Introduction
Few places in the U.S. match the charm and water-bound adventures of Key West. The island’s sun-drenched coastlines, historic sights, and vibrant marine life make it a top destination for boat lovers. Whether you’re after a romantic sunset cruise, an active snorkeling day, or a lively party on the water, Key West offers a rich variety of cruises and boat tours.
In this guide, we’ll explore 14 of the best options available. From adults-only champagne sunset sails to full-day snorkeling and kayaking adventures, each experience provides a different way to enjoy the water. We’ll cover what makes each tour special, including highlights like small-group intimacy, local wildlife sightings, and authentic sailing traditions. Plus, we’ll help you figure out which trip matches your interests, budget, and schedule.
Quick Overview
The list includes romantic sunset sails, party cruises with live music, luxury catamaran trips with hors d’oeuvres, and full-day adventures combining snorkeling, kayaking, and sailing. Many tours focus on sunset views and scenic coastal sights, with options for dolphin watching and marine life encounters. Prices range from around $59 to $4,000 for private charters, catering to all budgets and group sizes. Whether you want a laid-back cruise with gourmet cheese or an active day exploring reefs, you’ll find a compelling choice here.
1. Adults only Sunset Cruise from Key West with Champagne
This adults-only sunset champagne cruise stands out for its intimate vibe and personalized experience. Limited to just 14 passengers, the tour offers sparkling wine, house champagne, and premium wines or beers. The 2-hour sail on a comfortable catamaran includes a gourmet cheese buffet featuring berries, seafood dip, and fresh bread. The small group size ensures friendly service and a relaxed atmosphere. Many reviewers praise the peaceful waters and breathtaking sunset views, calling it “one of the best things we did in Key West.” For about $108.91, this trip offers a refined experience for couples or friends seeking a romantic, quiet escape.
Bottom Line: Perfect for adults wanting a quiet, upscale sunset with drinks and light bites in a small-group setting.
2. Sunset Sail in Key West with Beverages Included
This 1.5-hour sunset sail takes you away from the crowds and onto the water for a classic Key West experience. The smaller vessel, restricted to 24 passengers, makes for a comfortable and personal viewing platform. The tour includes a selection of alcoholic and non-alcoholic beverages, making it a great option for those short on time but eager for spectacular sunset photos. Passengers love the magnificent views and attentive crew, with glowing reviews praising the magical sunset moments from the water. At just $79, it offers good value for a memorable, quick escape.
Bottom Line: Ideal for visitors with limited time looking for a quality sunset with drinks and stunning scenery.
3. Key West Schooner Sunset Sail with Bar & Hors d’oeuvres
Cruising aboard a replica of the 1851 Schooner America, this 2-hour sunset sail highlights Key West’s top sights, including Fort Zachary, Mallory Square, and the Sand Key Lighthouse. The vessel offers a nostalgic sailing experience paired with complimentary hors d’oeuvres and an inclusive bar with beer, wine, and champagne. The authentic schooner adds a historic charm, making it perfect for history buffs and romantics alike. Reviews describe it as “relaxing and well-run,” with many noting the beautiful sunset views and quality snacks. For $116.10, this tour blends scenery, history, and leisure.
Bottom Line: An excellent choice for those wanting a traditional sailing experience with a touch of history and good eats.
4. Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
This full-day adventure is the most comprehensive of the lot, offering sailing, snorkeling, and kayaking all in one trip. For about $147.11, you spend around 6.5 hours exploring the Key West National Wildlife Refuge, with top highlights like coral reefs, sea turtles, sharks, and dolphins. The tour includes a buffet lunch and unlimited beer, wine, and soft drinks, making it an active yet relaxed day. The small group size and knowledgeable crew get rave reviews, with visitors mentioning unforgettable marine encounters and beautiful scenery.
Bottom Line: Best suited for active travelers eager to spend a full day on the water with diverse activities and wildlife.
5. Key West: Schooner Sunset Sail with Food & Drinks
On this 2-hour schooner sunset sail, you’ll relax aboard an elegant 105-foot vessel while watching the sun dip below the horizon. Included are drinks and hors d’oeuvres, perfect for a leisurely evening. The atmospheric Green Flash phenomenon can sometimes be seen, adding a magical touch. Reviewers highlight the spectacular scenery and friendly crew, with some mentioning dolphin sightings. At $116, it offers a refined, romantic experience with plenty of photo opportunities.
Bottom Line: Excellent for couples seeking a classy, laid-back evening with drinks and scenic views.
6. Key West Sunset Sail with Live Music, Drinks and Appetizers
For those who like a lively vibe, this party cruise combines live music, drinks, and appetizers over 2 hours. The music adds energy and fun, with many guests calling it a “perfect way to unwind with friends” and praising the unlimited drinks and tasty snacks. The vessel departs from Fury Watersports and offers a classic sunset experience with a festive atmosphere. The $79.95 price makes it an affordable option for a night out on the water.
Bottom Line: Best suited for travelers wanting a social, energetic boat ride with drinks and music.
