Free Concierge Service
    Text or call 1-877-GREET-WELL
    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

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /All experiences
    3. /Water Activities

    Best results for Water Activities in Chokoloskee, FL

    Showing 49-72 of 161 results
    Marco Island 1-Hour Guided Jet Ski Tour
    Jet Skiing

    Marco Island 1-Hour Guided Jet Ski Tour

    A fast-paced Sea-Doo ride through Marco Island waterways and Gulf waters

    A fast-paced Sea-Doo ride through Marco Island waterways and Gulf waters
    5.0 • 1.7K reviews
    $189
    Dolphin Jet Ski Tour in Goodland
    Jet Skiing

    Dolphin Jet Ski Tour in Goodland

    Ride a Sea-Doo jet ski while searching for dolphins and wildlife

    Ride a Sea-Doo jet ski while searching for dolphins and wildlife
    5.0 • 1.7K reviews
    $279/ jet ski
    Marco Island Sunset Cruise
    Boat Tours

    Marco Island Sunset Cruise

    Sail the Gulf at sunset with island shelling and wildlife viewing

    Sail the Gulf at sunset with island shelling and wildlife viewing
    5.0 • 165 reviews
    $504
    Goodland Backwater Fishing Charter
    Fishing Charters

    Goodland Backwater Fishing Charter

    Fish Goodland backwaters with gear, bait, and licensing included

    Fish Goodland backwaters with gear, bait, and licensing included
    5.0 • 94 reviews
    $610& up
    Unguided Jet Ski Rental in Goodland
    Jet Skiing

    Unguided Jet Ski Rental in Goodland

    Set your own pace on Florida’s clear waters with an unguided Jet Ski rental

    Set your own pace on Florida’s clear waters with an unguided Jet Ski rental
    4.8 • 191 reviews
    $170/ Jet Ski
    Dolphin Jet Ski Tour in Marco Island
    Jet Skiing

    Dolphin Jet Ski Tour in Marco Island

    Ride with a guide and look for dolphins on Marco Island waters

    Ride with a guide and look for dolphins on Marco Island waters
    5.0 • 555 reviews
    $311/ jet ski
    Private Mangrove Fishing Charter in Marco Island
    Fishing Charters

    Private Mangrove Fishing Charter in Marco Island

    Cast for local fish in Marco Island’s calm mangrove waters

    Cast for local fish in Marco Island’s calm mangrove waters
    5.0 • 165 reviews
    $451
    Fishing Charter in 10,000 Islands for 4 Hours
    Fishing Charters

    Fishing Charter in 10,000 Islands for 4 Hours

    Cast for varied species, with nearshore wreck fishing when weather allows

    Cast for varied species, with nearshore wreck fishing when weather allows
    5.0 • 165 reviews
    $663
    Marco Island 4-Hour Shelling & Fishing Charter
    Fishing Charters

    Marco Island 4-Hour Shelling & Fishing Charter

    Remote-island shelling, beach time and catch-and-release fishing

    Remote-island shelling, beach time and catch-and-release fishing
    5.0 • 165 reviews
    $663
    2-Hour Private Tubing Trip in Goodland
    Tubing

    2-Hour Private Tubing Trip in Goodland

    Private tubing for up to 6 people with expert captain instruction

    Private tubing for up to 6 people with expert captain instruction
    5.0 • 854 reviews
    $554
    Private Marco Island Watersports Tour With Instruction
    Water Skiing

    Private Marco Island Watersports Tour With Instruction

    Private 4-hour watersports tour for up to 6 with tubing, shelling, and wake or ski instruction

    Private 4-hour watersports tour for up to 6 with tubing, shelling, and wake or ski instruction
    5.0 • 854 reviews
    $812
    3-Hour Marco Island Watersports Lesson
    Water Skiing

    3-Hour Marco Island Watersports Lesson

    Private 3-hour tubing, wakeboarding, or waterskiing session for up to 6

    Private 3-hour tubing, wakeboarding, or waterskiing session for up to 6
    5.0 • 854 reviews
    $700
    4-Hour Private Shelling Cruise in Ten Thousand Islands
    Boat Tours

