Cruise Tours in Key West

Key West Cruises, Sailing & Water Tours

Key West Sunset Sail on Traditional Schooner €58.96
Private Key West Morning Charter Boat Tour €220.39
Private Afternoon Charter Boat Tour from Key West €451.36
Private Afternoon Booze Cruise in Key West €211.57
2-Hour Private Sunset Cruise around Key West €170.62
Morning Reef Snorkel & Sail Adventure from Key West €67.4
Sunset Sail in Key West with Beverages Included €58.87
Florida Keys Afternoon Reef Snorkel & Sail Adventure €67.4
Private Looe Key Snorkel from Big Pine Key €464.95
Key West Private Romantic Sunset Sail for Couples €852.27
Key West Sunset Sail on Traditional Schooner

Key West Sunset Sail on Traditional Schooner

clock Duration: 2 hours
  • The Tall Ship Schooner Jolly II Rover offers an exciting, traditional sailing experience - with a hint of Piracy! Yes - there are cannons! You will actually be sailing on the most photographed ship in Key West! The Rover is a replica of an early 1800's American Coastal Schooner. It is the only square rigged, topsail, gaff rigged schooner in the...
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Private Key West Morning Charter Boat Tour

Private Key West Morning Charter Boat Tour

clock Duration: 3 hours
  • Indulge in the pristine waters of The Florida Keys National Marine Sanctuary during a morning voyage. On this exclusive chartered tour, explore all that the reef has to offer while snorkeling. Witness sea turtles, tropical fish, starfish and an underwater coral garden in their natural habitat. Your captain will provide knowledgeable...

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Private Afternoon Charter Boat Tour from Key West

Private Afternoon Charter Boat Tour from Key West

clock Duration: 3 hours
  • This journey is distinctive and reasonably priced. It can accommodate up to 6 individuals. This outing is exclusive and tailor-made. Read the testimonies of our customers; they particularly appreciate the adaptability and capacity to create the experience they...

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Private Afternoon Booze Cruise in Key West

Private Afternoon Booze Cruise in Key West

clock Duration: 3 hours
  • This is the only guided booze cruise in Key West that offers private access to three different watering holes. First stop is at The Geiger Key Marina Restaurant, a Tiki bar and restaurant situated 5 miles north of the City of Key West with entrance through a gorgeous mangrove inlet. Second stop is Hurricane Hole on Cow Key Channel, where you...

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2-Hour Private Sunset Cruise around Key West

2-Hour Private Sunset Cruise around Key West

clock Duration: 2 hours
  • This is the sole two hour sunset voyage in Key West that offers a private conducted tour of the island. Recline and take it easy as your Captain pinpoints every one of the attractions on the way. Appreciate the seclusion of an exclusive charter. You are welcome to carry food or drinks of your preference. We look forward to greeting you at...

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Morning Reef Snorkel & Sail Adventure from Key West

Morning Reef Snorkel & Sail Adventure from Key West

clock Duration: 3 hours
  • . Come join us for a snorkeling journey to the only living coral reef in North America! We have some remarkable reefs on both the north and south sides of Key West that provide a distinct experience. It's an hour voyage out to the reef, you will stay there for an hour before we embark on our one-hour trip back to the dock. We offer...

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Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

clock Duration: 1 hour 30
  • Key West is renowned for its incredible sunsets and Floridays is well-known for our extraordinary, serene champagne sunset cruise. Our dedication to providing exemplary service and meticulous attention to detail on the voyage at dusk is legendary. Being out in the ocean for a Key West sundown experience is like being INSIDE the...

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Florida Keys Afternoon Reef Snorkel & Sail Adventure

Florida Keys Afternoon Reef Snorkel & Sail Adventure

clock Duration: 3 hours
  • Come join us on a snorkeling journey to explore the only living coral reef in North America! We have some incredible reefs located on both the north and south sides of Key West; every site offering its own unique experience. The trip is about an hour long out to the reef, with an additional hour for our return voyage back to our dock. Our crew...

