LLC

Kayak & Paddleboard

Mobile-friendly kayak and paddleboard rental service serving Bradenton, Sarasota, Anna Maria Island, Siesta Key and Venice.

FamiliesBeginners

☉ Bradenton

Surferbus

Kayak & Paddleboard

Kayak and paddleboard rental service staging self-guided paddles at Robinson Preserve and Palma Sola Bayou.

FamiliesNature Lovers

Siesta Key

High Tide Tiki Tours

Private Charters

Siesta Key tiki-boat operator offering public and private cruises, sandbar trips and sunset outings aboard Coast Guard-inspected vessels.

FamiliesCouples

Osprey / Nokomis

Keys Huka Dive

Private Charters

Nokomis dive and adventure operator offering beginner-friendly snorkeling and Huka diving, certified scuba trips, shark-tooth fossil adventures, paddleboarding and sunset cruises.

FamiliesDivers

Venice

Aristakat Charters

Private Charters

Small-group Venice scuba charter specializing in Megalodon fossil dives plus wreck and offshore dive trips for certified divers.

Certified DiversFossil Hunters

Bradenton

Florida Gulf Coast Scuba

Private Charters

Private six-diver scuba charter serving Bradenton, Sarasota and Venice with reef, ledge, wreck and deeper offshore dive options.

Certified DiversSmall Groups

Bradenton

Patriot Watersports

Jet Ski Rentals

West Bradenton jet-ski operator offering Yamaha WaveRunner and Sea-Doo rentals plus guided-style water adventures near Anna Maria Island access.

Adventure SeekersCouples

Sarasota Bay / Multiple Pickup Areas

SURFIT USA

Kayak & Paddleboard

Established Sarasota paddlesports outfitter offering guided Lido and Siesta Key tours, rentals, delivery, private surf lessons and seasonal youth watersports camps.

FamiliesCouples

Osprey / Nokomis

Cool Breeze Boats & Jet Ski Rentals

Boat Rentals

Long-running Nokomis rental operator at Gulf Harbor Marina offering boats, jet skis and kayaks with direct Intracoastal access near Casey Key and Venice.

FamiliesCouples

South Sarasota / Gulf Gate

Siesta Key Aqua Adventures

Jet Ski Rentals

Family-owned watersports operator sharing the Phillippi Creek location with Siesta Key Watersports and featuring Siesta Beach banana-boat rides plus powered-watercraft experiences.

FamiliesGroups

☉ Downtown Sarasota

Sunworld Watersports

Jet Ski Rentals

Distinctive Sarasota Bay powered-watercraft experience featuring Corvette-style jet cars that operate like personal watercraft.

CouplesAdventure Seekers

☉ Downtown Sarasota

Suntex Boat Club - Marina Jack

Boat Rentals

Membership-based boating option at Marina Jack with a large current fleet and seasonal membership options that can suit longer-stay visitors.

Long-Stay GuestsBoaters

Downtown Sarasota

Freedom Boat Club - Sarasota Marina Jack

Boat Rentals

Major membership boat-club location at Marina Jack with a broad current fleet for cruising, fishing and recreation.

Long-Stay GuestsBoaters

South Sarasota / Gulf Gate

Freedom Boat Club - Hidden Harbor

Boat Rentals

Freedom Boat Club location at Hidden Harbor Marina with convenient access to Little Sarasota Bay, Midnight Pass and south Sarasota waterways.

Long-Stay GuestsBoaters

Siesta Key

Freedom Boat Club - Sarasota Siesta Key

Boat Rentals

Current Freedom Boat Club Siesta Key launch offering member access close to Midnight Pass, sandbars and Intracoastal cruising.

Long-Stay GuestsBoaters

Venice

Freedom Boat Club - Venice Laguna

Boat Rentals

Venice boat-club launch on Laguna Drive with current fleet access and watersports-friendly Roberts Bay nearby.

Long-Stay GuestsBoaters

Venice

Freedom Boat Club - Venice MarineMax

Boat Rentals

Freedom Boat Club location at MarineMax on south Venice Island with access toward Lyons Bay, Dona Bay, Roberts Bay and Lemon Bay.

Long-Stay GuestsBoaters

Downtown Sarasota

Aqua Riders LLC - Sarasota Jet Ski Rentals

Jet Ski Rentals

Locally owned Sarasota jet-ski rental operator launching near downtown with access to Sarasota Bay and nearby barrier islands.

CouplesGroups

Bradenton

Little Philly Sea Adventures

Jet Ski Rentals

Multi-service Gulf Coast operator offering jet skis from Palma Sola plus pontoon rentals and guided adventures serving Anna Maria Island and nearby waters.

FamiliesCouples

Anna Maria Island

AMI Skim and Surf

Kayak & Paddleboard

Locally owned Anna Maria Island board-sports operator offering private skimboarding and surfing lessons plus daily and weekly skimboard rentals.

FamiliesKids

Anna Maria Island

Salty Buddha Paddleboard Experiences

Kayak & Paddleboard

Anna Maria Island paddleboard experiences combining beginner SUP instruction, guided paddles, private sessions and SUP yoga on calm island waters.

CouplesGroups

Osprey / Nokomis

Casey Key Tiki Tours

Dolphin & Eco Tours

Nokomis-based tiki boat operator offering dolphin and wildlife cruises, sunsets, private charters and Midnight Pass sandbar trips.

FamiliesCouples

Osprey / Nokomis

Suncoast Marine Tours

Private Charters

Private Grady-White boat tours from Nokomis covering Casey Key, Venice, Osprey, Siesta Key, Sarasota and other Gulf Coast waterways.

FamiliesCouples

Osprey / Nokomis

Seas the Day Charters

Dolphin & Eco Tours

Highly customizable Nokomis-area private catamaran tours focused on dolphins, marine life, local waterways and Gulf Coast sunsets.

FamiliesCouples

Osprey / Nokomis

Reel Rebels Fishing Adventures

Charter Fishing

Venice-area private fishing charter specializing in Gulf of Mexico trips for families and anglers from a Nokomis/Casey Key launch area.

FamiliesAnglers

Venice

Tiki Boat and Floats

Private Charters

Venice-area private tiki boat charters offering dolphin and wildlife tours, sunsets, island stops and sandbar float time for groups up to six.

FamiliesCouples

☉ Longboat Key

WatersportsNow - Sarasota Clear Kayak Tours

Kayak & Paddleboard

Guided clear-kayak adventures from Longboat Key featuring mangrove tunnels, wildlife, sunset paddles and illuminated night tours.

FamiliesCouples

Lido Key

Liquid Blue Outfitters

Kayak & Paddleboard

Family-owned guided pedal-kayak outfitter offering wildlife, mangrove, sunset, night and snorkeling adventures around Sarasota and nearby barrier islands.

FamiliesCouples

☉ Venice

SWFL Boat Rental

Boat Rentals

Venice-based boat and jet-ski rental operator offering pontoons, deck boats, fishing boats, personal watercraft and optional delivery across Southwest Florida.

FamiliesGroups

Sarasota Bay / Multiple Pickup Areas

eFoil Sarasota

Jet Ski Rentals

Mobile eFoil instruction and rental operator serving Sarasota, Siesta Key and Venice with private lessons, independent rentals and current Lift eFoil equipment.

Adventure SeekersCouples

Sarasota Bay / Multiple Pickup Areas

Opua Adventures

Jet Ski Rentals

Sarasota adventure operator combining professionally instructed eFoil sessions with SeaBob underwater-scooter experiences and multi-activity packages.

Adventure SeekersFamilies with Teens

Osprey / Nokomis

FWD Motion Sports

Kayak & Paddleboard

Specialty board-sports school offering wing-foil, windsurf and foil-drive instruction plus supervised demo gear at Nokomis Beach.

Adventure SeekersBoard Sports

Longboat Key

Sara-Bay Sailing School & Charter

Private Charters

Longboat Key sailing school and charter operator offering private instruction, ASA certification courses and sailboat experiences on Sarasota Bay.

CouplesAdventure Seekers

Anna Maria Island

BigWili Water Adventures

Dolphin & Eco Tours

Family-owned Anna Maria Island charter operator offering private dolphin/manatee tours, island hopping, Egmont Key and Passage Key trips, fishing and snorkeling-oriented adventures.