    4-Hour Private Shelling Cruise in Ten Thousand Islands

    Private 4-hour shelling and barrier-island tour for up to 12

    Private 4-hour shelling and barrier-island tour for up to 12
    5.0 • 854 reviews
    $1,311
    Private Custom Boat Tour in Goodland, FL
    Boat Tours

    Private Custom Boat Tour in Goodland, FL

    Choose a 3, 5, or 8-hour private boat trip with your own captain

    Choose a 3, 5, or 8-hour private boat trip with your own captain
    5.0 • 171 reviews
    $588& up
    Private Shelling Tour of the 10,000 Islands
    Boat Tours

    Private Shelling Tour of the 10,000 Islands

    Explore tide-shaped island shores in search of distinctive seashells

    Explore tide-shaped island shores in search of distinctive seashells
    5.0 • 171 reviews
    $661& up
    Sunset Shelling & Dolphin Tour in Goodland
    Boat Tours

    Sunset Shelling & Dolphin Tour in Goodland

    Explore remote islands, search for shells, and watch the Gulf sunset on a private cruise

    Explore remote islands, search for shells, and watch the Gulf sunset on a private cruise
    5.0 • 171 reviews
    $554
    3-Hour Shelling & Inshore Fishing Tour in Goodland
    Fishing Charters

    3-Hour Shelling & Inshore Fishing Tour in Goodland

    Tailor private beach shelling and inshore fishing to your family

    Tailor private beach shelling and inshore fishing to your family
    5.0 • 171 reviews
    $554
    2.5-Hour Inshore Fishing Charter in Marco Island
    Fishing Charters

    2.5-Hour Inshore Fishing Charter in Marco Island

    Explore the 10,000 Islands on a family-friendly fishing trip

    Explore the 10,000 Islands on a family-friendly fishing trip
    5.0 • 171 reviews
    $476
    10,000 Islands Private Fishing Charter
    Fishing Charters

    10,000 Islands Private Fishing Charter

    Fish the mangrove backwaters of the 10,000 Islands with a local captain

    Fish the mangrove backwaters of the 10,000 Islands with a local captain
    5.0 • 756 reviews
    $670/ boat
    6-Hour 10,000 Islands Fishing Charter
    Fishing Charters

    6-Hour 10,000 Islands Fishing Charter

    Fish Marco Island backwaters with a local captain and light tackle

    Fish Marco Island backwaters with a local captain and light tackle
    5.0 • 756 reviews
    $991/ boat
    Fishing & Sightseeing 10,000 Islands 3-Hour Charter
    Fishing Charters

    Fishing & Sightseeing 10,000 Islands 3-Hour Charter

    Fish and explore mangrove waterways on a flexible private charter

    Fish and explore mangrove waterways on a flexible private charter
    5.0 • 756 reviews
    $554/ boat
    10,000 Islands Fishing & Shelling Charter
    Fishing Charters

    10,000 Islands Fishing & Shelling Charter

    Fish, shell, or do both on a flexible private trip through the 10,000 Islands

    Fish, shell, or do both on a flexible private trip through the 10,000 Islands
    5.0 • 756 reviews
    $554/ boat
    10,000 Islands 8-Hour Private Fishing Charter
    Fishing Charters

    10,000 Islands 8-Hour Private Fishing Charter

    Cast light tackle for a variety of inshore fish with a local captain

    Cast light tackle for a variety of inshore fish with a local captain
    5.0 • 756 reviews
    $1,283/ boat
    Marco Island Sunset Cruise
    Boat Tours

    Marco Island Sunset Cruise

    Private golden-hour cruising with onboard shade, music, and room to relax

    Private golden-hour cruising with onboard shade, music, and room to relax
    $84/ person
    1234567

    Travel guides for Water Activities

    13 Stunning Beaches in Florida With Clear Water You Need to Visit
    Best of Florida • 2026

    13 Stunning Beaches in Florida With Clear Water You Need to Visit

    Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide
    Best of Florida • 2026

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide

    Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.