Top Key West Seasonal & Special Occasions

Get up close with sharks and other marine wildlife on this boat tour from Key West. Travel on board an eco-friendly, 34-foot catamaran just a few miles off the coast of Key West. See dolphins, stingrays, turtles and birds and learn about Key West’s waters, and then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat. Bring a camera to capture the excitement as these super predators swarm. Cold drinks, snacks and polarized sunglasses are included on this Key West shark cruise.

Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.

While you’re in Key West, head out on the deep blue waters on this sportfishing charter. The saltwater fishing boat holds up to six anglers, and is rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice boxes. Plus, it features two private restrooms, a kitchen, flybridge, beds, and air conditioning.

Naval history buffs and aspiring pirates alike are guaranteed to have a whale of a time at the Mel Fisher Maritime Museum. Your admission also includes an audio guide, which offers in depth commentary on the museum’s many artifacts. Highlights include the Spanish Treasure Galleons galleries, Slave Ship and Key West African Cemetery exhibits, and relics from the Henrietta Marie. You can even tour the museum's laboratory and see conservation firsthand.

Enjoy the Key West sunshine on a full-day catamaran excursion, and take part in a range of watersports, too. As you cruise around the alluring Gulf of Mexico, gaze out at the scenery and spot local marine life. Choose from a range of activities from snorkeling and kayaking to adrenaline-fuelled parasailing or Jet Skiing. Breakfast and lunch are served on board.

Escape to the secluded islands and tropical beaches off the coast of Key West on this guided, full-day adventure to historic Dry Tortugas National Park. History buffs and outdoor enthusiasts alike will love this unique voyage, where getting there is half the fun on board the Yankee Freedom III, a luxurious, state-of-the-art catamaran. Enjoy snorkeling (equipment provided) in the crystal blue waters and take in the military fort, national park, campground, sandy beaches and coral reefs that make this area special. Breakfast and lunch included.

Discover the art of Tiki cocktails during a 2-hour class in Key West. Begin with a rum tasting, then learn how to prepare four different drinks, including a Mai Tai. Each cocktail is yours to enjoy, of course. You even learn how to safely light drinks on fire. Class includes: 1 rum tasting and 4 cocktails!

Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the beach and docks into some of the most colorful neighborhoods in Key West, pausing to sample locally-caught fish tacos, Key West pink shrimp, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for a refreshing glass of white wine and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere, and group size is limited to 10 people to ensure personal service from your guide.

Discover the spooky side to one of the country's most haunted cities on a 90-minute walking tour. Listen to hair-raising local legends as you follow your guide down the hidden alley's of Key West. See where Robert the Doll lived, learn about Count Von Cosel, and keep your eyes peeled for the ghost at La Concha. Learn how to attract spirit activity with dowsing rods and how to capture it with your camera.

Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.

The romantic adventure service, “Romantic Events LLC” is designed to organize the most important events in your life, leaving you the opportunity to improvise and play the main role in them, and then leave them in your memory forever

Key West is famed for its glorious sunsets but the most popular spots to take them in are usually crowded and noisy. Swap the bustling streets of Key West for the calm of the sea. This sunset cruise lets you see the sun dipping below the horizon while you relax on the deck while enjoying great food and drinks.

Soaking up the sun and scenery while sailing the coastline is a must-do when visiting Key West. If you would prefer to avoid the big, crowded boat tours, opt for this private catamaran charter, which is exclusively for your group of up to six people. You can bring your own food and cocktails onto the boat to create your own personalized experience.

If you’re traveling to Key West for a special occasion, such as an engagement, anniversary, family reunion, or wedding, capture the moments with the help of a professional photographer. Plan to meet at your resort or the beach to have a personal photo shoot and receive the edited photos within two weeks.

This is a do it all special charter. During the two nights and 3 days you will tell us what you want to do. Snorkel the reefs, sail out into the deep blue water, play on a beach, even go fishing. Learn more about sailing and navigation. Or Do nothing. The majority of the time we will sail inside the reef so the waves are small but the ocean breezes are freshening. Our boats are heavy over 12 tons so they don't bob like a fishing boat. Your state room is very private with your own bathroom. Deck space is vast with a lazy cushion on the bow. Operating since 1995 at this location we know the beautiful spots to share with you. The captain and mate will see to it that we are doing just what you want

We offer one of the only private luxury charters in Key West. First, what makes us different is our boat selection; this boat is nicknamed the SUV of the Seas for a reason. With ample seating, cabin with AC that can transform into an open cabin, sun bed, dining areas, comfortable ride grandparents even would enjoy, estate room to put down little ones, ample areas of shade, & so much more; experience what a true luxury boat is like to ride in. Second focus area is this is a private charter. Whereas most excursions require you to be around other people, entertain yourself, & listen to someone over a microphone, this is opposite. This is a direct interaction, nothing less. Lastly, our experience is personal. With the 1000’s of things to do, upon your inquiry, we conduct a short questionnaire so we can understand your perfect day. Whether it’s snorkeling, Dry Tortugas, uninhabited island, party cruise, special occasion, proposal, sandbar, historical, ship wreck, etc. we have done it all