FamiliesCouples

Anna Maria Island

Centaur Adventures

Private Charters

Private Anna Maria Island charter company offering customizable island tours, dolphin watching, snorkeling and shelling, sunsets, fishing and special-event trips on a 30-foot center console.

FamiliesCouples

Anna Maria Island

Anna Maria Island Parasail

Parasailing

Year-round Holmes Beach parasailing operator offering group flights above Anna Maria Island and Gulf waters from the 63rd Street boat-ramp area.

FamiliesCouples

☉ South Sarasota / Gulf Gate

Waves Boat & Social Club - Phillippi Harbor Club

Boat Rentals

Locally owned boat club providing members access to a maintained fleet from Phillippi Harbor Club, with training and seasonal/full-time membership options.

Seasonal GuestsLonger Stays

☉ Venice

Waves Boat & Social Club - Venice Fisherman's Wharf

Boat Rentals

Waves Boat Club location at Fisherman's Wharf Marina offering members maintained powerboat access with direct Intracoastal and Gulf access and no bridge restrictions.

Seasonal GuestsLonger Stays

Bradenton

Costa Coast Powersports - Bradenton

Jet Ski Rentals

Bradenton jet-ski rental operator serving riders headed toward Anna Maria Island and nearby Gulf waters from West Bradenton.

Adventure SeekersCouples

Bradenton

Yak Shack Watersports

Kayak & Paddleboard

Small-group and private kayak outfitter serving Anna Maria Island, Bradenton and Palmetto with mangrove, sunset and Emerson Point wildlife tours plus rental delivery.

FamiliesNature Lovers

☉ Sarasota Bay / Multiple Pickup Areas

Ben's Boat Rental

Boat Rentals

Multi-day pontoon rental service with dock delivery for guests exploring Sarasota Bay, Anna Maria Island, Longboat Key and Jewfish Key.

FamiliesLonger Stays

☉ Bradenton

Manatee Marine Rentals

Boat Rentals

Flexible three-day to three-month boat rentals delivered around Anna Maria Island, Bradenton, Longboat Key, Siesta Key and Sarasota.

Longer StaysFamilies

☉ Siesta Key

Safe Harbor Siesta Key Boat Rentals

Boat Rentals

Year-round on-premise boat rentals at Safe Harbor Siesta Key with deck boats, pontoons and tritoons for cruising Sarasota Bay.

FamiliesGroups

Siesta Key

Ride & Paddle by Siesta Sports Rentals

Kayak & Paddleboard

Long-running Siesta Key outfitter offering kayak and paddleboard rentals, delivery, guided nature tours and paddling instruction, with additional operations at The Bay.

FamiliesNature Lovers

Sarasota Bay / Multiple Pickup Areas

Private Custom Charters

Private Charters

Locally owned luxury yacht-charter company offering intimate midday, sunset, dolphin and custom cruises throughout Sarasota's barrier-island waters.

CouplesCelebrations

Sarasota Bay / Multiple Pickup Areas

Abbott's Family Charters

Charter Fishing

Family-oriented Sarasota Bay fishing charters led by Captains Greg and Ryan Abbott, serving Lido, Siesta and Longboat Key waters.

FamiliesKids

Venice

The Miss Venice Deep Sea Fishing

Charter Fishing

Established Venice offshore-fishing operator running scheduled deep-sea trips aboard an inspected 40-foot vessel, with whole-boat charter options.

FamiliesAnglers

Sarasota Bay / Multiple Pickup Areas

WaveRiders VIP Jet Ski Rentals

Jet Ski Rentals

VIP-style Sarasota jet-ski rental service focused on half-day, full-day and weekly Yamaha WaveRunner rentals with delivery or boat-ramp meetup.

Adventure SeekersLonger Stays

Bradenton

FL Shoreline Adventures

Jet Ski Rentals

Bradenton-based personal-watercraft operator serving Anna Maria Island with high-performance jet ski rentals and guided coastal adventure tours.

Adventure SeekersCouples

Bradenton

Island Bound Skiis Rentals

Jet Ski Rentals

Bradenton jet-ski rental operator offering flexible quick-ride through full-day personal-watercraft rentals for Gulf Coast visitors.

Adventure SeekersCouples

☉ Anna Maria Island

JP Jet Ski Rental

Jet Ski Rentals

Holmes Beach Yamaha jet-ski rental operator with hourly, multi-hour and full-day options, fuel included and online booking.

