Key West is famous for its relaxed vibe, stunning sunsets, and vibrant marine life, making it a prime spot for memorable tours. Whether you’re into sailing, snorkeling, or exploring local cuisine, the island offers experiences that highlight its unique character. We love the Adults-only Sunset Cruise with Champagne—it’s refined, intimate, and perfect for unwinding after a day of exploring. The small-group setting ensures you’ll enjoy a peaceful sail while sipping bubbly and nibbling gourmet cheese. If watching the sunset from the water sounds appealing, you’ll find several options, like the Sunset Sail with Beverages Included that offers a relaxed 90-minute ride with plenty of drinks and spectacular views. For a more active day, the Full-Day Ocean Adventure combines sailing, snorkeling, and kayaking, packing in a lot of fun for those who want to explore the underwater world and the coast.
In short, Key West’s tours run the gamut from romantic sunset cruises to lively pub crawls and underwater adventures. Whatever your style, there’s an option here that will suit your interests—and many of these tours boast rave reviews for their quality and memorable moments.
1. Adults only Sunset Cruise from Key West with Champagne
Escape to the calm waters off Key West on this adults-only sunset champagne cruise. Limited to just 14 passengers, it offers a more personal experience than larger boats. You’ll enjoy house champagne, premium wines, ice-cold beer, and a gourmet cheese buffet with berries, seafood dip, and fresh bread. The small group means your experience is relaxed and intimate, perfect for couples or friends celebrating together. The crew is highly praised for their attentiveness and friendliness, making it a truly memorable evening. Watching the sun set over the water from a comfortable catamaran, with a glass of bubbly in hand, is a treat for anyone who appreciates a quiet, romantic moment. You can purchase bottles of Moët & Chandon to elevate the experience even further.
Bottom Line: For those seeking a refined, intimate sunset experience with excellent food and drinks, this tour is a top pick. It’s ideal for celebrating special occasions or simply enjoying a peaceful evening on the water.
2. Sunset Sail in Key West with Beverages Included
For around $79, this Sunset Sail with Beverages Included offers a shorter but equally enchanting experience. Leaving behind the bustling crowds, you’ll glide through Key West Harbor on a sailboat, with only 24 passengers aboard—ensuring plenty of space to enjoy the moment. The cruise includes a variety of drinks, from alcoholic beverages to soft drinks, so everyone can relax and take in the spectacular sunset views. The captain and crew are highly rated for their friendly service, making it a comfortable and enjoyable ride. The cruise stops near the Sunset Celebration at Mallory Square, so you’ll get a front-row seat to the lively street performers and street scene from the water.
Bottom Line: This trip is perfect for travelers with limited time or those wanting a more laid-back, social atmosphere while witnessing one of the best sunsets in Florida.
3. Key West Schooner Sunset Sail with Bar & Hors d’oeuvres
The Key West Schooner Sunset Sail offers a classic experience aboard a replica of the 1851 Schooner America. Over two hours, you’ll see sights like Fort Zachary, Mallory Square, and Sand Key Lighthouse from the water—an unusual vantage point that adds a special touch. Complimentary hors d’oeuvres and drinks, including beer, wine, and champagne, complement the stunning views. The schooner’s elegant design and authentic feel make this tour stand out. The crew is praised for their professionalism, and the relaxed pace allows plenty of time to unwind as the sun dips below the horizon.
Bottom Line: Perfect for travelers interested in a historic, scenic sail with delicious bites, this tour blends tradition with a relaxed atmosphere for a memorable sunset.
4. Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
At number 4, the Full-Day Ocean Adventure maximizes your time on the water with sailing, snorkeling, and kayaking. It’s an all-inclusive day designed for those eager to explore the natural beauty of the Key West National Wildlife Refuge. The tour includes a buffet lunch and unlimited beer, wine, and soft drinks—great value for a full six and a half hours of activity. Guests rave about seeing turtles and stingrays, and the crew’s helpfulness makes the day even better. It’s ideal for active travelers who want variety without the hassle of organizing separate outings.
Bottom Line: For a full day of water-based fun with excellent reviews, this tour delivers value and adventure, perfect for those who want to pack a lot into one trip.
5. Key West Historic Seaport Food & Walking Tour
If food and culture are your thing, the Historic Seaport Food & Walking Tour is a savory way to discover Key West. Over three hours, your local guide takes you into lively neighborhoods and to eateries like Garbo’s Grill and Eaton Street Seafood Market. You’ll sample locally caught seafood, rich lobster mac and cheese, and Key lime pie, all while learning about the city’s maritime history. The tour’s reviews highlight its engaging storytelling and excellent food, making it a favorite for first-time visitors wanting a taste of local life.
Bottom Line: Perfect for food lovers who want to combine tasting with sightseeing, this tour offers a delicious introduction to Key West’s vibrant culinary scene.
6. Guided Clear Kayak Eco-Tour Near Key West
The Guided Clear Kayak Eco-Tour is a fantastic choice for nature lovers. Using transparent kayaks, you’ll see beneath the surface as you glide through mangroves and shallow waters. You’ll encounter starfish, turtles, nurse sharks, and colorful fish—an underwater viewing experience unlike any other. The tour is limited to six people, ensuring personalized attention and a relaxed pace. The guide shares insights about the ecosystem and the wildlife encountered, making it educational as well as scenic.
Bottom Line: If you want a more intimate, wildlife-focused adventure that shows you parts of the Keys inaccessible to larger boats, this eco-tour is a top contender.
7. Key West Craft Cocktail Crawl
Taste your way through Key West on the Craft Cocktail Crawl, sampling five custom cocktails and two gourmet bites over three hours. It’s a perfect way to discover the island’s nightlife while learning about its cocktail history, including the stories behind drinks like the Hemingway Daiquiri. The tour visits six bars and boutique hotels, many off the usual tourist paths, guided by a local who’s passionate about both drinks and the city’s culture. Reviewers praise the lively atmosphere, knowledgeable guide, and delicious drinks.
Bottom Line: Ideal for nightlife enthusiasts and those eager to explore local bar scenes with a focus on craft drinks and storytelling.
8. Key West SNUBA Experience
The SNUBA Experience offers a half-day underwater adventure for those hesitant about scuba diving. It combines snorkeling with a breathing apparatus that lets you explore beneath the surface without heavy gear or certification. The boat takes you to a designated site where you’ll see fish, rays, and coral in warm waters. The equipment is easy to use, and reviews mention the knowledgeable staff and the ability to see plenty of marine life.
Bottom Line: Perfect if you want an accessible, guided underwater experience without the fuss of diving gear, suitable for all skill levels.
9. Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling
This tour combines dolphin watching with snorkeling, led by a biologist-owned company. You’ll board the SQUID, a custom-built catamaran, and look for wild bottlenose dolphins in their natural environment. After observing these playful creatures, you’ll snorkel among colorful fish and coral reefs, with the crew sharing expert insights into marine life. The trip is highly praised for its friendly, informative guides and the opportunity to see dolphins up close in the wild.
Bottom Line: Best suited for wildlife enthusiasts who want an educational, intimate encounter with dolphins and marine ecosystems.
10. Private Looe Key Snorkel from Big Pine Key
For a personalized experience, the Private Looe Key Snorkel offers exclusive access to the Great Florida Reef. You’ll depart from Big Pine Key on a private boat with your own captain, exploring Looe Key, one of the most stunning reef systems in the U.S. The tour includes all snorkel gear and time to see a wide array of marine species like barracuda, rays, and parrotfish. Reviews highlight the friendliness of the crew and the amazing underwater scenery.
Bottom Line: Ideal for families or small groups wanting a private, flexible snorkeling adventure with expert guidance.