7. Key West Sunset Sail Aboard Legendary Schooner Appledore
This 2-hour sail aboard the Legendary Schooner Appledore offers a tranquil, scenic cruise with the opportunity to raise the sails and enjoy breathtaking sunset views. The friendly crew shares tales of Key West while you relax with beer, wine, champagne, and cocktails. Guests love the peaceful atmosphere and the chance to see the city’s skyline from the water. At $89, it’s a great value for a traditional sailing experience.
Bottom Line: Perfect for those wanting a quiet, classic sunset with a touch of sailing romance and storytelling.
8. Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
This small-group sail combines dolphin watching with a luxurious sunset cruise. Limited to fewer passengers, it includes tapas such as shrimp cocktail, and premium wines and champagnes. Many reviewers mention the dolphin sightings and upscale snacks as highlights, with the relaxed, intimate setting making it ideal for couples or small groups. For $89, you get a personalized experience with beautiful scenery, marine life, and gourmet bites.
Bottom Line: Designed for travelers wanting a romantic, upscale experience with dolphins and fine wines.
9. Champagne Sunset Catamaran Cruise in Key West
A 2-hour catamaran cruise offering champagne and wine as the sun sets over Key West, this tour emphasizes comfort and scenic beauty. The spacious vessel provides excellent opportunities to spot marine life and enjoy relaxing views. Many guests appreciate the casual yet upscale vibe and the cash bar with cocktails. Priced at $79, it balances affordability with a premium feel.
Bottom Line: Suitable for those wanting a laid-back, scenic cruise with bubbly and a relaxing atmosphere.
10. Key West Reef Snorkel & Sail Adventure
This 3-hour snorkel tour focuses on North America’s only living coral reef, with snorkel gear, instruction, and marine encounters like turtles, fish, and even sharks. The small-group size (only 4-6 guests) ensures personalized attention. The adventure includes beverages such as craft beer, wine, and soda, with many reviewers calling it “incredible” and “highly recommended.” It’s priced at $79, providing a good balance of adventure and comfort.
Bottom Line: Ideal for snorkelers who want an intimate, guided reef experience with marine diversity.
11. Dry Tortugas National Park Day Trip by Catamaran
This full-day trip transports you to the remote Dry Tortugas, with snorkeling, historic Fort Jefferson, and beautiful beaches. The vessel, Yankee Freedom III, offers large deck space and naturalist guides to enrich your understanding of the islands. The 10-hour journey is perfect for history buffs and outdoor explorers. Many reviews highlight the stunning scenery and well-organized nature of the tour. Priced at $220, it’s a full-day, immersive experience.
Bottom Line: Great for those wanting a combination of history, snorkeling, and untouched beaches in a full-day adventure.
12. Classic Key West Schooner Sunset Sail with Full Open Bar
This luxurious 2-hour sunset sail features a full open bar aboard a traditional schooner. Guests rave about the friendly crew, beautiful sunset views, and relaxed sailing atmosphere. Many mention the great drink selection and peaceful ambiance. Priced at $109, it offers a premium, all-inclusive vibe for those wanting to indulge during sunset.
Bottom Line: Best for travelers seeking a refined, all-you-can-drink sunset cruise with a classic sailing feel.
13. Private 2-Hour Wind and Wine Sunset Sail in Key West
For a tailored experience, this private 2-hour sail is perfect. Up to 87 reviews have given it a perfect rating, noting the personalized service and beautiful sunset views. You’ll enjoy a private group, hors d’oeuvres, and a selection of wines and beers. The $4,000 price is steep but reflects the exclusivity and customization. This trip suits groups celebrating special occasions or those wanting privacy.
Bottom Line: The ultimate in privacy and customization, best for special celebrations or private groups.
14. Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail
This combo tour combines snorkeling North America’s only coral reef with a reggae-infused sunset sail. The 3-hour trip includes snorkel gear, rum punch, beer, and wine, with lively reggae music setting a festive mood. Reviewers call it “stunning” and “perfect for a fun, active day” on the water. At $59.07, it provides a lively, affordable way to experience reef and sunset in one trip.
Bottom Line: Ideal for those who want an energetic, lively experience with snorkeling, rum, and reggae vibes.
How to Choose
Picking the right cruise or boat tour in Key West depends on your budget, time available, and interests. If you’re after a romantic evening, a small-group sunset sail or schooner cruise provides intimacy and scenic views. For active travelers, full-day adventures with snorkeling and kayaking offer variety and excitement. Those celebrating a special occasion or seeking privacy might consider the private wind and wine sail. Always book early, especially in peak season, to secure your preferred date and experience.
Final Thoughts
Key West’s water offerings are as diverse as the island itself. For laid-back elegance, the champagne sunset cruise delivers quiet romance; for lively nights, the party cruise with live music hits the spot. Active adventurers will appreciate the full-day snorkeling and kayaking trips, while history buffs can’t miss the Dry Tortugas day tour. With options ranging from under $80 to private charters costing thousands, there’s a perfect cruise for every traveler.
No matter your choice, remember that booking early and being clear about what you want will ensure the best experience. So, pick your water adventure, bring your camera, and enjoy the unforgettable waters of Key West.