Adventure SeekersCouples

Bradenton

J&J Jetski Rentals

Jet Ski Rentals

Family-owned Bradenton jet-ski rental operator offering fueled Sea-Doos, safety orientation and convenient access toward Anna Maria Island.

FamiliesCouples

Longboat Key

BouYah Watersports - The Resort at Longboat Key Club

Kayak & Paddleboard

On-resort Longboat Key watersports concession offering kayak and stand-up paddleboard rentals directly from the Gulf-front resort beach.

FamiliesCouples

Venice

Wellen Park Outfitters

Kayak & Paddleboard

Downtown Wellen's current outfitter offering kayaks and paddle boats on Grand Lake plus bicycles and e-bikes for exploring the surrounding trails.

FamiliesCouples

Bradenton

Florida Blue Adventures

Kayak & Paddleboard

Guided eco-kayak operator specializing in Robinson Preserve and Anna Maria-area wildlife tours, including dolphins, manatees, mangroves and snorkeling excursions.

FamiliesWildlife Lovers

☉ Anna Maria Island

Anna Maria Banana Boat Tours

Private Charters

Anna Maria Island-native watersports operator offering family-friendly banana boat rides plus private and public dolphin, sandbar, sunset, Egmont Key and fishing experiences.

FamiliesGroups

Lido Key

Paradise Adventures Sarasota

Kayak & Paddleboard

Lido Key paddling operator at Ted Sperling Nature Park offering guided mangrove-tunnel tours, private tours and self-guided kayak rentals.

FamiliesCouples

Lido Key

SaltVibe Jet Ski Rentals

Jet Ski Rentals

Locally owned Sarasota jet-ski operator launching from Ken Thompson Park with access toward Lido Key, Longboat Key, Anna Maria Island and Sarasota Bay.

Adventure SeekersCouples

☉ Sarasota Bay / Multiple Pickup Areas

Sunny Days Beach Gear Rentals

Kayak & Paddleboard

Delivery-focused beach gear company offering inflatable BOTE paddleboards, kayaks and snorkel gear to vacation rentals across the Sarasota-Manatee Gulf Coast.

FamiliesMonthly Guests

☉ Downtown Sarasota

DB Powersports - Sarasota Jet Ski Rentals

Jet Ski Rentals

Jet-ski rental operator serving Sarasota and Bradenton with beginner-friendly guidance and online booking.

Adventure SeekersCouples

Downtown Sarasota

Splash-N-Dash Jet Ski Rental

Jet Ski Rentals

Downtown Sarasota jet-ski rental operator offering personal watercraft rentals from the North Tamiami Trail / Centennial Park area with current online booking.

Adventure SeekersCouples

☉ Downtown Sarasota

Sarasota Boat Rental by Suntex

Boat Rentals

Public boat-rental fleet at Marina Jack offering 2-, 4- and 8-hour rentals including tritoons, deck boats, center-console fishing boats and double-decker boats with slides.

FamiliesGroups

☉ Downtown Sarasota

Outriggers Charter Fishing Sarasota

Charter Fishing

Long-running downtown Sarasota deep-sea fishing charter aboard the 40-foot Nice One II, targeting Gulf species on private half- and full-day trips.

AnglersFamilies

☉ Anna Maria Island

Captain Mike's Fishing Charters & Boat Tours

Charter Fishing

Long-running Anna Maria Island captain offering year-round inshore/offshore fishing plus private dolphin, wildlife, sunset and island boat tours.

FamiliesAnglers

☉ Lido Key

Calibrated Fishing Charters & Boat Tours

Charter Fishing

Private Sarasota-area fishing and boat-tour operator offering inshore, nearshore and offshore charters plus family tours, wildlife sightseeing, sandbars and sunset cruises.

FamiliesAnglers

☉ Anna Maria Island

Captain Nate's Anna Maria Island Fishing Charters

Charter Fishing

Anna Maria Island fishing charter focused on seasonal inshore and nearshore action, with current 2026 fishing reports and year-round local guide service.

FamiliesAnglers

☉ Bradenton

Captain Rachel Fishing Charters

Charter Fishing

Family-friendly Gulf Coast fishing charter with more than 20 years of local experience, plus sightseeing and sunset boat tours serving Anna Maria Island and surrounding waters.