11. Key West Parasailing Adventure above Emerald Blue Waters
Experience the thrill of parasailing over Key West’s famous waters. During this 50-minute flight, you’ll soar in a double or triple harness, enjoying panoramic views of the island and ocean without getting wet. The crew is praised for their professionalism and fun, making it a safe and exciting activity. The option to buy digital photos lets you capture this memorable ride.
Bottom Line: A must for adrenaline junkies or anyone wanting a bird’s-eye view of Key West’s waters—perfect for celebrating special occasions.
12. The Original Key West Island Jet Ski Tour from the Casa Marina
This Jet Ski tour offers an exhilarating 1.5-hour ride around Key West on Yamaha PWCs designed for comfort and handling. You’ll cover 26 miles, passing sights like the Southernmost Point and observing marine life like dolphins and sea turtles. The guides are experienced, and reviews note how well they make first-timers feel at ease. The tour is flexible enough for beginners and seasoned riders alike.
Bottom Line: Perfect for thrill-seekers wanting a fast-paced, scenic ride with a knowledgeable guide, and a great way to cover a lot of ground quickly.
13. Key West Historic Bahama Village & Hemingway Heritage
Explore Key West’s cultural roots on this historic walking tour with a local guide. You’ll visit landmarks like the Green Parrot Bar and see the Bahama Village, learning about the island’s diverse communities and literary heritage, including Hemingway’s time in Key West. The tour lasts 90 minutes, providing a compact but insightful look at the city’s past and present.
Bottom Line: Ideal for history and culture buffs wanting an authentic, small-group walk through Key West’s colorful neighborhoods.
14. Key West Sandbar Charter With Kayak Tour
This half-day sandbar and kayak tour takes you into the quiet backcountry waters. You’ll paddle through mangroves, spotting manatees, rays, and colorful fish, then relax on a secluded sandbar with unlimited drinks and a provided lunch. The immersive nature experience is praised for its peaceful setting and friendly crew.
Bottom Line: Best for nature lovers seeking a combination of wildlife viewing, kayaking, and relaxation away from crowds.
15. Key West: Dolphin Watching and Snorkeling Eco Cruise Tour
This eco cruise combines dolphin sightings with snorkeling in the shallow backcountry waters. The boat is comfortable, and the crew is well-regarded for their knowledge. It’s a good option if you want to see dolphins in their natural habitat and enjoy some underwater exploration in a single trip.
Bottom Line: Great for families or anyone keen on marine wildlife and snorkeling, with flexible departure times for sunset or daytime.
16. Key West Walking Food Tour With Secret Food Tours
For food lovers, this walking food tour explores local eateries and hidden spots, sampling everything from seafood to Key lime pie. Over two and a half hours, you’ll uncover the city’s culinary secrets and learn about its neighborhoods, making it a tasty way to get to know Key West. Reviewers love the balance of food, history, and local stories.
Bottom Line: Best suited for those who want a relaxed, food-focused introduction to Key West’s flavors and local culture.
How to Choose the Right Tour for You
When selecting a tour, consider your budget, interests, and physical activity level. For a romantic, refined evening, the Adults-only Sunset Cruise or the schooner sail can provide a memorable, tranquil experience. If you’re more active or eager to explore marine life, snorkeling, kayaking, or dolphin-watching tours suit adventurous spirits. Budget travelers may prefer shorter sunset sails or food tours, while families or groups of four or fewer might find the Private Looe Key Snorkel a perfect, personalized choice. Booking early is wise, especially in peak season, to secure your preferred date.
Final Thoughts
Key West’s tour options cover just about every interest—from romantic sunset sails to wildlife encounters and food adventures. If you’re looking for a classic experience, the Schooner Sunset Sail offers stunning views and relaxing vibes. For underwater explorers, the Snuba and Snorkel tours deliver vibrant marine encounters. Foodies will appreciate the Gourmet Walking Tour, while thrill-seekers can jump on the Jet Ski or Parasailing adventures. With so many options, think about what kind of experience will bring you the most joy and book early to secure your spot. No matter your choice, Key West’s waters and streets are full of stories waiting to be discovered.