10 Best Boat Tours in Key West

This grab-bag of activities begins with a continental breakfast on a 60-foot (18 m) catamaran and snorkelling in the reef out past Key West Historic Seaport. 

Enjoy a delicious lunch while you sail to a floating barge filled with aquatic equipment, where you will have 3 hours of free time to fill with an adventure of your choosing. Go parasailing up to 3,000 feet (91 m) above the water, ride a jet ski, rent a paddle board or kayak, or just relax and lounge in the sun with a drink and some snacks on the barge’s deck.

Set sail on a 65-foot (19 m) catamaran just before the sun dips below the horizon and enjoy a Caribbean-themed cruise with live music, delicious food, and plenty of drinks.

Grab a seat, relax to the sounds of waves mixing with the music, and take advantage of the stunning sunset photo opportunity. Enjoy more drinks and food throughout the evening and return to shore as night settles in.

Embark on a guided jet ski adventure covering more than 25 miles (45 km). Bring along up to 2 friends per jet ski and join an expert guide as you cruise past Mallory Square and the Southernmost Point of Key West. 

Make a pit stop at a sandbar and take a dip in the warm, blue water. And, if you’re lucky, you might spot a bottlenose dolphin or sea turtle during your swim.

Hop aboard a 60-foot (18 m) catamaran and start your morning with a fresh breakfast of fruit, quiche and muffins as you sail out to a living reef. A professional instructor guides you through a snorkelling course that’s perfect for beginners, so jump in when you’re ready to explore the vibrantly colourful reef and the dozens of species of fish. 

Take a short break for a buffet-style lunch, and then your captain will bring you to the mangroves for a look at one of the most important ecosystems in Key West.

Climb aboard a custom luxury catamaran and join Key West’s best sunset dinner cruise for a night filled with an amazing tropical food, live music, and an open bar. 

Whether you dance the night away on the open water or relax with a drink in hand, is entirely up to you. But be sure not to miss the breathtakingly beautiful sunset at the end of the cruise and take a few selfies with your crew or a few new friends.

Enjoy a fishing trip aboard a spacious 65-foot (20 m) deep-sea fishing boat. This air-conditioned boat has all the modern amenities— GPS, radar, VHF radio, a fish finder—as well as comfortable spaces to lounge in between casts. 

Whether you’re a beginner or a pro, the knowledgeable crew will assist you in finding the best fishing spots for the many different species that call the area home.

Spend the morning watching dolphins play in and around the boat’s wake, and sometimes swim right up next to the hull. After that, cruise over to the reef, hop into the warm turquoise waters, and splash around with the local marine life. 

This cruise also offers unlimited draft beer after you’re done snorkelling, so you can unwind as you head back to shore.

A 65-foot (20 m) catamaran carries you out into the waters, where you can choose from a variety of water sports to fill up your day. Start the morning with a tasty breakfast and get set up to snorkel with all the equipment provided. 

No need to wait thirty minutes to hop into the water and greet the angelfish, parrotfish, and blue tangs local to the live reef. After a buffet-style lunch, you can choose to a jet ski, parasail, or kayak through the afternoon, before heading back to Key West.

What better way to start your day than on the open water with a warm tropical breeze filling the sails of a gorgeous schooner? Start your morning with all of that and a cocktail in hand. 

This boat tour takes you on a morning cruise around Key West’s Historic Seaport while you get to sit back, sip a drink, and take in the morning sun and sea breeze. And if you’ve ever wanted to captain a schooner, take advantage of an opportunity at the helm, or even help hoist the sails.

Climb aboard a state-of-the-art parasail boat and get geared-up to soar high above Key West’s seaport. After a gentle lift-off, you’re treated to a spectacular view of downtown Key West, as well as the clear blue waters as far as you can see. 

Keep your eyes peeled for any aquatic wildlife that might be at play below and consider bringing a camera to document the exciting experience.