Enjoy Key West at your pace, your choices and your price! Or, let us make all the suggestions as we like to think of ourselves as the Food, Drink and Storytelling Authorities in all ‘things to do in Key West’.
Embark on a serene evening aboard the Stock Island Wind & Wine Sunset Sail! As the sun sets over the tranquil waters, unwind with a selection of fine wines, refreshing breezes, and stunning views.
Set sail on a scenic adventure with the Key West Wind & Wine Sunset Sail! Enjoy the perfect combination of breathtaking views, gentle ocean breezes, and a curated selection of fine wines as you watch the sun dip below the horizon.
Dive into an unforgettable adventure with our Discover Scuba experience! Perfect for beginners, this guided session introduces you to the wonders of the underwater world.
Diving Key West is fantastic way to experience the beauty so many others don’t see! A short boat ride takes you to the only barrier reef in North America, see exciting marine life in the beautiful shallow waters.
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.
Set sail on a relaxing cruise, where you’ll enjoy the thrill of spotting playful dolphins in their natural habitat, followed by a breathtaking sunset over the water.
Set sail on a beautiful piece of American history and enjoy the true blue-water sailing we offer on the Atlantic coast out of charming Safe Harbor Marina.
Come be part of the story of this gorgeous vessel as you help raise sail, take a turn at the helm or simply relax and enjoy this unique and timeless experience.
“And they sailed away into the sunset forever.” Now’s your moment! With the golden sun kissing the horizon, soft waves lapping against the hull and a bottle of champagne ready
Key West’s original sunrise sailing experience! Whether you’re completing your night or starting off your day, come experience the tranquility and beauty of the Gulf of Mexico
When you’re salty enough we’ll pack the pad away and enjoy the sail back to the dock so you can finish up your trip and plan your next adventure with Sunset Sail Key West!
Sunset On A Gorgeous Classic Yacht “When the war is over, and if I live through it, Bea and I are going to sail around the world” declared General George
Take the wheel or take in the sights as we sail you through a tour of Key West harbor, sail past the crowds at Mallory square and cross the line of the Gulf of Mexico into the Atlantic Ocean
Gen. Hoyt S. Vandenberg is an artificial reef in 140 feet of water seven miles off Key West. The Vandenberg measures 10 stories high in the water column, the keel the deepest, at 140 feet.
Fishing Key West at night has a lot of advantages. The most obvious advantage is that you’re not fishing in the sun. No need for sunscreen and sunglasses on this trip.
Simple balancing and rowing, easy! It’s a fun family friendly activity. We have a minimum weight of 30 pounds and an adult must be in the same vessel with them. Children between 10-17 can rent a kayak solo with parental permission.
Discover Key West’s haunted history with the people who know it best on a 90+ minute stroll through Old Town with visits to the island’s most haunted locations.
Snorkeling or Diving Key West is fantastic way to experience the beauty of the reef! A short boat ride takes you to the only barrier reef in North America. See exciting marine life in the beautiful shallow waters.
The name says it all, a more extensive version of the Key West Eco Tour, this exciting ride allows you to experience, both, the historical city landmarks, and Key West’s famous marine life in the beautiful shallow waters of the Backcountry.
This tour covers everything from the Island Tour before flying out over the world-famous Backcountry with incredible views. Stingrays, sharks and sea turtles are common viewing on this tour, so be sure to bring your camera!
See Key West’s gorgeous Historic Seaport, known locally as the Key West Bight. Once known for its shrimp boats, it is today both a beautiful sight and rich with history and waterfront culture.
Come aboard the Schooner Jolly II Rover for an unforgettable sailing experience – With a Hint of Piracy!- in the glistening waters of the Florida Keys.
Booking on our website includes free happiness Guarantee free reschedules or cancellation up to 6 days before trip. Optional trip insurance Honest Eco TOP rated Key West Dolphin Tour
The Full Day Excursion is the perfect trip for you all that love being out on the water. It’s got everything the half day does and then some. We will spend plenty of time snorkeling as well as kayaking around one of the mangrove islands.
The Morning Half Day Excursion is a great way to start your day off. This trip is a 4.5 hour trip on one of our shallow draft schooners. It includes snorkeling, kayaking, and sailing.
Enjoy your tiki adventure on the glistening crystal blue waters and look for the abundant Florida Keys wildlife both in the air and sea. Your captain will tell you interesting Key West fun facts and history while cruisin’.
Take in the sunset without the crowds on one of our Cruisin’ Tikis Key West! Enjoy the sunset tiki style as you glide through the aqua blue waters of the keys with your friends, family, small group, or on a romantic trip for two.
Experience the magic of a Sunset Sail, where you can relax on deck, savor breathtaking views, and watch the sky ignite with brilliant colors as the sun sets.
Raise a toast to the sky as the sun begins its radiant descent towards the horizon. As darkness replaces the light, celebrate this special moment with your friends and family.
Follow a local guide, and go as fast or as slow as you want. There are 5 stops, just long enough to catch your breath and learn a little local Key West history.
Stop at a sandbar and take a swim and still have plenty of time for some free play! Keep a keen eye out for dolphins, rays and tropical birds as all are common sightings in the waters
Enjoy a stress-free day on the water by hiring a professional captain for your Private Charter and Hire A Captain to make your day fun and exciting with the waters!
Experience the ocean’s beauty as the sky transforms with breathtaking colors, casting a golden glow over the water. Perfect for couples, friends, or anyone looking to create cherished memories at sea.
Set sail on our Vitamin Sea Tour and recharge your senses with a full day of relaxation, sun, and ocean breeze! This unforgettable tour is designed to give you a much-needed dose of adventure and tranquility on the open waters.
Purchase the perfect gift: a gift card with a value of your choosing! “Purchase a gift card for any monetary amount, and recipients can redeem for any of our offerings!”
Experience this salty adventure by Land and Sea. Duration 4 hours – 2 hours on Land & 2 hours on Sea About Your tour will feature some hearty tastings of