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Private Looe Key Snorkel from Big Pine Key

Private Looe Key Snorkel from Big Pine Key

clock Duration: 3 hours
  • The Looe Key Marine Sanctuary is a part of the Great Florida Reef, which is the only coral reef in the continental United States and ranks third amongst barrier reefs worldwide; behind Australia's Great Barrier Reef and Palancar Reef in Mexico/Belize. It is a great place for snorkelers to...

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Key West Private Romantic Sunset Sail for Couples

Key West Private Romantic Sunset Sail for Couples

clock Duration: 2 hours
  • Cruise the iridescent waters of Florida Keys coast on a romantic 2-hour sailing trip at sunset. Enjoy the intimate atmosphere of this private sailing trip as you admire Florida Keys sparkling skyline at dusk . Allow your expert skipper to ensure a smooth sail as you enjoy each other. Absorb the amorous ambience and feel the warm ocean breeze...
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Key West Mangrove Kayak Eco Tour

Key West Mangrove Kayak Eco Tour

clock Duration: 2 hours
  • Alongside your veteran guide, you will leisurely paddle and discover the still, serene, azure-hued waters of the back country of Key West. You will cruise through the meandering mangrove waterways and traverse inches-deep depths, enabling you to easily observe and learn about the Keys' geography and its inhabitants from the coziness of your...

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Kayak Tour of Mangrove Maze from Key West

Kayak Tour of Mangrove Maze from Key West

clock Duration: 3 hours
  • On this Tour you will navigate three distinct bodies of water; The Gulf of Mexico, Cow Key Channel and into the Mangrove Mazes to reach the Salt ponds of Key West. Our Tour guides will impart the History of Key West and South Florida, inform you about the vegetation and wildlife that may be spotted throughout your adventure, as...

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Key West Waterway Cleanup and Environmental Education Tour

Key West Waterway Cleanup and Environmental Education Tour

clock Duration: 2 hours


  • Come join the Blue Moon Crew and spend a day beautifying our waterways! Your participation will make a difference in preserving our local environment. We'll educate you about different types of debris, and explain their decomposition process as well as how they affect local flora and fauna. Plus, part of the proceeds from this...

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Dinghy Drinking Tour through Key West Waters

Dinghy Drinking Tour through Key West Waters

clock Duration: 3 hours
  • On this tour, you will witness the mesmerizingly clear waters of Key West from a dinghy--a small motorized vessel that can accommodate up to 5 passengers. An experienced, licensed boat captain with knowledge of the area will be at your service. The size of these boats allows them access to narrow passages in the mangrove trees that bigger...

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Luxury Sailing Catamaran - Private and Group Charters

Luxury Sailing Catamaran - Private and Group Charters

clock Duration: 2 hours
  • If you're looking for something more private than the large, crowded boats, look no further than our luxurious 44-ft catamaran, exclusively reserved just for you. Snorkel the best reef in Key West while soaking up the sun's rays on one of our trampolines or jump off the boat into crystal clear turquoise waters with a cocktail in hand....

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Rum Runner Bar Boat Tour of Key West

Rum Runner Bar Boat Tour of Key West

clock Duration: 1 hour 30
  • 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, snorkeling, water saddles and Reef viewers. 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....
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Boat Excursion in Florida Keys with Snorkeling Equipment

Boat Excursion in Florida Keys with Snorkeling Equipment

clock Duration: 40 to 240
  • Trips can be tailored to your specifications - up to a point. Our knowledgeable and friendly guide has extensive experience with oceanic activities and is very familiar with the waters surrounding the Lower Keys. You can choose from various destinations, depending on wind and weather conditions. Also, we offer kayak rentals for an additional...

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

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

clock Duration: 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...
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Key West Sunset Snorkel Sail with Open Bar, Live Music, and Appetizers

Key West Sunset Snorkel Sail with Open Bar, Live Music, and Appetizers

clock Duration: 3 hours
  • Indulge in this 3 hour twilight excursion. We will sail to the top reef locale in Key West, where you can take a dip and savor an evening snorkel. If you're not up for swimming, no problem - the bar is open! Grab yourself a draft beer or glass of wine & take in the scenery. After finishing your snorkeling adventure we'll set off on an...

