Key West is famous for its relaxed vibe, colorful sunsets, and lively waterfront. But nothing beats seeing the island from the water—whether it’s a romantic sunset cruise, a lively party sail, or an adventurous snorkeling trip. We’ve highlighted some of the top boat tours and cruises in Key West, including options like the Adults-only Sunset Cruise with Champagne (which is perfect for a romantic evening) and the Full-Day Ocean Adventure for those who want to combine sailing, snorkeling, and kayaking in one trip. Some tours even include live music, dolphin encounters, or delicious food, offering a variety of ways to enjoy the water and make the most of your stay.
If you’re planning a trip, you’ll find options tailored to different interests: quiet, adults-only sails, lively party cruises, or educational eco-tours. Booking early is wise, especially for popular sunset cruises, to secure your preferred time slot and experience.
1. Adults only Sunset Cruise from Key West with Champagne
At number 1, this adults-only sunset champagne cruise offers a peaceful, intimate experience. Limited to just 14 passengers, it’s perfect for couples or small groups seeking romance and tranquility. The cruise features house champagne, premium wines, cold beer, and a gourmet cheese buffet, making it a classy way to toast the day’s end. The small-group setting ensures personalized service, with friendly staff creating a relaxed atmosphere. Guests love how the small size prevents overcrowding, with reviews highlighting the “delightful” crew and “beautiful sunset views.” It’s an ideal choice if you want a quiet, upscale experience with plenty of time to unwind and soak in the scenery. The roughly 2-hour trip offers great value for those seeking a laid-back, luxurious evening.
Bottom Line: Perfect for couples or adults wanting a peaceful, upscale sunset with champagne and gourmet snacks.
2. Sunset Sail in Key West with Beverages Included
Coming in at number 2, this sunset sail promises a relaxed evening on a sailboat with beverages included. With a maximum of 24 guests, it avoids the overcrowding common on larger cruises. The cruise takes you through Key West Harbor, offering fantastic views of the sunset and the Sunset Celebration at Mallory Square from the water—a vantage point many land-based viewers envy. Reviewers rave about the friendly crew and the unlimited drinks, making it an easy choice for those looking for a simple, enjoyable way to end the day. The 1.5-hour trip is ideal for fitting into a busy schedule or for travelers who want a straightforward, scenic experience.
Bottom Line: Great for travelers seeking a relaxed, moderately priced sunset with drinks and excellent views.
3. Key West Schooner Sunset Sail with Bar & Hors d’oeuvres
At number 3, this classic schooner cruise offers a taste of vintage sailing aboard a replica of the 1851 Schooner America. The cruise includes complimentary hors d’oeuvres and beverages, with views of Fort Zachary, Mallory Square, and Sand Key Lighthouse. Many reviews praise the professional staff and relaxing atmosphere, emphasizing the unique experience of sailing on a historic vessel. The 2-hour duration strikes a balance between sightseeing and leisure, making it perfect for those interested in both the scenery and the history. The experience is especially suitable for travelers who appreciate a more traditional sailing vibe.
Bottom Line: A top pick for those who want a historic sailing experience combined with sunset views and good food.
4. Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
Number 4 on our list, this full-day adventure is designed for active travelers. It combines sailing, snorkeling, and kayaking off the coast of Key West. You’ll visit the Key West National Wildlife Refuge and explore underwater with included gear. The buffet lunch and unlimited beer, wine, and soft drinks** make it a good value for a day packed with activities. Reviews highlight how friendly the crew is and how much they enjoy spotting dolphins and turtles. The 6.5-hour trip is best suited for those wanting a comprehensive day on the water, combining adventure and relaxation.
Bottom Line: Ideal for active travelers eager to snorkel, kayak, and sail in one trip with plenty of food and drinks.