FamiliesAnglers

Anna Maria Island

Reel Experience Fishing Charters

Charter Fishing

Private Anna Maria Island fishing and excursion operator offering inshore/nearshore fishing, Egmont Key snorkeling adventures, dolphin cruises and sunset trips.

FamiliesAnglers

Anna Maria Island

AMI Excursions

Charter Fishing

Private Anna Maria Island fishing and eco-cruise operator led by Capt. Nate Costello, offering fishing, dolphin-focused outings and sunset experiences.

FamiliesAnglers

Osprey / Nokomis

The Teeth Beneath

Private Charters

All-inclusive Nokomis fossil-dive charter focused on searching Venice-area waters for Megalodon teeth and other fossils with a Divemaster in the water.

Certified DiversFossil Hunters

Osprey / Nokomis

Dusty Discoveries Megalodon Fossil Dive Charter

Private Charters

Venice-area 3-tank fossil dive charter aboard a 33-foot Intrepid, specializing in Megalodon teeth and prehistoric fossil hunting.

Certified DiversFossil Hunters

Longboat Key

Viking Charter of Sarasota

Charter Fishing

Luxury offshore fishing charter aboard the 80-foot Viking Sportfish Cat 5, based at Longboat Key Club Moorings.

Luxury GuestsAnglers

Anna Maria Island

Flip Flops Sailing

Private Charters

Small-group catamaran sailing from Holmes Beach with sunset sails and island excursions to Passage Key and Egmont Key.

CouplesFamilies

Sarasota Bay / Multiple Pickup Areas

Sunsets 'N' Sandbars Custom Boat Charters

Private Charters

Private Sarasota charter aboard a 36-foot power catamaran offering sunsets, Jewfish Key sandbar trips, Passage Key excursions and custom cruises.

CouplesFamilies

☉ Bradenton

Desoto Kayak Tours

Kayak & Paddleboard

Guided kayak tours and rentals through the mangrove tunnels and coastal habitat of Emerson Point Preserve in Manatee County.

FamiliesNature Lovers

Anna Maria Island

YOLO Adventures - Anna Maria Island

Parasailing

Long-running Bradenton Beach watersports operator offering parasailing, jet skis, dolphin sightseeing, Egmont Key trips, guided kayaking and fishing.

FamiliesCouples

Anna Maria Island

Passage Key Dolphin Tours

Dolphin & Eco Tours

Private dolphin, manatee, snorkeling and sunset charters serving Anna Maria Island and Sarasota, including beginner-friendly snorkeling and Egmont Key excursions.

FamiliesCouples

Anna Maria Island

Coastal Watersports

Jet Ski Rentals

Long-running beachfront watersports operator at Silver Surf offering WaveRunners, Hobie sailing and paddle-sport rentals directly from Bradenton Beach.

FamiliesCouples

Osprey / Nokomis

Venice Banana Boat

Jet Ski Rentals

USCG-captained banana-boat rides operating from Nokomis Beach with pickup options serving Venice Beach and Sharky's Beach.

FamiliesKids 5+

Sarasota Bay / Multiple Pickup Areas

Sand Bar Charters

Private Charters

Private luxury day and sunset charters from Phillippi Harbor Club Marina with customizable sandbar, beach, wildlife and waterfront-dining itineraries.

CouplesCelebrations

Downtown Sarasota

Sarasota Coastal Boat Tours

Private Charters

Private Sarasota boat tours ranging from sunset cruises to sandbar, dolphin, snorkeling and fully customizable full-day coastal adventures.

FamiliesCouples

Sarasota Bay / Multiple Pickup Areas

Low Tide Tours / Parasail Low Tide

Parasailing

Locally owned multi-location watersports operator combining Sarasota parasailing with captained tiki boats, pontoons, private cruises, sunsets and sandbar excursions across the coastal area.

FamiliesCouples

☉ Venice

Chuck's Tropical Charters

Private Charters

Private captained boat charters exploring Siesta Key, Lido Key, Casey Key and Venice with dolphins, sandbars, snorkeling, sunsets and waterfront stops.

