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Top Key West Attractions & Tours


Small-Group Key West Sunset Sail with Wine

clock 2 hours
  • Cruise into the sunset with wines from all around the world, imported and domestic beers as well as hors d'oeuvres. This cruise is great for a romantic evening or just to enjoy time with friends. Please arrive 30 minutes prior to your departure to check...Read more

Miami: Key West Jetski Tour and other water sports options

clock 15 hours
  • Enjoy the scenic and breathtaking drive on the Overseas Highway One passing Key Largo and the famous Seven Mile bridge to America’s southernmost city Key West. Enjoy ca. 6 hours of leisure to enjoy the islands turquoise waters and white sandy beaches or the small white Victorian conch villas and lush tropical gardens. If you select the Dolphin...Read more

Morning Mimosa Sail from Key West

clock 1 hour 30 minutes
  • Sail with us to experience the best of Key West! Floridays is a luxury sailing yacht maintained to the highest standards! We keep the number of guests low so that you can enjoy an intimate sail and our crew can provide you with the experience you...Read more

Rum Runner Bar Boat Sunset Tours

clock 2 hours
  • We are the only floating bar on the island and we take you to places that normal tours do not, 100 year old Shipwreck, Movie boat set of Beach Bum, and we provide swimming stops. You will see Castaway Island a.k.a. Christmas Tree, Sunset Key and the crazy wildlife in, under, and around the waters of Key West. Snorkeling is possible of a...Read more

Private Sunset Cruise Featuring Duck Key

clock 1 hour 30 minutes
  • Duck Key is known for having some of the bluest water in the Keys and we operate the only Sunset Cruise from the beautiful tropical island of Duck Key. Your US Coast Guard licensed captains have over 50 years combined commercial excursion experience in the Keys and look forward to sharing our paradise with you! We hold ourselves to a high standard...Read more

Private Sailing on Classic Yacht Charter in Key West

clock 2 hours
  • Setting sail from stock island provides quick access to the south side of key west and open Atlantic waters that allow unobstructed views of our key west sunset. Schooner Metani is offered for no more than 6 passengers allowing ample space and...Read more

Private Cruise in Florida Keys with Snorkeling Experience

clock 3 hours
  • We are the exclusive operator on the quiet tropical island of Duck Key. Our US Coast Guard licensed captains have over 50 years combined excursion experience in the Middle Keys and look forward to sharing our lovely paradise with you! New to snorkeling- No problem, your captain will provide all the tips to have you exploring our local sea-life in...Read more

Key West Private Morning Sail on Schooner America 2.0

clock 1 hour 30 minutes
  • Enjoy a morning sailing experience and have Schooner America 2.0 all to yourself! Let us whisk you and yours away on a glorious morning sail across the beautiful waters of Key West on your own private yacht! This 1.5 hour charter aboard the America 2.0 grants you all the luxuries of yachting on your own private schooner. Let our crew do the work...Read more

2-Hour Private Sunset Cruise around Key West

clock 2 hours
  • This is the only 2 hour sunset cruise in Key West that provides a private guided tour around the island.Sit back and relax while your Captain points out all the sites along the way. Enjoy the privacy of a private charter. Feel free to bring food or beverages of your choice. Price is $375 TOTAL and includes up to 6 people. Looking forward to seeing...Read more

Shark and wildlife viewing in Key West, Florida.

clock 2 hours
  • This is the only shark tour in the USA and to our knowledge the only tour where guests do not get in the water to view the sharks. Delight in close-up views of sharks and a variety of other marine life. In this eco-friendly catamaran, travel through shallow waters to a location a few miles from shore, observing dolphins, stingrays, barracudas and...Read more

4-Hour Private Sand Bar Cruise on a Tiki Bar Boat in Key West

clock 4 hours
  • Party like a local at one of the Florida Keys Back Country sand bars. Your captain will pick the best location based on weather and tides. The turquoise waters and deep blue skies are intoxicating.There is a good chance you'll see rays, turtles, fish, and even dolphins. Once at the sand bar, you will have time to swim or just relax in paradise....Read more

Marathon Inshore Fishing Charter

clock 4 to 8 hours
  • Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Yellowtail, Snapper, Permit, Tarpon, Grouper, Barracuda, and Shark.

    Your...Read more

Group Sunset Cruise from Duck Key

clock 1 hour 30 minutes
  • The Solé Watersports Sunset Cruise at Hawks Cay Resort is the only Sunset Cruise in the Duck Key area. It includes cruising along the resort and homes of Duck Key, into open water and over to the uninhabited islands of Tom's Harbor. During the cruise, we'll watch for coastal birds hiding in the mangroves, pods of dolphins, and other sea life...Read more

Boat Excursion in Florida Keys with Snorkeling Equipment

clock 40 to 240 minutes
  • Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the Lower Keys really well. So there are a few different areas to choose from on where to go and we can decide based on weather, wind, etc. There is the option to bring up to 2 kayaks ($10 rental fee...Read more

3-Hour Private Catamaran Sunset Sail of Key West with 1 Activity

clock 3 hours
  • Private sail with your friends, which can include either snorkeling, paddling or fishing, but always ends with some appetizers, drinks (BYOB) and a Key West Sunset!

    Private Single Activity Trip – Perfect to Play on the Reef or Just Sail and Enjoy the Sunset:

    Enjoy a traditional sailing charter Key West style, embarking from the...Read more

Marathon Backcountry Fishing Charter

clock 4 to 8 hours
  • Experience the true beauty of the Florida Keys backcountry, gorgeous shallow flats, and abundance of fish. Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. Knowing like the beautiful scenery, while experiencing the thrill of a chance to catch species such as Bonefish, Tarpon, Snook and the hard fighting...Read more

Kayak Tour of Mangrove Maze from Key West

clock 3 hours
  • On this Tour you will paddle through three different bodies of water; The Gulf of Mexico, Cow Key Channel and into the Mangrove Mazes to get into the Salt ponds of Key West. Our Tour guides will share the History of Key West and South Florida, educate you on the flora and fauna that you may encounter and see throughout the tour and discuss how to...Read more

Key West Dolphin Watch Sunset Sail with Premium Wine, and Tapas Pairings

clock 3 hours
  • Our Captain’s Choice Dolphin Watch Sunset Sail is the ultimate VIP sailing experience! Limited to an intimate number of passengers, this 3 hour sail is more like a private cruise than a group tour and is one of the top things to do in Key West.

    As we leave behind the Historic Seaport, look for Key West landmarks like the legendary Mallory...Read more

Sunset Sail in Key West with Beverages Included

clock 1 hour 30 minutes
  • Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention to detail on our sunset cruise is legendary. Being out on the water for a Key West sunset is like being IN the sunset itself. There is nothing quite like it. Who knows, you may get...Read more

Private Looe Key Snorkel from Big Pine Key

clock 3 hours
  • Looe Key Marine Sanctuary is part of the Great Florida Reef, the only coral reef in the continental USA, and the third largest barrier reef system after the Great Barrier Reef in Australia, and the Palancar Reef in Mexico and Belize. It is a special place for...Read more

FAQs about Key West Boat & Cruise tours

Key West boat tours are spectacular tours that take you through the waterways of Key West city, which is famous for its rivers for the purposes of trade. They allow you to have stunning views of the Key West city skylines, let you see the Key West shoreline attractions and have great lunch and dinner options on the decks of boats.

Tripindicator's team has collected the FAQs about Key West related to Boat & Cruise tours see below: