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
    [email protected](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

    Best results for Water Activities in Osprey FL

    Showing 97-120 of 135 results
    Guided 2-Hour Mangrove Tunnels Kayak Tour in Sarasota
    Kayaking Tours

    Guided 2-Hour Mangrove Tunnels Kayak Tour in Sarasota

    Paddle Lido Key’s mangrove tunnels with a local naturalist guide

    Paddle Lido Key’s mangrove tunnels with a local naturalist guide
    5.0 • 922 reviews
    $73/ kayak
    Lido Key Mangrove Kayak & Paddleboard Rental
    Stand Up Paddle Boarding

    Lido Key Mangrove Kayak & Paddleboard Rental

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

    Explore Lido Key’s mangrove tunnels with included gear, map, and a brief lesson
    5.0 • 922 reviews
    $51/ kayak
    Private Coastal Island Kayak Tour in Longboat Key
    Kayaking Tours

    Private Coastal Island Kayak Tour in Longboat Key

    Paddle the waters between Anna Maria Island and Longboat Key with your own private guide

    Paddle the waters between Anna Maria Island and Longboat Key with your own private guide
    5.0 • 922 reviews
    $735
    Explore Dry Tortugas on a 9-Hour Private Cruise
    Yacht Charters

    Explore Dry Tortugas on a 9-Hour Private Cruise

    Cruise 70 miles to Dry Tortugas to explore Fort Jefferson and snorkel clear waters

    Cruise 70 miles to Dry Tortugas to explore Fort Jefferson and snorkel clear waters
    $2,120
    Cruise Naples on a 2-Hour Private Booze Cruise
    Boat Tours

    Cruise Naples on a 2-Hour Private Booze Cruise

    Private 2-hour Naples party cruise with music and drinks onboard

    Private 2-hour Naples party cruise with music and drinks onboard
    $678
    Private 4-Hour Cruise From Lovers Key State Park
    Boat Tours

    Private 4-Hour Cruise From Lovers Key State Park

    Customize a private 4-hour cruise with your own captain and crew

    Customize a private 4-hour cruise with your own captain and crew
    $1,356
    Cruise the Gulf on a 2-Hour Private Booze Cruise
    Boat Tours

    Cruise the Gulf on a 2-Hour Private Booze Cruise

    Private 2-hour 21+ party cruise with music and drinks available onboard

    Private 2-hour 21+ party cruise with music and drinks available onboard
    $678
    LED Glass-Bottom Kayak Fish Feeding Tour in Sarasota
    Kayaking Tours

    LED Glass-Bottom Kayak Fish Feeding Tour in Sarasota

    Feed fish from a clear-bottom kayak with underwater LED lights in Sarasota

    Feed fish from a clear-bottom kayak with underwater LED lights in Sarasota
    $70/ person
    Explore Sarasota Bay on a 3-Hour Boat Tour
    Boat Tours

    Explore Sarasota Bay on a 3-Hour Boat Tour

    Spend 3 hours cruising Sarasota Bay with a sandbar stop

    Spend 3 hours cruising Sarasota Bay with a sandbar stop
    $451
    Explore Sarasota Bay on a 4- or 8-Hour Tritoon Rental
    Boat RentalsUp to 12

    Explore Sarasota Bay on a 4- or 8-Hour Tritoon Rental

    Rent a tritoon for up to 12 and cruise Sarasota Bay for 4 or 8 hours

    Rent a tritoon for up to 12 and cruise Sarasota Bay for 4 or 8 hours
    4.5 • 759 reviews
    $542& up
    Cruise to Jewfish Key Sandbars From Bradenton Beach
    Boat Tours

    Cruise to Jewfish Key Sandbars From Bradenton Beach

    Private sandbar cruise to Jewfish Key for swimming, snorkeling, and shelling

    Private sandbar cruise to Jewfish Key for swimming, snorkeling, and shelling
    4.5 • 759 reviews
    $577
    Cruise to Egmont Key State Park on a 4-Hour Tour
    Boat Tours

    Cruise to Egmont Key State Park on a 4-Hour Tour

    Cruise to Egmont Key for shelling, snorkeling, and a Florida state park stop

    Cruise to Egmont Key for shelling, snorkeling, and a Florida state park stop
    4.5 • 759 reviews
    $90/ person
    Sandbar & Dolphin Cruise From Bradenton Beach
    Boat Tours

