Boat tours dominate Key West’s must-do activities, with good reason. The best tours combine nature, relaxation, and local flair. Our favorite experiences include the classic schooner sunset cruises, which offer intimate sailing with champagne and stunning views. Small-group eco-tours provide excellent value, letting you snorkel, kayak, and sail in one outing. For food lovers, the evening wine-and-appetizer sailing trips showcase local flavors in an elegant setting. Adventure seekers will appreciate the high-energy combo tours with parasailing and jet skiing options. Let’s explore the finest boat tours Key West has to offer.
Key Points
- Key West offers a variety of sunset cruises, ranging from small-group experiences with gourmet appetizers and unlimited drinks to private charters for an intimate setting.
- Adventure cruises in Key West provide exciting activities like kayaking, snorkeling, and dolphin watching, catering to nature enthusiasts and thrill-seekers.
- Dining and refreshment options on Key West cruises include shrimp cocktail, gourmet hors d’oeuvres, premium wines, and unlimited beverages, enhancing the overall experience.
- Customer reviews indicate high satisfaction with the friendly crew, knowledgeable staff, and well-maintained vessels across various Key West cruise options.
- Flexible booking policies, including free cancellation and lowest price guarantees, make it easy for travelers to plan and customize their Key West cruise experience.
Key West Sunset Sail With Full Bar, Live Music and Hors Doeuvres
Offering breathtaking views of Key West’s stunning sunsets, the Key West Sunset Sail with Full Bar, Live Music, and Hors D’oeuvres invites travelers to experience the natural beauty of the island from the comfort of a 70-foot catamaran.
Recommended by 92% of travelers, this cruise features an all-inclusive full liquor bar, shrimp cocktail, hearty appetizers, and live music from local musicians.
With a maximum capacity of 80 travelers, the tour departs from 205 Elizabeth St and returns to the same location.
While the crew and atmosphere receive high praise, some guests suggest more diverse food options and clearer directions to the meeting point.
Priced from €76.00 per person, this sunset sail is an excellent choice for those seeking a memorable experience in Key West.
Read our full review: Key West Sunset Sail With Full Bar, Live Music and Hors Doeuvres Review
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Key Wests Schooner Appledore Star Champagne Sunset Sail
The Key West Schooner Appledore Star Champagne Sunset Sail invites travelers to experience the island’s iconic sunset from the decks of a historic schooner.
Priced from $109.95 per person, this 2-hour English-language cruise departs from the Historic Seaport, passing by Mallory Square, Navy Mole, and Fort Zachary Taylor.
Aboard the spacious, comfortable schooner, guests can participate in sailing, take in the live tour guide’s commentary, and enjoy a chef’s selection of gourmet hors d’oeuvres paired with included champagne, wine, and premium cocktails.
With free cancellation up to 24 hours in advance, this sunset sail provides an unforgettable experience for those seeking to capture Key West’s natural beauty from the water.
Read our full review: Key Wests Schooner Appledore Star Champagne Sunset Sail Review
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Half-Day Cruise From Key West With Kayaking and Snorkeling
This half-day cruise from Key West provides travelers with an opportunity to kayak through mangrove canals and snorkel above a vibrant coral reef teeming with over 600 species of marine life.
With morning or afternoon excursions available, guests can relax while enjoying light refreshments, beer, wine, and soft drinks. The knowledgeable and friendly crew ensures a memorable experience, with highlights including sightings of sea turtles, lobsters, and other diverse wildlife.
Featuring a 4.9 rating and 98% recommended by travelers, this tour offers hotel pickup and drop-off, snorkeling equipment, and comfortable wetsuits for winter.
Priced from $133.89 per person with a lowest price guarantee, this half-day adventure is an excellent choice for those seeking a unique Key West experience.
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Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion
Guests can embark on a captivating 4.5-hour excursion that combines sailing, snorkeling, and kayaking in the stunning waters around Key West.
