Key West: Shark and Wildlife Viewing Catamaran Tour
Spot sharks in their natural habitat on an eco tour of the backcountry waters of Key West. Witness diverse wildlife, including turtles, stingrays, birds, and dolphins ...
Cruises and boat trips.
For the operators we researched and recommend, see our food tours and cooking classes in Key West, or the experiences overview.
On the water
Key West: Glass Bottom Boat Reef Tour with Sunset Option
Stay cool and dry as you view a stunning array of tropical marine life in air-conditioned comfort aboard a glass-bottom boat. Witness the wonder of North America’s onl...
Key West Dolphin & Snorkel Tour - Small Group
Join us for Key West's top rated Dolphin Watching and Snorkel tour! With a max of 6 guests, enjoy an intimate experience. Snorkel gear, snacks, drinks, and BYOB option...
Key West: Double Decker Pontoon Boat Rental
Explore Key West's coastal beauty on a Double Decker Pontoon Boat with thrilling slides, for up to 13 people. Enjoy a relaxed maritime adventure, complete with GPS navigation.
Key West: Reef Snorkeling with Drinks and Sunset Option
Set sail on a catamaran for an unforgettable Key West snorkeling adventure. Choose from morning, afternoon, or sunset tour times and enjoy delicious alcoholic drinks a...
Key West: Private Tiki Boat Sunset Cruise
Discover the sights of Key West from the water on this sunset cruise aboard a tiki bar boat. Bring your own drinks and snacks for your evening on the water.
Reef Snorkel + Sandbar & Sunset Sail
This catamaran sunset sail, guided reef snorkel tour and sandbar visit takes full advantage of Key West’s warm, calm weather
Key Largo: Snorkeling Trip
Snorkel Key Largo’s vibrant coral reefs in the Florida Keys. Swim with tropical fish, sea turtles, and rays in crystal-clear waters, perfect for families, beginners, a...
Key West: Dolphin Watching and Snorkeling Eco Cruise Tour
Watch bottlenose dolphins in their natural habitat on a dolphin-watching tour in Key West with drinks. Cruise to the backcountry waters for some snorkeling fun of your...
Key West: 2-Reef Snorkel With Sunset Cruise, Includes Drinks
Snorkel two stunning reef spots, then relax with unlimited drinks as you sail into a Key West sunset aboard our newest catamaran—perfect for beginners and seasoned sno...
Dolphin Watch + Sunset Sail
Sailing in the Winter months. Join us to watch Dolphins under a setting sun and enjoy a small group catamaran sail.
Key West: Original Jet Ski Tour with Swim Stop
Feel the thrill of riding a jet ski around the entire island of Key West on a guided tour. Cruise through the Florida Marine Sanctuary, stop at a sandbar for a swim, a...
Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion
Embark on a 4.5-hour Afternoon Excursion: snorkel, kayak, and sail on our shallow draft schooners, ensuring an adventure-filled day on the Florida Keys waters!
Tavernier, FL: Mangrove and Manatees Guided Kayak Eco Tour
Explore Tavernier Creek by kayak with an expert guide. Paddle through mangroves, spot wildlife, and enjoy an active eco-adventure.
Captain's Choice: Dolphin Watch Sunset Sail
This sunset sail is the ultimate VIP sunset sailing experience! Expect an intimate, three hour sail that is one of the top things to do in Key West!
Key West: Eco Safari Sandbar Tour with Snorkeling
Drive your own small speedboat through the back country of Key West to a picturesque sandbar set in the area's turquoise waters. Snorkel among the mangroves, and explo...
Key West: 2-Hour Sunset Sail with Live Music
Experience the magnificent Key West sunset from the water on this all-inclusive sailing trip. Indulge in spectacular views, unlimited drinks and appetizers, and live m...
Key West Morning Sail, Snorkel & Kayak Excursion
Embark on a 4.5-hour Morning Excursion: snorkel, kayak, and sail on our shallow draft schooners, ensuring an adventure-filled day on the Florida Keys waters!
Key West: Sunset Sail with Live Band, Drinks, and Appetizers
Climb aboard a spacious catamaran and be entertained by some of the best musicians from Key West. Party the night away and watch a magical sunset on a cruise out at sea.
Key West: Dolphin & Reef Snorkel Trip with Sunset Option
Cruise to Key West’s Dolphin Playground, snorkel among vibrant reefs, and enjoy unlimited drinks. Choose a daytime trip or upgrade to include a stunning sunset cruise!
Key Largo: 2-Hour Sandbar Boat Adventure
Discover Key Largo's hidden gems on a 2-hour sandbar excursion from Hidden Key Marina. Swim, float, and relax in shallow turquoise waters.
Key Largo: Hidden Key Marina Beginner Snorkeling Tour
Discover the vibrant underwater world of the Florida Keys on a beginner snorkeling tour from Hidden Key Marina. Swim in the warm turquoise waters and relax aboard with...
Miami: Everglades Airboat Gator Spotting Tour & Hotel Pickup
Discover the best the Everglades have to offer on a fun airboat tour, followed by a visit to a wildlife refuge. Enjoy a roundtrip transfer from Miami and experience an...
Key West: 4-Hour Private Sandbar Cruise on a Tiki Bar Boat
Come with your friends or family for an unforgettable experience aboard a private tiki bar boat cruise in Key West. Dip into the water and soak in the sun.
Private Sandbar Adventure in the Key West Backcountry
Come aboard with Stock Island Charters for an adventure through the breathtaking Key West backcountry. Enjoy the sandbars with our paddle board, snorkel gear, or just ...
Private Sunset Cruise
Embark on a sunset cruise with Stock Island Charters. Tour around Key West while watching for wildlife. Watch the sun drop into the horizon from a secluded spot in the water.
Key West: Happy Hour Sandbar Adventure & Sunset Cruise
Cruise through the Florida Marine Sanctuary, spotting dolphins & sea turtles on your way to a happy hour at the sandbar. Enjoy unlimited drinks, lily pads, then enjoy ...
Key West's Classic Windjammer Day Sail
Experience sailing on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a mode...
Key West Parasailing at Smathers Beach
Fly high over Smathers Beach in Key West on an exclusive parasailing adventure.
Key West: Schooner Day Sail with Onboard Bar
Experience the finest sailing the Florida Keys has to offer on Key West's most elegant sailboat, Schooner America. Enjoy views of Fort Zachary Taylor, Mallory Square, ...
Key West: Schooner Full Moon Night Sail with Drinks
Sail in the calm waters around Key West aboard the elegant Schooner America on this nighttime boat cruise.
Key West: 3-hour Mangrove Kayak Tour
Join a single or tandem kayak adventure in Key West to explore wildlife, featuring manatees, nurse sharks, jellyfish, and a variety of other intriguing creatures with ...
Private boat Charter Key West | Sandbar, Dolphin, Snorkeling
Experience Key West's #1 private boat charter, featured in National Geographic Travel. Dolphin watching, snorkeling, Sandbar. Perfect for families and groups up to 6 guests.
Kayak + Guided Snorkel & Morning Sail
A small group eco tour featuring a Kayak tour of the mangroves and a Guided Snorkel in the Key West National Wildlife Refuge. Great for young families and Early Birds.
Key West: Private Bachelor/Bachelorette Boat Party
Private Bachelor and Bachelorette Parties. Celebrate your special day with a private boat charter in Key West. Enjoy a sandbar party, snorkel, or cruise scenic waters ...
Key West: Conch Republic Immersive Island Adventure
Embark on a cinematic island adventure in Key West inspired by the Conch Republic. Sail hidden waters, explore secret sandbars, and take part in an interactive experience.