5. Key West: Dolphin Watching and Snorkeling Eco Cruise Tour
Number 5 offers a nature-focused experience, perfect for wildlife lovers. The eco cruise takes you to respectful dolphin pods in their natural habitat and offers snorkeling in vibrant backcountry waters. The trip lasts 3 hours, giving ample time for dolphin watching and snorkeling. Reviews mention how dolphins jump around the boat and the friendly crew. It’s suitable for families or anyone interested in marine life without the crowds. This tour emphasizes ecological awareness, making it an educational yet fun outing.
Bottom Line: Great for eco-minded travelers and families wanting dolphin encounters and snorkeling.
6. Key West: Schooner Sunset Sail with Food & Drinks
Number 6 features a luxurious schooner sail with food and drinks included. The 2-hour trip offers views of wildlife and the famous Green Flash at sunset if conditions permit. Guests love how comfortable the 105-foot schooner feels, with time to relax and enjoy the spectacular colors of the sunset. The friendly crew and the chance to see dolphins and sea turtles add to the appeal. It’s best suited for travelers who want a quieter, more refined experience while still enjoying the natural beauty of Key West.
Bottom Line: A relaxed, scenic cruise with wildlife sightings, perfect for couples and sunset lovers.
7. Sunset Sail Cruise in Key West
Number 7 is the classic square-rigged schooner cruise aboard the Jolly II Rover. This vintage vessel sails past Man O War Harbor, Christmas Tree Island, and Fort Taylor—offering iconic views. The 2-hour cruise includes snacks and on-board beverages, and the possibility of dolphin sightings. Reviews highlight the genuine sailing experience and the dolphin show. This cruise is ideal if you want a traditional sailing experience with a historic touch.
Bottom Line: Perfect for those wanting an authentic, historic-style sunset sail with wildlife and scenic views.
8. Key West Sunset Sail with Live Music, Drinks and Appetizers
Number 8 combines live entertainment with great drinks and food aboard a luxury catamaran. The 2-hour cruise features local musicians, unlimited drinks, and appetizers. Guests love dancing to live music and the lively, party atmosphere. The cruise runs from the Fury Watersports departure point, making it accessible and fun for those who enjoy a festive vibe. It’s perfect for travelers who want an energetic, social experience with the sunset as a backdrop.
Bottom Line: Best suited for those seeking a lively, music-filled evening with drinks and dancing.
9. Key West Sunset Sail Aboard Legendary Schooner Appledore
Number 9 offers a more intimate sailing experience on the historic Appledore schooner. With beer, wine, and champagne included, your 2-hour sunset voyage passes Mallory Square, Sunset Key, and Fort Zachary. The crew provides interesting commentary and creates a relaxing atmosphere. Guests note how friendly and knowledgeable the crew is, making it a top choice for those wanting a less crowded but equally scenic sail. It’s great for couples or anyone wanting a classic sailing experience.
Bottom Line: A charming, relaxed cruise with excellent views and friendly crew.
10. Key West Day Sail on Schooner America 2.0 with 2 Drinks
Number 10, the America 2.0 day sail, is a historic replica of the schooner that won the first America’s Cup. The 1.5-hour trip along the coast includes viewing Fort Zachary Taylor, Sunset Pier, and Sand Key Light Tower. It’s perfect for those interested in sailing history and wildlife like dolphins and sea turtles. The two included drinks and the laid-back atmosphere make for an easy, informative cruise, especially for history buffs and families alike.
Bottom Line: Great for history lovers and those wanting a short, scenic, and relaxed sail.
11. Key West Sushi Sunset Cruise with Complementary Drinks
Number 11 combines sushi and sunset views on a calm, elegant cruise. It features platters of sushi, snacks, and drinks while sailing away from the crowded land-based spots. The cruise passes Key West attractions like the Southernmost Point and Sunset Key. Reviewers praise the delicious food and friendly crew, making it a unique way to enjoy the sunset with a culinary twist. It’s best for those who appreciate good food and a more refined experience.
Bottom Line: Perfect for food lovers wanting a serene sunset with sushi and drinks.
12. Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
Number 12 offers an intimate, small-group experience with dolphin watching and tapas onboard. The 2.5-hour cruise combines dolphin encounters with wine and snacks, and takes you past Mallory Square, Sunset Key, and Fort Zachary. Reviewers highlight the dolphin sightings and delicious tapas, making it ideal for couples or small groups craving a personalized, wildlife-rich evening. The smaller group size ensures a more private experience, with optional BYOB.
Bottom Line: Great for those seeking a quiet, wildlife-focused sunset with good food and drinks.
13. Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar
Number 13 features a 2-hour open bar sunset cruise on a 47-foot catamaran. It’s adults-only, with unlimited craft beer, wine, and hand-crafted cocktails. The trip is relaxed, with beautiful sunset views and friendly crew. Ideal for celebrating special occasions or just unwinding. Reviews mention the friendly staff and the spectacular sunset. This tour suits those who want a casual but upscale experience with plenty of drinks.
Bottom Line: Excellent for adults seeking a fun, social, and well-drinks sunset sail.
14. Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco
Number 14 offers a 4.5-hour eco adventure focusing on kayaking, snorkeling, and learning about local ecosystems. The small-group tour takes you through mangrove tunnels, exploring Key West’s wildlife such as sea turtles and dolphins. The organic food and informative guides make it especially appealing for eco-conscious travelers. Reviewers enjoy the knowledgeable crew and interactive activities. This tour is suited for families and travelers eager to connect with nature.
Bottom Line: Best for eco-minded travelers looking for an educational, active water experience.
15. Champagne Sunset Catamaran Cruise in Key West
Number 15 is a luxurious 2-hour cruise on a 69-foot catamaran, serving champagne, wine, and sangria. The cruise offers a relaxed atmosphere with wildlife sightings and spectacular sunsets. Guests mention the friendly crew and the stunning sunset colors, making it ideal for a romantic occasion. It’s suited for travelers who prefer a upscale, quiet experience with plenty of comfort and fine drinks.
Bottom Line: A refined, comfortable way to enjoy a scenic sunset with drinks and wildlife.
16. Key West Tiki Bar Sunset Cruise (by the seat)
Rounding out our list, this small-group Tiki Bar cruise limits to just six guests, offering a personalized experience. The custom tiki boat provides a relaxed atmosphere to toast the sunset with your favorite BYOB drinks. The captain points out local landmarks and the “Green Flash” at sunset if conditions are right. Reviewers appreciate the intimate setting and knowledgeable crew, making it ideal for those who want a private, laid-back experience.
Bottom Line: Perfect for travelers craving a personalized, uncrowded sunset with local insights.
How to Choose the Best Boat Tour in Key West
When selecting your perfect boat tour, consider your priorities: do you want a romantic, upscale experience like the Adults only Sunset Cruise with Champagne? Or are you after a fun, lively party with live music like the Sunset Sail Cruise with Live Music? If wildlife is your focus, the Dolphin Watching Eco Cruise offers excellent chances to see dolphins and snorkel in protected waters. Budget-wise, you’ll find options from about $65 for the adults-only cruise to around $147 for the full-day ocean adventure. Consider your fitness level and whether you prefer a small, intimate group or a larger, casual cruise.
Booking early ensures you get your preferred date, especially for popular sunset cruises. Think about whether you want food and drinks included or prefer to BYOB. The variety of experiences guarantees there’s something for every traveler in Key West’s water-based offerings.
Final Thoughts
From elegant sunset sails with champagne to active snorkeling adventures, Key West offers a wide range of boat tours and cruises to suit every taste. If you’re after a romantic, quiet evening, the Adults only Sunset Cruise with Champagne is hard to beat. For those wanting a lively, music-filled party, the live music sunset sail is a fantastic pick. And if wildlife interests you, the Dolphin Eco Cruise offers close encounters with marine creatures.
No matter your choice, booking early and considering your specific interests will help you make the most of your time on the water. With so many options, your perfect Key West boat experience is just a reservation away.