    Sandbar & Dolphin Cruise From Bradenton Beach

    Cruise local sandbars and look for dolphins from Bradenton Beach Marina

    Cruise local sandbars and look for dolphins from Bradenton Beach Marina
    4.5 • 759 reviews
    $68/ person
    4-Hour Private Charter to Egmont Key State Park
    Boat Tours

    4-Hour Private Charter to Egmont Key State Park

    Cruise to Egmont Key for shelling, snorkeling, and beach time on a private boat

    Cruise to Egmont Key for shelling, snorkeling, and beach time on a private boat
    4.5 • 759 reviews
    $682
    Parasailing in Bradenton Beach & Anna Maria
    Parasailing

    Parasailing in Bradenton Beach & Anna Maria

    Soar up to 800 feet for a thrilling 10-minute parasail flight with an expert crew over the Gulf of Mexico

    Soar up to 800 feet for a thrilling 10-minute parasail flight with an expert crew over the Gulf of Mexico
    5.0 • 1.2K reviews
    $152/ person
    Cruise to Egmont Key State Park on a 3-Hour Charter
    Boat Tours

    Cruise to Egmont Key State Park on a 3-Hour Charter

    Cruise by private boat to Egmont Key for beaches, history, and snorkeling time

    Cruise by private boat to Egmont Key for beaches, history, and snorkeling time
    5.0 • 1.2K reviews
    $1,048
    Cruise Bradenton Beach on a Private Sunset Charter
    Boat RentalsUp to 12

    Cruise Bradenton Beach on a Private Sunset Charter

    Private double-decker party boat in Bradenton Beach with slide and BYOB cruising

    Private double-decker party boat in Bradenton Beach with slide and BYOB cruising
    5.0 • 1.2K reviews
    $532& up
    Ride an AMI Jetcar Rental in Bradenton
    Boat Rentals

    Ride an AMI Jetcar Rental in Bradenton

    Drive a Corvette-inspired Jetcar on Palma Sola Bay with safety briefing included

    Drive a Corvette-inspired Jetcar on Palma Sola Bay with safety briefing included
    5.0 • 2 reviews
    $168/ boat
    Stand Up Paddle Board Rental in Bradenton FL
    Stand Up Paddle Boarding

    Stand Up Paddle Board Rental in Bradenton FL

    Enjoy a self-guided paddle adventure with a versatile inflatable board.

    Enjoy a self-guided paddle adventure with a versatile inflatable board.
    4.9 • 134 reviews
    $35/ hour
    Fish an Inshore Private Charter in Sarasota & Tampa Bay
    Fishing Charters

    Fish an Inshore Private Charter in Sarasota & Tampa Bay

    Private inshore fishing charter with short runs and all gear included

    Private inshore fishing charter with short runs and all gear included
    5.0 • 17 reviews
    $689& up
    Private Clear Kayak Ecotour at Robinson Preserve
    Kayaking Tours

    Private Clear Kayak Ecotour at Robinson Preserve

    Paddle a private clear-kayak tour through Robinson Preserve to mangroves and a sandbar

    Paddle a private clear-kayak tour through Robinson Preserve to mangroves and a sandbar
    $618& up
    Captained Tritoon Cruise in Anna Maria Island
    Boat Tours

    Captained Tritoon Cruise in Anna Maria Island

    Cruise Anna Maria Island by captained tritoon with room for up to 6

    Cruise Anna Maria Island by captained tritoon with room for up to 6
    5.0 • 123 reviews
    $399& up
    4-Hour Holmes Beach Sandbar & Island Private Charter
    Boat Tours

    4-Hour Holmes Beach Sandbar & Island Private Charter

    Private 4-hour sandbar and island hop with morning or afternoon departures

    Private 4-hour sandbar and island hop with morning or afternoon departures
    4.9 • 310 reviews
    $668& up
    Private Beach Cat Boat Tour
    Boat Tours

    Private Beach Cat Boat Tour

    Customize your route with snorkeling, sightseeing, and island stops on a private boat

    Customize your route with snorkeling, sightseeing, and island stops on a private boat
    5.0 • 349 reviews
    $924& up
    123456