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Sunset Sip and Sail with Open Bar, Live Music, and Appetizers from Key West

Sunset Sip and Sail with Open Bar, Live Music, and Appetizers from Key West

clock Duration: 2 hours
  • Witness the beauty of a Key West sunset on board the Sandie...

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Key West's Morning Jet Ski Tour Special

Key West's Morning Jet Ski Tour Special

clock Duration: 1 hour 30
  • . The 9:30am Jet Ski Tour is 1 and a half hours around Key West

    Includes Free Gas, NO CHARGE for 2nd Rider, and Fresh water Showers.

    Follow your guide on this 28 mile tour around Key West as you marvel at the coast line of Key West! You will see the Naval Air Station, Southernmost point, Key West Harbor and much more.

    If...

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The Key West Dolphin & Snorkel Experience

The Key West Dolphin & Snorkel Experience

clock Duration: 3 hours
  • The Sunset Watersports Dolphin watch triple combo offers the perfect opportunity to view Dolphins, explore the tropical waters of Key West through Snorkeling, and witness the renowned Key West Sunset all in one...

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Key West Ultimate Beach Pass with Parasailing

Key West Ultimate Beach Pass with Parasailing

clock Duration: 8 hours
  • Come to Sunset Watersports, Key West's original watersports provider, and enjoy a day at Smathers Beach. As the only business that offers the Key West Beach Pass, our experience is...

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Key West Sunset Dinner Cruise with Tropical Buffet

Key West Sunset Dinner Cruise with Tropical Buffet

clock Duration: 2 hours
  • Come join us for the best sunset dinner cruise in Key West! Climb aboard our luxury catamaran and be mesmerized by the magnificent views of the setting sun. Our onboard chef will prepare an array of delicious tropical cuisine including Caribbean Roast Pork, Black Beans and Rice, Deep Fried Sweet Plantains, Grilled Marinated Chicken with...

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8-Hour Private Sandbar Charter for 5 Islands in Florida Keys

8-Hour Private Sandbar Charter for 5 Islands in Florida Keys

clock Duration: 8 hours
  • Our Sandbar Seafari’s take place on the waters of the Gulf of Mexico along the lower Florida Keys. We will explore many hidden and popular islands surrounded by sandbars and crystal clear water. These charters can be as adventurous or as laid back as you desire. We bring along all of the snorkeling equipment to explore the waters below as well...
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Dolphin Watching and Snorkeling Adventure in Key West

Dolphin Watching and Snorkeling Adventure in Key West

clock Duration: 3 hours 30
  • Observe bottlenose dolphins as they frolic in their natural environment on a Key West dolphin excursion. Afterwards, take a voyage to the backcountry for some exhilarating snorkeling. Hunt for marine creatures and underwater plants like coral formations and more.

    We're locals, so our captains are familiar with the waters around Key...

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Key West Sushi Sunset Cruise

Key West Sushi Sunset Cruise

clock Duration: 2 hours
  • Looking for an enjoyable way to conclude your day? Come join us on the Seabreeze and sail in comfort with this calming, catered cruise across the Key West horizon. Enjoy a bit of shade under the bimini or bask in the sun from the bow as you take in one last glimpse of daylight. Sunset Cruises are a prized experience in Key West with...

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The Original Key West Island Jet Ski Tour from the Casa Marina

The Original Key West Island Jet Ski Tour from the Casa Marina

clock Duration: 1 hour 30
  • Billy began his Original Island Jet Ski Tour back in 1992. There have been plenty of others that have tried to imitate, but there is only one true original! Our guides are certified and live on the island, so they know these waters like their own backyard - because it really is!

    We adjust our tour route based on the weather and waves...

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Key West Sandbar Charter on Luxury Deck Boat

Key West Sandbar Charter on Luxury Deck Boat

clock Duration: 4 hours
  • The Barefoot I is 26' Bennington tritoon featuring full upholstery for the ultimate comfort on the water. The open deck allows 360° panoramic views of the amazing wildlife and seascapes of the Florida Keys with lots of shade provided under the bimini.