Departing from Opal Key Resort & Marina, the small-group tour (limited to 20 guests) allows visitors to explore mangrove channels and snorkel in crystal-clear waters.
User-friendly kayaks and quality snorkeling gear are provided, and eco-guides offer insights about the Key West National Wildlife Refuge.
After the activities, guests can enjoy healthy snacks and refreshments, including wine and beer.
With a 4.7/5 rating based on customer reviews, this excursion promises an unforgettable adventure and the chance to spot diverse marine life.
Read our full review: Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion Review
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Key West Small-Group Sunset Sail With Wine
Travelers seeking a relaxing and scenic sunset experience can embark on a small-group wine-tasting cruise off the coast of Key West. Aboard a 65-foot schooner, guests can sample up to eight wines or five beers while indulging in a gourmet cheese buffet and appetizers.
With a 4.9-star rating from over 1,100 reviews, this cruise is recommended by 98% of travelers. The crew consistently earns praise for their friendliness and attentiveness, providing exceptional service.
Priced from $133.89 per person, the tour includes unlimited drinks and light refreshments, with gratuities covered. While some guests desire a wider variety of wine options, the overall experience is described as relaxing and romantic, with beautiful sunsets and scenic sailing.
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Key West: Boat Experience With Water Sports, Meals & Drinks
Visitors can embark on a captivating 6-hour boat experience in Key West that combines water sports, gourmet meals, and unlimited beverages.
Sailing aboard the spacious Sebago Cubed catamaran, guests can cruise the backcountry waters and access a range of activities, including snorkeling, kayaking, and stand-up paddleboarding.
The experience features a continental breakfast, a buffet lunch with shrimp cocktail and BBQ pork, and an unlimited mimosa bar, beer, wine, and sangria.
With free cancellation up to 24 hours in advance and the option to reserve now and pay later, this cruise offers both flexibility and value.
While some cancellations have been reported, most customers praise the crew, service, and enjoyable water activities.
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Key West Dolphin Watch and Snorkel Cruise
Departing from Greene Street in Key West, the Key West Dolphin Watch and Snorkel Cruise offers an eco-adventure that combines sightseeing and underwater exploration.
The tour includes a relaxing catamaran journey to a dolphin playground, where guests can observe bottlenose dolphins in their natural habitat.
After the dolphin-watching experience, participants have the opportunity to snorkel and explore the vibrant marine life of the Key West National Wildlife Refuge.
The cruise provides snorkeling equipment, complimentary beverages, and a knowledgeable local guide.
While the snorkeling conditions can be variable, the majority of travelers praise the friendly crew and the overall fun atmosphere of the excursion.
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Key West: All Day Eco Tour – Kayak, Snorkel and Sail!
The Key West Eco Tour offers a captivating all-day adventure that seamlessly blends catamaran sailing, vibrant reef snorkeling, and an intimate kayak exploration of the mangrove islands.
Priced from Kč 3,103 per person, this 6-hour excursion provides free cancellation up to 24 hours in advance and a reserve now, pay later option.
Highlights include cruising the Florida Keys, snorkeling amid coral reefs, enjoying a hearty breakfast and lunch, and spotting diverse wildlife like ospreys and sea turtles.
With limited passenger capacity, the tour offers a comfortable and immersive experience, complemented by positive customer feedback on the knowledgeable staff and overall quality.
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Key West Sunset Cruise With Live Music, Drinks and Appetizers
Key West’s vibrant sunset takes center stage on this captivating cruise, offering a perfect blend of live music, refreshing drinks, and delectable appetizers. Rated an impressive 4.6 out of 5 based on 822 reviews, this sunset cruise is a must-try for visitors.
Guests can enjoy unlimited beers, wines, margaritas, and champagne, along with a variety of seasonal appetizers. The cruise departs from the Conch Republic Seafood Company, where travelers should arrive 30 minutes early to check-in.
With a maximum capacity of 125 guests, this experience is perfect for group celebrations or special occasions. Reviewers praise the friendly crew and stunning sunset views, making this cruise a memorable way to experience Key West’s beauty.