FamiliesCouples

☉ Siesta Key

Siesta Charters

Charter Fishing

Family-friendly private Siesta Key charters combining casual fishing with sightseeing, sandbars, snorkeling, dolphins, sunsets and custom boat days.

FamiliesFirst-Time Anglers

☉ Siesta Key

Siesta Boat Charters

Private Charters

Family-owned private charter operator offering customized dolphin, sandbar, sightseeing and sunset trips across Sarasota, Siesta Key and nearby Gulf Coast waters.

FamiliesCouples

☉ Siesta Key

Siesta Funship

Private Charters

Private Siesta Key charter boat specializing in customizable dolphin-and-sandbar cruises and sunsets, with paddleboard and floating gear included.

FamiliesPrivate Groups

☉ Sarasota

Drew Christianson Kiteboarding Coaching

Kayak & Paddleboard

Professional kiteboarding and hydrofoil coach offering beginner through advanced private instruction in Sarasota and Bradenton-area waters.

Adventure SeekersBoard-Sport Beginners

☉ Anna Maria Island

Anna Maria Boat Company

Charter Fishing

Local family-friendly private charter company offering light-tackle fishing, sightseeing excursions and sunset cruises on Anna Maria Sound.

FamiliesAnglers

☉ Anna Maria Island

Kesten Charters

Charter Fishing

Private Anna Maria and Bradenton fishing charter with family-friendly sightseeing excursions and sunset trips aboard a 24-foot T-Craft.

FamiliesAnglers

☉ South Sarasota / Gulf Gate

Florida Underwater Sports

Private Charters

Full-service Sarasota dive center offering scuba training, equipment rentals and guided Gulf Coast dive experiences including fossil-hunt, reef, ledge and wreck diving.

Certified DiversBeginners

☉ Sarasota

Scuba Quest - Sarasota

Private Charters

Established full-service Sarasota dive center offering scuba certifications, continuing education, equipment rentals and service, tank fills and arranged dive excursions.

BeginnersCertified Divers

Anna Maria Island

Positive Waves

Private Charters

Premium Bradenton Beach watersports operator offering wakesurf and hydrofoil experiences aboard a Centurion surfboat plus luxury catamaran excursions with snorkeling and swimming.

Adventure SeekersCouples

☉ Bradenton

Cortez Watersports

Boat Rentals

Cortez-based watersports operator beside the Cortez Bridge offering pontoon rentals, jet skis, guided jet-ski adventures and additional paddling gear for Anna Maria-area boating days.

FamiliesGroups

☉ Bradenton

M&K Rentals

Kayak & Paddleboard

Small paddlesports rental operator on the Manatee Avenue causeway offering beginner-friendly inflatable paddleboards in adult and kids sizes by the hour, half day or full day.

FamiliesBeginners

Siesta Key

Siesta Key Paddleboards

Kayak & Paddleboard

Mobile paddleboard and kayak rental service delivering directly to Siesta Key and surrounding Sarasota-area locations with free pickup and basic instruction.

FamiliesBeginners

☉ Anna Maria Island

Sol Vybes Jet Ski Rentals

Jet Ski Rentals

Jet-ski rental and guided-tour operator serving Bradenton Beach with half-hour, one-hour and two-hour rides plus guided PWC experiences.

$$

☉ Anna Maria Island

Scuba Ethan's Outdoor Adventures

Private Charters

Private Anna Maria Island adventure operator offering Egmont Key snorkeling, beginner scuba experiences and PADI instruction alongside dolphin/manatee sightseeing and fishing charters.

$$$

Bradenton

Midnight Pass Kayaking / Murphs Surf

Kayak & Paddleboard

Siesta Key paddlesports operator at Midnight Pass offering self-guided kayak and paddleboard rentals, guided eco tours and delivery from a private bayfront marina launch.

FamiliesCouples

Bradenton

Siesta Key Kayaking Tours & Rentals

Kayak & Paddleboard

Siesta Key outfitter offering self-guided kayak and paddleboard rentals plus fully guided mangrove, wildlife and hidden-beach eco tours from the Jim Neville Marine Preserve area.

FamiliesCouples

Osprey / Nokomis

Krystal's Kayaks & Boards

Kayak & Paddleboard

Clear-kayak and paddleboard outfitter launching from Evie's at Spanish Point for guided Lower Sarasota Bay and Midnight Pass tours plus self-guided rentals.