    The deck has cushioned bench seating and a large cooler for your food and drink. The...
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2-Hour Private Sunset Cruise on Tiki Bar Boat in Key West

2-Hour Private Sunset Cruise on Tiki Bar Boat in Key West

clock Duration: 2 hours
  • Key West is renowned for its breathtaking sunsets, and they are even more spectacular when viewed from a private sunset cruise aboard one of our custom tiki bar boats. Accompanied by up to five guests, you can cheers the setting sun with your favorite beverage (BYOB). Tours depart an hour and fifteen minutes before sunset in order to find the...

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

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

clock Duration: 4 hours
  • Party like a local by visiting one of the Florida Keys' Back Country sand bars. Your knowledgeable captain will choose the optimal location based on conditions, leading you to breathtaking turquoise waters and vivid blue skies. You may be lucky enough to spot rays, turtles, fish, or even dolphins while there! Don't forget your swimsuit,...

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Private Morning Tiki Boat Eco Cruise in Key West

Private Morning Tiki Boat Eco Cruise in Key West

clock Duration: 2 hours
  • You will be cruising the near shore waters of Key West and the Florida Keys on a custom Tiki Bar Boat. Your US Coast Guard Certified Captain is extremely knowledgeable and will point out all the amazing sights. Be sure to bring a camera and a polarized lens for the best...
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Sunset Tiki Boat Tour in Key West

Sunset Tiki Boat Tour in Key West

clock Duration: 2 hours
  • Key West is renowned for its spectacular sunsets, and they can't be beat when experienced from a private sunset cruise on board our custom tiki bar boats. Accompanied by up to 5 of your friends, you will be able to raise a toast to the setting sun with your preferred beverage (BYOB). We set sail an hour and fifteen minutes before sundown so...

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Private 2-Hour Tiki Boat Party in Key West

Private 2-Hour Tiki Boat Party in Key West

clock Duration: 2 hours
  • Climb aboard our tiki bar boat and bring up to 5 friends for a two-hour cruise to an idyllic sandy bottom anchorage. Leave the driving to your captain while you enjoy the shade from the thatched roofs and soak up some rays on our 6' x 18' floating mat! Don't forget your favorite cocktail, snacks, and fun-loving pals - plus, there's a walk-in...

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Private Key West Sunset Cruise

Private Key West Sunset Cruise

clock Duration: 2 hours
  • Avoid the hustle and bustle on your own personalized private boat charter! Discover why Key West sunsets are something people adore to commemorate daily! Join us and make remarkable memories with family and...

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Sunset Sail from Key West

Sunset Sail from Key West

clock Duration: 2 hours
  • Enjoy an exclusive and intimate sunset cruise on the Java Cat. Departing from the Key West Historic Seaport, your captain sails the surrounding waters with the Key West sunset as the main event. The best value in Key West for an intimate charter with a maximum of 6 guest or a private charter! A group of up to 6 guests can “own the boat” for a...
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2 Hour Morning Private Cruise on a Boat in Key West

2 Hour Morning Private Cruise on a Boat in Key West

clock Duration: 2 hours
  • Whether you opt for your usual morning coffee or go all out with Bloody Mary's and Mimosas, our early morning private cruise in the national wildlife refuge is sure to provide a tranquil start to your...

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2-Hour Private Sunset Cruise Boat in Key West

2-Hour Private Sunset Cruise Boat in Key West

clock Duration: 2 hours
  • A sunset sailing on a private vessel in Key West is an experience like no other, surpassing that of a tour on a large commercial...

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

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

clock Duration: 4 hours
  • Our exclusive tour of the sandbars will give you the opportunity to pick between two distinct Sandbar encounters. With 2 hours on the sandbars, you can go to either one if...

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Adults only Champagne Celebration Sunset Cruise from Key West

Adults only Champagne Celebration Sunset Cruise from Key West

clock Duration: 2 hours
  • Escape to the stunning shallows of Key West on an Adults-Only Champagne Celebration Sunset Cruise, where you can savor Moët & Chandon champagne while admiring the sunset. The tour cost includes house champagne Chandon Brut, 7 varieties of red and white still wines, 3 types of ice-cold beers and a gluten-free Gourmet Cheese Buffet featuring 4...