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Private Sunset Cruise
Guests can look forward to a private sunset cruise that showcases Key West’s stunning natural beauty. Priced from $350 for up to 6 guests, this 2-hour guided tour includes sightseeing, dolphin watching, and marine life viewing around Sunset Key, Mallory Square, and A&B Marina.
20 minutes before sunset, the experienced captain will find a private spot for optimal viewing. Attendees can relax with a cooler of ice and bottled water, and bring their own food and drinks.
With a 5/5 rating from past customers, this private cruise on a 2020 Pioneer Islander boat promises an enjoyable and personalized experience.
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Key West 3hr Water Adventure With Parasail, Jet Ski, Banana Boat
Seeking a more adventurous water experience? Key West’s 3-hour water adventure has you covered.
This excursion features a thrilling combination of parasailing, jet skiing, and banana boat rides. With over 700 positive reviews and a Badge of Excellence, it’s no wonder this tour is a top pick.
The activities take place along the Gulf of Mexico, where you can also enjoy a full-day catamaran cruise with snorkeling, kayaking, and more. Onboard, you’ll find breakfast, lunch, and beverages.
While fitness and age requirements apply, this outing caters to families and groups looking for an unforgettable day on the water in Key West.
Read our full review: Key West 3hr Water Adventure With Parasail, Jet Ski, Banana Boat Review
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Adults Only Sunset Cruise From Key West With Champagne
The Adults Only Sunset Cruise From Key West With Champagne offers an exclusive, adults-only experience to witness the breathtaking sunsets of Key West.
This 2-hour cruise departs from the Key West Bight Marina and is limited to just 14 passengers, ensuring a personalized and intimate atmosphere.
Onboard, guests can indulge in complimentary house champagne, wine, beer, and a gourmet cheese buffet. For a special treat, they can also purchase Moët & Chandon champagnes.
With an overall 5-star rating and 98% traveler recommendation, this cruise provides a relaxing escape from the crowds, allowing guests to sit back and enjoy the stunning views and attentive crew.
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Key West: Dolphin & Snorkel Boat Tour With Sunset Option
For those looking to explore the marine life and natural beauty of Key West, the Key West Dolphin & Snorkel Boat Tour offers an unparalleled opportunity.
Priced from $75.95 per person, this 3-hour tour allows visitors to watch dolphins in their natural habitat and snorkel at a small reef, with potential sightings of fish, turtles, and sharks.
With the option to choose a daytime or sunset cruise, the tour includes free cancellation up to 24 hours in advance and the convenience of hotel pickup and drop-off.
While the snorkeling experience has received mixed reviews, the tour boasts an impressive overall rating of 4.4/5 based on 41 reviews, with high praise for the organization and dolphin sightings.
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Private Half-Day Key West Boat Charter With Activities
With a private half-day boat charter in Key West, visitors can customize their water adventure, choosing from a variety of activities like fishing, snorkeling, kayaking, and sunbathing.
The tour’s 207 reviews and 5.0 overall rating showcase its popularity, with 99% of travelers recommending the experience. Guests enjoy complimentary bottled water, soda, and snacks, as well as access to all necessary equipment.
The private nature of the tour ensures only the participant’s group is aboard, and the charter is wheelchair and stroller accessible.
While some reviewers noted the need for clearer communication, the captain’s friendliness and ability to tailor the experience receive high praise, making this charter an excellent choice for families and groups of all ages.
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Key West: Schooner Full Moon Night Sail With Snacks & Drinks
Gliding across the tranquil waters of Key West under the ethereal glow of the full moon, the Schooner America offers a captivating nighttime sailing adventure.
This 1.5-hour tour takes guests on a silent, scenic journey, where they can relax on the teak decks, sip complimentary drinks, and gaze upon the twinkling shoreline lights.
Priced at $83.85 per person, the tour includes two alcoholic beverages for those 21 and older, as well as soft drinks and water.
