Things to do in Siesta Key

    Discover amazing Siesta Key activities and premium in-home experiences.

    Siesta Key is a coastal destination in Florida Gulf Coast, where you'll find sun-soaked beach days, fun for families. Whether you're seeking relaxation, exploration, or local flavor, this vibrant spot has something for everyone.

    Popular Activities in Siesta Key

    Siesta Key 6-Passenger Golf Cart Rental

    Explore Siesta Key at your own pace with a street-legal golf cart rental.

    5.0 9.4K reviews
    $134/ cart

    Siesta Key Tiki Boat Tour with Music & Drinks

    Cruise Siesta Key’s waterways on a 2024 tiki boat with music, drinks and coastal wildlife views.

    5.0 9.4K reviews
    $41/ person

    Siesta Key Parasailing with Dolphin Watching

    Soar above Florida's top-rated beach and spot dolphins during a 12–15 minute parasail flight.

    5.0 9.4K reviews
    $65/ person

    Siesta Key Sunset Tiki Boat Cruise with Dolphins

    Enjoy a relaxed evening cruise along Siesta Key with music, LED lights and possible dolphin sightings.

    5.0 9.4K reviews
    $53/ person

    Siesta Key Boat Tour to Sandbars & Shell Beaches

    Explore pristine sandbars, collect shells, and relax on a fun 3-hour boat excursion

    4.9 1.2K reviews
    $50/ person

    Dolphin Watching Sunset Cruise in Siesta Key

    Watch playful dolphins and a vibrant Gulf sunset while enjoying complimentary beer and wine.

    4.9 7.9K reviews
    $45/ person

    Siesta Key Dolphin Cruise with Mimosas

    Enjoy a morning cruise with complimentary drinks while spotting dolphins in Siesta Key.

    4.9 7.9K reviews
    $35/ person

    Parasailing in Siesta Key with Dolphin Viewing

    Soar above Siesta Key and spot dolphins on a safe, family-friendly 2.5-hour parasailing cruise

    4.9 7.9K reviews
    $60/ person

    Sarasota Dolphin Cruise with Sandbar & Drinks

    Spot playful dolphins and relax at a scenic sandbar while enjoying complimentary drinks

    4.9 7.9K reviews
    $45/ person

    Siesta Key Jet Ski Rental in Sarasota FL

    Ride new Yamaha jet skis across Florida's largest riding area at your own pace

    4.9 7.9K reviews

    Sarasota Pontoon Boat Rental on Gulf Waters

    Cruise Sarasota’s Gulf waters on a spacious pontoon with flexible 4- or 8-hour options.

    4.9 7.9K reviews

    Siesta Key Private Catamaran Charter

    Customize your day exploring sandbars, islands, and marine life on a private catamaran.

    4.9 7.9K reviews

    Siesta Key Sunset E-Bike Rental

    Bypass traffic and enjoy a Siesta Key sunset with convenient e-bike drop-off and pickup

    5.0 99 reviews
    $100/ person

    Sarasota Mangrove Kayak to Hidden Beach

    Paddle through Jim Neville mangroves to a secluded beach accessible only by boat

    5.0 2.9K reviews

    Explore Turtle Beach Waters by Kayak or SUP

    Explore calm Turtle Beach waterways at your own pace with quality kayaks or paddleboards

    5.0 2.9K reviews
    $45/ rental

    Small Group Pedal Kayak Tour in Bird Key Park

    Pedal effortlessly through Sarasota Bay and encounter vibrant marine life on a small-group guided adventure

    4.9 184 reviews
    $69/ person

    Sarasota Party Boat Fishing with All Gear & License

    Fish 11–14 miles offshore with gear, bait, and license included

    4.4 311 reviews
    $84/ person

    Deep Sea Fishing Charter Sarasota Private Boat

    Experience custom deep sea fishing with comfort and flexibility on a private charter.

    4.4 311 reviews

    Sarasota Dolphin & Wildlife Boat Tour

    Experience marine life up close on a comfortable pontoon cruise for all ages.

    4.9 345 reviews
    $29/ person
    St. Armands Circle Food & History Walking Tour

    St. Armands Circle Food & History Walking Tour

    Savor Sarasota’s flavors and history in one unforgettable afternoon!

    4.8 103 reviews
    $119/ person

    Historic Sarasota: 90-Min Narrated Trolley Tour

    Explore Sarasota's historic neighborhoods and cultural landmarks on a 90-minute air-conditioned trolley ride.

    4.5 222 reviews
    $58/ person

    Sarasota Murder Mystery Trolley with Drinks

    Solve a circus-themed murder mystery on a rolling trolley with interactive fun and complimentary drinks.