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Key West Wild Dolphin Sail and Shallow-Water Snorkel

Key West Wild Dolphin Sail and Shallow-Water Snorkel

clock Duration: 4 hours
  • Spend a gorgeous Florida day in the transparent, azure waters aboard a snorkeling and dolphin-viewing sailing tour. Cruise on a large catamaran that accommodates up to half its passenger capacity for an enjoyable voyage to observe wild dolphins hunting and frolicking with their infants, and snorkel shallow water coral reefs, wreckage sites or...

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Half Day Private Customized Charter in Key West

Half Day Private Customized Charter in Key West

clock Duration: 4 hours
  • You will relish spending the day with an expert guide who is capable of discerning all the remarkable wildlife and has many stories about the ocean to share. We shall take you to all the renowned sights as well as provide you with advice on land for the remainder of your...

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6-Hour Customized Charter in Key West.

6-Hour Customized Charter in Key West.

clock Duration: 6 hours
  • With Salty Soul Charters, your expedition will be unparalleled, sailing through some of the most beautiful waters Key West has to offer. Our visitors are astounded by the variety of wildlife and seascapes they behold. Your captain has over 8 years of experience in leading multiple voyages, including dolphin watching and eco-tours, as...

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90 Minute Tour of Key West Jet Ski Adventure

90 Minute Tour of Key West Jet Ski Adventure

clock Duration: 1 hour 30
  • For all you thrill-seekers and explorers, our guided Jet Ski Tours are a great way to experience Key West. Let our guide take you on a 90-minute adventure around the entire island. This 27-mile exploration is a feast for the eyes and senses. We'll make several stops along the way, checking out all of the best-known attractions the island has...

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Private Luxury Charter in Key West/Lower Keys - Full Day

Private Luxury Charter in Key West/Lower Keys - Full Day

clock Duration: 8 hours
  • and can plan a custom charter for you.

    We present one of the only private luxury charters in Key West, which sets us apart from other boats. Referred to as the "SUV of the Seas," this boat provides plenty of seating, a cabin with air conditioning that can be modified into an open cabin, sun bed, dining areas, and even...

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Private Luxury Charter in Key West/Lower Keys - Half Day

Private Luxury Charter in Key West/Lower Keys - Half Day

clock Duration: 4 hours
  • & are your perfect companion. We offer one of the only private luxury charters in Key West. 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 A/C that can transform into an open cabin, sun bed, brunch/dining areas, comfortable ride even grandparents...

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Schooner Key West Day and Sunset Cruises with Full Bar

Schooner Key West Day and Sunset Cruises with Full Bar

clock Duration: 2 hours
  • Sail Key West on an impressive 2-masted schooner, just as the daring explorers of the 19th century did, while indulging in the lavish, modern comforts of a passenger schooner. Spacious and cozy decks offer you a thrilling voyage. Witness the crew haul up the sails and become part of this ancient practice by aiding them with...

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Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

clock Duration: 2 hours
  • Admire the exquisitely painted sky during this luxurious sunset cruise in Key West. Make remarkable memories as you embark on one of Sebago's modern sailing catamarans, sipping sparkling wine or your favorite cocktail and indulging in shrimp cocktail on your voyage to the ideal spot for sundown gazing. You'll be mesmerized by twilight views...

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Key West Sunset Champagne Catamaran Cruise

Key West Sunset Champagne Catamaran Cruise

clock Duration: 1 hour 30
  • Witness the renowned sunset over Key West from a 1.5-hour catamaran sail. While you bask in the dusk vistas of the ocean as the sun sets, sip some complimentary wine, champagne, beer, sangria or margaritas on board the vessel. As you cruise across the water, appreciate sights of the island with a chilled beverage in hand — an ideal way to...

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Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

clock Duration: 6 hours
  • Encompassed by the glistening azure waves of the Gulf of Mexico, beautiful Key West offers kayaking and dolphin watching as an amazing way to enjoy a day in the sun. With Island T’ing, you'll hop on board a large catamaran and set off from the hustle and bustle of Key West. Paddle through serene mangrove islands located within the Key West...

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