With nearly 3,600 square feet of canvas, the historic schooner provides an immersive experience.
Advance reservations are recommended, as this popular activity often sells out.
Free cancellation is available up to 24 hours prior to the tour.
Read our full review: Key West: Schooner Full Moon Night Sail With Snacks & Drinks Review
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Classic Key West Schooner Sunset Sail With Full Open Bar
This classic schooner sunset sail in Key West provides travelers with an exceptional open-bar experience.
Boasting a 98% recommendation rate and a Badge of Excellence award, the sunset cruise aboard this classic schooner offers the opportunity to witness the city’s iconic sights, including Mallory Square and Navy Mole.
Guests can enjoy unlimited drinks, tasty appetizers, and even lend a hand in hoisting the sails.
With a maximum of 22 travelers, the intimate setting allows for a peaceful and relaxing atmosphere, which many past guests have highlighted as a perfect way to end their Key West trip.
The crew’s friendliness, attentiveness, and knowledge have also been praised by travelers.
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Key West: Sunset Snorkel Cruise With Draft Beer & Wine
For those seeking to combine the tranquility of a sunset cruise with the thrill of snorkeling, the Key West: Sunset Snorkel Cruise With Draft Beer & Wine offers an exceptional experience.
This 3-hour tour allows guests to snorkel over the world’s third-largest coral barrier reef, with the added bonus of unlimited cold draft beer and wine after the underwater adventure.
The cruise also provides unobstructed sunset views over the Gulf of Mexico and a relaxing boat ride with music during the return trip.
With an overall rating of 4.7/5 from 47 reviews, this tour is a must-try for anyone visiting Key West.
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Champagne Sunset Catamaran Cruise in Key West With Cocktails!
Seeking a more refined and elevated sunset experience in Key West? Look no further than the Champagne Sunset Catamaran Cruise.
This 2-hour tour aboard a 69-foot catamaran offers a maximum capacity of 86 guests, ensuring an intimate and exclusive atmosphere. Savor complimentary wine, champagne, beer, sangria, and soft drinks as you sail to the best sunset viewing spots, with opportunities to spot marine life along the way.
With a 92% recommendation rate and 4.5-star reviews, this cruise provides a memorable way to celebrate special occasions or simply enjoy the stunning Key West scenery.
Depart from the Elizabeth Street meeting point and return to the same location at the end of the experience.
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Key West: Schooner Day Sail With Onboard Bar
Sailing aboard the elegant Schooner America 2.0 offers a delightful 1.5-hour experience exploring the Florida Keys. Priced from $73.10 per person, this cruise allows you to sail past Key West’s iconic landmarks, including Fort Zachary Taylor, Sand Key reef, Mallory Square, and Sunset Pier.
As you glide across the waters, keep an eye out for dolphins, sea turtles, and water birds. The schooner features teak decks, mahogany trimmings, and padded bench seating, providing a comfortable and stylish setting.
Complimentary soft drinks and water are available, while guests 21 and older can enjoy a beverage package with two alcoholic drinks.
With an overall rating of 4.7/5, this cruise is praised for its professional crew and enjoyable experience.
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Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
This full-day ocean adventure in Key West offers travelers an opportunity to explore the vibrant ecosystems of the Key West National Wildlife Refuge.
The excursion includes sailing on a 65-foot schooner, kayaking through mangrove canopies, and snorkeling in the backcountry waters.
With a buffet lunch, unlimited beverages, and knowledgeable guides, this all-inclusive experience is highly rated by travelers.
However, some feedback suggests variability in snorkeling conditions, with mixed reviews about the visibility and marine life.
While most participants enjoy the overall value and the fun kayaking, managing expectations about the snorkeling quality is recommended due to environmental factors affecting the reefs.
Read our full review: Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail Review
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Key West: Sunset Sailing Trip With Open Bar, Food and Music
Those seeking a more relaxed and scenic way to experience Key West’s famous sunsets can consider the Key West: Sunset Sailing Trip With Open Bar, Food, and Music.