    4.5 222 reviews
    $59/ person

    Fossil Dive & Shark Tooth Hunt in Nokomis FL

    Explore Venice's fossil-rich waters and hunt prehistoric shark teeth by snorkel, Huka, or scuba

    4.5 160 reviews

    Half-Day Scuba Refresher with Gear Included

    Refresh your dive skills with tailored instruction and included gear in a focused half-day session

    4.5 160 reviews
    $259/ person

    Scuba Diving for Megalodon Fossils in Nokomis

    Hunt for Megalodon fossils on a Divemaster-led shore dive with gear provided

    4.5 160 reviews

    Sunset Tiki Boat Tour in Venice Shark Capital

    Hear prehistoric tales as you cruise at sunset in Venice, the Shark Tooth Capital

    4.5 160 reviews
    $79/ person

    Venice Beach Parasailing: 1,200 Feet High

    Soar up to 1,200 feet and enjoy panoramic views on an exhilarating parasail ride.

    4.9 431 reviews
    $45/ person

    Longboat Key Mangrove Kayak & SUP Rentals

    Explore Longboat Key’s mangrove islands at your own pace with fully equipped half-day rentals

    5.0 912 reviews
    $45/ rental

    Longboat Key Kayak Tour with Dolphin Spotting

    Paddle crystal-clear bays to spot dolphins and manatees with expert naturalist guides

    5.0 912 reviews

    Half-Day Longboat Key Paddling with Gear & Map

    Explore scenic waters with included gear, map, and lesson for a fun half-day adventure

    5.0 912 reviews

    Lido Key Mangrove Tunnels Kayak Tour

    Paddle Sarasota's serene mangrove tunnels with a naturalist guide and spot birds, manatees, and dolphins.

    5.0 912 reviews

    Lido Key Mangrove Kayak & Paddleboard Rental

    Explore Lido Key’s mangrove tunnels with included gear, map, and a brief lesson

    5.0 912 reviews
    $45/ kayak

    Private Inshore Fishing Charter in Bradenton FL

    Fish inshore waters with a US Coast Guard–licensed captain on a 2019 Sea Pro, tailored for all ages

    Luxury 42ft Catamaran Sail in Sarasota Bay

    Enjoy a customizable 6–8 hour luxury sail on Sarasota Bay with captain and mate included

    5.0 435 reviews
    $3,595

    Private Catamaran Sail with Captain & Crew

    Enjoy a customizable luxury sail with captain and mate aboard a spacious 42-ft catamaran.

    5.0 435 reviews
    $2,220

    Private Sunset Dolphin Tour with Wildlife Guide

    Experience a private dolphin tour and enjoy scenic views while learning about local wildlife.

    4.5 730 reviews
    $390/ private tour

    Sarasota Bay Tritoon Rental for Up to 12 People

    Cruise the Intracoastal with room for up to 12 and flexible 4–8 hour rentals

    4.5 730 reviews
    $484/ boat

    Private Sandbar Tour with Snorkeling at Jewfish Key

    Discover Jewfish Key and local sandbars on a private excursion with swimming and snorkeling opportunities.

    4.5 730 reviews
    $511/ private tour

    Bradenton Beach Dolphin & Sandbar Sunset Tour

    Experience dolphins, sandbars, and a relaxing sunset cruise in the bays of Anna Maria Island.

    4.5 730 reviews

    Bradenton Beach Dolphin & Wildlife Eco Tour

    See non-migratory dolphins and unique wildlife while exploring the bays of Manatee and Sarasota.

    4.5 730 reviews
    $30/ person

    In-Home Experiences

    Private Yoga Session at Your Sarasota Rental

    Private Yoga Session at Your Sarasota Rental

    Stretch, unwind, and rejuvenate—right in the comfort of your vacation rental.

    $125/ guest
    Private Chef Dinner in Your Sarasota Rental

    Private Chef Dinner in Your Sarasota Rental

    A custom chef‑curated feast celebrating bold local flavors and dietary wellness—served right in your home or rental

    5.0 105 reviews
    $150/ guest

    Discover More in Siesta Key

    Siesta Key is a slice of coastal paradise on Florida’s Gulf Coast, famed for its powdery quartz sand, turquoise waters, and a laid-back beach town vibe that feels effortlessly elegant. Just off the coast of Sarasota, it’s a favorite for families, couples, and anyone who dreams of barefoot bliss and sunsets that linger long after the sun dips below the horizon.

    Start your day with yoga on the beach or a paddle through mangrove tunnels. Grab a fresh juice or breakfast taco from a local caf before strolling through Siesta Village, where boutiques, ice cream shops, and beach bars welcome visitors with friendly charm. As the sun sets, join locals and travelers alike for the nightly drum circle on Siesta Beach -- a celebration of rhythm, community, and island joy.

    Greetwell experiences in Siesta Key include private chef meals, in-home massage, family beach photography, or curated excursions like dolphin-watching tours or shelling adventures. Whether you're here for romance, rest, or reconnection, Siesta Key offers the rhythm of island life with just the right touch of luxury.


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