Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    concierge@greetwell.com(650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    1. Local experiences/
    2. All experiences/
    3. Siesta Key FL

    Best 137 things to do in Siesta Key, FL

    Showing 121-137 of 137 results
    Vintage Open-Air Train Ride Through Parrish
    Train Tours

    Vintage Open-Air Train Ride Through Parrish

    Ride a 13-mile historic railroad excursion in open-air or air-conditioned cars.

    Ride a 13-mile historic railroad excursion in open-air or air-conditioned cars.
    4.5 • 1.7K reviews
    $26/ person
    Explore the Model Railroad Display in Parrish
    Museum Tours

    Explore the Model Railroad Display in Parrish

    Visit the gift shop and model railroad display in Parrish

    Visit the gift shop and model railroad display in Parrish
    4.5 • 1.7K reviews
    $20/ person
    Drive a Locomotive in Parrish, Florida
    Train Tours

    Drive a Locomotive in Parrish, Florida

    Take the controls of a locomotive for an hour

    Take the controls of a locomotive for an hour
    4.5 • 1.7K reviews
    $477
    Clear Kayak Tour to Shell Key Preserve
    Kayaking Tours

    Clear Kayak Tour to Shell Key Preserve

    Paddle a clear kayak through Shell Key Preserve

    Paddle a clear kayak through Shell Key Preserve
    5.0 • 1.1K reviews
    $72/ person
    Guided Shell Key Preserve Kayak Tour
    Kayaking Tours

    Guided Shell Key Preserve Kayak Tour

    Paddle Shell Key Preserve on a small-group guided kayak tour

    Paddle Shell Key Preserve on a small-group guided kayak tour
    5.0 • 1.1K reviews
    $61/ kayak
    Party Kayak Tour to Shell Key Preserve From St. Pete
    Kayaking Tours

    Party Kayak Tour to Shell Key Preserve From St. Pete

    Paddle to Shell Key Preserve for a 4-hour sandbar kayak tour

    Paddle to Shell Key Preserve for a 4-hour sandbar kayak tour
    5.0 • 1.1K reviews
    $101/ kayak
    Sunset Kayak Tour at Shell Key Preserve
    Kayaking Tours

    Sunset Kayak Tour at Shell Key Preserve

    Paddle Shell Key Preserve at sunset with a guided kayak tour

    Paddle Shell Key Preserve at sunset with a guided kayak tour
    5.0 • 1.1K reviews
    $61& up
    Kayak & Paddleboard Rental at Turtle Beach
    Stand Up Paddle Boarding

    Kayak & Paddleboard Rental at Turtle Beach

    Rent a kayak or paddleboard and explore Turtle Beach waterways with a provided map

    Rent a kayak or paddleboard and explore Turtle Beach waterways with a provided map
    5.0 • 3.1K reviews
    $51/ kayak
    Pedal Kayak Rental at Bird Key Park Sarasota
    Kayaking Tours

    Pedal Kayak Rental at Bird Key Park Sarasota

    Rent a pedal kayak and explore Sarasota Bay with all gear and safety equipment included.

    Rent a pedal kayak and explore Sarasota Bay with all gear and safety equipment included.
    4.7 • 1.7K reviews
    $45/ kayak
    Explore Pinecraft Amish & Mennonite Tour in Sarasota
    Community and Heritage

    Explore Pinecraft Amish & Mennonite Tour in Sarasota

    Tour Sarasota’s Pinecraft community to learn Amish and Mennonite culture

    Tour Sarasota’s Pinecraft community to learn Amish and Mennonite culture
    4.8 • 1.6K reviews
    $66/ person
    Haunted Sarasota Trolley Tour
    Trolley Tours

    Haunted Sarasota Trolley Tour

    Ride an air-conditioned trolley at night for musical ghost stories and Sarasota history in October.

    Ride an air-conditioned trolley at night for musical ghost stories and Sarasota history in October.
    4.8 • 1.6K reviews
    $70/ person
    Private Boat Tour from Nokomis with Snorkeling
    Private Boat ChartersUp to 6

    Private Boat Tour from Nokomis with Snorkeling

    Customize a 4-hour private cruise with snorkeling, paddleboarding, dolphin watching, and more.

    Customize a 4-hour private cruise with snorkeling, paddleboarding, dolphin watching, and more.
    4.5 • 173 reviews
    $899
    Bradenton Jet Ski Rental: 3-Seater Skis
    Jet Skiing

    Bradenton Jet Ski Rental: 3-Seater Skis

    Ride the latest 3-seater jet skis and enjoy hassle-free fun on the water.

    Ride the latest 3-seater jet skis and enjoy hassle-free fun on the water.
    4.9 • 134 reviews
    $120/ hour
    24' Pontoon Boat Rental in Palmetto with Sandbar Access
    Boat RentalsUp to 13

    24' Pontoon Boat Rental in Palmetto with Sandbar Access

    Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping

    Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping
    5.0 • 123 reviews
    $599& up
    Private Boat Tour to Egmont or Passage Key from Anna Maria Island
    Private Boat ChartersUp to 6

    Private Boat Tour to Egmont or Passage Key from Anna Maria Island

    Customize a private 3–6 hour cruise to Egmont or Passage Key with snorkeling and sightseeing led by experienced captains

    Customize a private 3–6 hour cruise to Egmont or Passage Key with snorkeling and sightseeing led by experienced captains
    5.0 • 349 reviews
    $659& up
    SUP Yoga Class on Holmes Beach Waters
    Stand Up Paddle Boarding

    SUP Yoga Class on Holmes Beach Waters

    Practice yoga on a paddleboard and connect with nature in a tranquil setting.

    Practice yoga on a paddleboard and connect with nature in a tranquil setting.
    5.0 • 571 reviews
    $75/ person
    Paddle Pristine Mangrove Tunnels in Neal Preserve
    Kayaking Tours

    Paddle Pristine Mangrove Tunnels in Neal Preserve

    Explore mangrove tunnels by kayak or paddleboard with experienced guides in Neal Preserve.

    Explore mangrove tunnels by kayak or paddleboard with experienced guides in Neal Preserve.
    5.0 • 571 reviews
    $55/ tour
    123456