Priced from €66.43 per person, this 2-hour catamaran tour offers unobstructed sunset views, an unlimited open bar, and a selection of appetizers.
Passengers can assist with sailing and take photos at the helm, while enjoying live music and dancing on the upper deck.
With a capacity of up to 149 passengers across 3 decks, the Sandie Cat provides a spacious onboard environment.
Boasting an overall rating of 4.5/5 from 212 reviews, this sunset sailing experience is suitable for both first-time and regular visitors to Key West.
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Key West Schooner Backcountry Eco-Tour: Sail, Snorkel & Kayak
Frequently, travelers embark on the Key West Schooner Backcountry Eco-Tour, a 6-hour excursion that combines sailing, snorkeling, and kayaking.
The tour departs at 10:00 am from the Key West Historic Seaport, aboard the Appledore Star, a 72-foot two-masted wooden schooner.
Guests can expect to explore patch reefs, mangrove islands, and natural waterways, while observing native wildlife like dolphins and sea turtles.
The tour includes a gourmet buffet lunch, afternoon snacks, and unlimited beer, wine, and soft drinks.
With a maximum capacity of 20 travelers, the tour provides a personalized experience enhanced by the crew’s professionalism and knowledge, according to positive reviews.
Read our full review: Key West Schooner Backcountry Eco-Tour: Sail, Snorkel & Kayak Review
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Key West: Dolphin Watching and Snorkeling Sunset Cruise
One of the most popular aquatic adventures in Key West is the Dolphin Watching and Snorkeling Sunset Cruise.
This 3-hour tour offers the chance to watch dolphins in their natural habitat, explore the Key West National Wildlife Refuge, and snorkel in a beautiful reef.
The cruise includes safety equipment, snorkel gear, and an ice-cold draft beer on the return trip.
Customers rave about the friendly crew and excellent snorkeling experience, giving the tour an overall rating of 4.4 out of 5.
With free cancellation up to 24 hours in advance and a reserve now, pay later option, this cruise is a must-do for anyone visiting Key West.
Read our full review: Key West: Dolphin Watching and Snorkeling Sunset Cruise Review
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Florida Keys Reef Snorkel & Sail Adventure
The Florida Keys Reef Snorkel & Sail Adventure offers travelers a unique opportunity to explore North America’s only living coral reef.
This small-group excursion aboard a sailing yacht promises sightings of tropical fish, eels, turtles, dolphins, anemones, and urchins. Guests receive sanitized snorkeling equipment and can enjoy complimentary beverages, including water, soda, white wine, craft beer, margaritas, and champagne.
With a 92% recommendation rate from 490 reviews and a 4.5-star rating, this adventure is a must-try for those seeking an immersive snorkeling experience in the Florida Keys.
The crew is praised for their friendliness and professionalism, ensuring a personalized and comfortable outing for all participants.
Read our full review: Florida Keys Reef Snorkel & Sail Adventure Review
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Stock Island Wind & Wine Sunset Sail Aboard Classic Schooner
Excitement fills the air as guests embark on the Stock Island Wind & Wine Sunset Sail aboard a classic schooner. Priced from $128.89 per person, this 2-hour experience offers an upscale, relaxed, and intimate sunset cruise.
Guests can enjoy premium wines, cold beers, and gourmet hors-d’oeuvres as they sail into the “Floribbean” sunset. Coastal Living Magazine ranked this sail as one of the top two in North America, making it an ideal choice for those seeking a memorable sunset experience.
The cruise departs from the Perry Hotel & Marina, with guests meeting at the nearby Bad Boy Taqueria & Tequila 30 minutes prior to departure.
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Recap
Key West offers a variety of cruises and boat tours to suit different interests and budgets. From sunset sails with live music and hors d’oeuvres to eco-tours with snorkeling and kayaking, there’s something for all. Whether you’re looking for a romantic evening or an adventurous day on the water, Key West has the perfect boat excursion to make your trip memorable.