FamiliesCouples

Osprey / Nokomis

Sharkey's Glass Bottom Tours - Venice / Nokomis

Kayak & Paddleboard

Guided glass-bottom kayak operator offering LED-illuminated fish-feeding night tours and sunset paddles in calm protected Venice/Nokomis waterways.

FamiliesCouples

☉ Downtown Sarasota

Offshore Sailing School - Sarasota

Private Charters

Long-established sailing and powerboating school offering hands-on Sarasota instruction from introductory sailing through advanced cruising and powerboat certification.

CouplesAdventure Seekers

Lido Key

Sea Life Kayak Adventures

Kayak & Paddleboard

Guided Lido Key mangrove-tunnel kayak tours and self-guided rentals focused on Sarasota Bay wildlife including manatees, dolphins, rays and coastal birds.

FamiliesCouples

Bradenton

Snook Stop

Kayak & Paddleboard

Mobile Manatee County fishing outfitter offering premium Hobie fishing-kayak rentals, local trip planning, fishing lessons and shore-fishing support.

AnglersSelf-Guided Paddlers

Downtown Sarasota

Suncoast Oasis Boat Tours

Private Charters

Private Sarasota boat-tour operator offering sandbar days, sunset cruises, wildlife watching, snorkeling, swimming and customized Gulf Coast excursions.

FamiliesCouples

Siesta Key

Siesta Key Snorkel

Private Charters

Private and shared snorkeling, eco-tour and sandbar boat trips from Nora Patterson Park, with gear included and small-group Sarasota Bay exploration.

FamiliesCouples

☉ Venice

Top 2 Bottom Charters

Private Charters

Venice fossil-dive charter specializing in Megalodon shark-tooth and prehistoric fossil hunting aboard a 32-foot Boston Whaler.

Certified DiversFossil Hunters

☉ Osprey / Nokomis

Venice Dive Center / Black Gold Fossil Charters

Private Charters

Full-service Nokomis dive center paired with Black Gold Fossil Charters for Venice-area 3-tank and private guided fossil dives, scuba training and gear rental.

Certified DiversFossil Hunters

☉ Siesta Key

Siesta Adventures

Private Charters

Private Siesta Key boat-tour and fishing operator offering sandbars, snorkeling, dolphin/manatee trips, sunset cruises and inshore/offshore fishing.

FamiliesPrivate Groups

☉ South Sarasota / Gulf Gate

Big Daddy Boat Rentals

Boat Rentals

South Sarasota boat-rental operator with tritoons, center-console boats and deck boats for cruising, fishing and guest-friendly days on Sarasota-area waterways.

FamiliesGroups

Bradenton

Reel Blessed Boat Tours

Private Charters

Family-run private custom boat charters around Anna Maria Island offering snorkeling, tubing, fishing, wildlife watching, sandbars, Egmont Key and sunset cruises.

FamiliesPrivate Groups

☉ Bradenton

Glow Boats Kayaking

Kayak & Paddleboard

Guided clear-kayak tours near Anna Maria Island featuring daytime, sunset and LED night paddles through Neil Preserve and mangrove habitat.

FamiliesCouples

Osprey / Nokomis

Whenever Watersports - Oscar Scherer State Park

Kayak & Paddleboard

Self-service kayak and paddleboard rental kiosk at Oscar Scherer State Park's South Creek launch, offering hourly and full-day rentals with gear included.

FamiliesCouples

☉ Bradenton

Kayak Jacks Paddlesports

Kayak & Paddleboard

Mobile Manatee County paddle-sports outfitter offering guided and self-guided eco tours plus 24-hour and weekly kayak and paddleboard delivery to Anna Maria Island, Longboat Key and nearby communities.

FamiliesCouples

Lido Key

Sarasota Sailing Squadron

Private Charters

Community sailing club on City Island offering non-member sailing lessons with US Sailing-certified instructors plus member boatshare and broad non-motorized watersports access on Sarasota Bay.

CouplesFamilies

Lido Key

Sail to Learn

Private Charters

Small local sailing school offering hands-on beginner-to-intermediate private and small-group lessons on Sarasota Bay, with instruction focused on practical boat handling, safety and confidence.

CouplesFriends