While Key West overflows with boat tours, several standout options deserve special attention. The best sunset cruises combine intimate sailing experiences with stunning ocean views, typically lasting 2-3 hours. We love the classic schooner trips for their authentic seafaring feel and knowledgeable crews who share local maritime history.

For wildlife enthusiasts, morning dolphin-watching tours offer the best viewing conditions, with skilled captains who know exactly where to spot these playful creatures. The combo eco-tours – featuring snorkeling, kayaking, and sailing – provide excellent value, typically running 6 hours with all equipment included.

Budget-conscious travelers should consider afternoon snorkel trips, which cost less than sunset cruises yet offer equally memorable experiences exploring the area’s coral reefs. For a splurge, private sunset charters deliver an unforgettable experience, perfect for special occasions.

Let’s explore our favorite boat tours in Key West.

Key Points

  • Sunset cruises in Key West offer intimate experiences with stunning views, amenities like champagne and gourmet hors d’oeuvres, and knowledgeable crew.
  • Dolphin watching and snorkeling tours provide opportunities to observe local marine life and explore vibrant coral reefs.
  • Full-day adventure and eco-tours combine activities like kayaking, sailing, and snorkeling with educational elements and scenic vistas.
  • Unique water activities such as parasailing, jet skiing, and banana boat rides cater to thrill-seekers, with additional options for snorkeling and kayaking.
  • Specialized cruises, including holiday-themed and small-group experiences, offer distinctive experiences with dining, entertainment, and exceptional sunset views.

Adults Only Sunset Cruise From Key West With Champagne

Adults Only Sunset Cruise From Key West With Champagne

On the adults-only sunset cruise from Key West, guests embark on a serene sailing experience aboard the comfortable catamaran, Catamaran Echo.

The 2-hour cruise offers ample time to witness the stunning sunset over the water, while enjoying a gourmet cheese buffet and unlimited champagne, premium wines, and soft drinks.

The experienced crew, including Captain Stew and First Mate Liz, provide friendly and knowledgeable service, enhancing the overall experience with their engaging storytelling.

With a maximum capacity of 14 guests, the cruise ensures a personalized and intimate atmosphere.

Positive reviews highlight the beautiful views, relaxing ambiance, and overall memorable experience, making this sunset cruise a popular choice for adults in Key West.

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Key West: Afternoon Catamaran Sail and Dolphin Watch

Key West: Afternoon Catamaran Sail and Dolphin Watch

Visitors can embark on a captivating 2.5-hour excursion aboard a 60-foot catamaran to witness the natural wonders of Key West’s azure waters.

This afternoon sail and dolphin watch cruise allows guests to spot local bottlenose dolphins in their natural habitat, as the crew shares their knowledge of the region’s marine life.

Passengers can relax on the deck and enjoy unlimited beverages, including ice-cold beer, wine, sangria, soft drinks, and water.

With a roundtrip catamaran ride and a scenic cruise along the Florida Keys, this cruise offers excellent value for money, with an overall rating of 4.6/5 from 23 reviews across various demographics.

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Champagne Sunset Catamaran Cruise in Key West With Cocktails!

Champagne Sunset Catamaran Cruise in Key West With Cocktails!

Setting out on a captivating 2-hour catamaran cruise, visitors to Key West can witness the breathtaking sunset over the azure waters.

The cruise offers a scenic route, with the catamaran’s limited capacity ensuring a comfortable experience. Onboard, passengers can enjoy live music, complimentary sangria, and a cash bar for cocktails and other beverages.

The friendly and attentive crew caters to diverse needs, contributing to the high-quality service. While some passengers have noted an early return to port as a downside, the overall experience is highly rated, with many customers expressing intent to revisit.

The cruise’s competitive pricing and valuable amenities make it an attractive option for those seeking a memorable sunset adventure in Key West.

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Christmas Holiday Lights Cruise Aboard Schooner America 2.0

Christmas Holiday Lights Cruise Aboard Schooner America 2.0

The Christmas Holiday Lights Cruise aboard the Schooner America 2.0 offers visitors a festive and enchanting experience on the waters of Key West.

The 1.5-hour cruise features a live band playing Christmas music, which guests can sing along to. The boat is festively decorated with holiday lights, creating a magical atmosphere.

Included in the $88.15 per person price are two complimentary drinks, hot cocoa, and holiday treats. Guests can reserve their spot without upfront payment and cancel up to 24 hours in advance for a full refund.

The cruise departs from 202 William Street, behind the Schooner Wharf Bar, and smoking isn’t allowed.

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Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

For those seeking a full-day ocean adventure in Key West, the Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail offers an immersive experience exploring the area’s diverse marine environments.

The all-inclusive excursion features activities like kayaking, snorkeling, and sailing, allowing guests to discover the Key West National Wildlife Refuge and Florida Keys National Marine Sanctuary.

While snorkeling conditions can vary, the knowledgeable and helpful crew work to provide the best possible experience.

Kayaking and sandbar visits are highlights, and the overall value is considered reasonable despite some concerns about the declining reef health.

Guests are advised to check current reef conditions before booking to set appropriate expectations.

Read our full review: Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail Review
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Key West: Glass-Bottom Boat Reef Eco-Tour

Key West: Glass-Bottom Boat Reef Eco-Tour

Visitors to Key West can enjoy a unique opportunity to explore the area’s renowned coral reef without getting wet on the Key West: Glass Bottom Boat Reef Eco-Tour.

Priced from $69.95 per person, the 105-minute tour offers guests a chance to observe vibrant marine life like tropical fish, rays, and sea turtles from the comfort of an air-conditioned viewing area.

Aboard the 65-foot catamaran Pride of Key West, travelers can admire the coral formations through the boat’s specially designed glass windows.

The tour also includes informative commentary from expert guides and, for the final trip of the day, stunning sunset views and a complimentary glass of champagne.

Read our full review: Key West: Glass-Bottom Boat Reef Eco-Tour Review
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Key West Full-Day Island Ting Eco-Tour: Sail, Kayak and Snorkel

Key West Full-Day Island Ting Eco-Tour: Sail, Kayak and Snorkel

Embarking on the Key West Full-Day Island Ting Eco-Tour: Sail, Kayak and Snorkel promises an immersive adventure through the Gulf of Mexico. This 6-hour tour departs at 9:30 AM from the office on Lazy Way Lane, offering convenient instant mobile tickets.

Travelers can expect a scenic sail, full breakfast, buffet lunch, and the chance to spot dolphins, stingrays, and other marine life. While the snorkeling experience has received mixed reviews, the crew’s professionalism and the tour’s overall 4.7-star rating from 588 reviews suggest a memorable outing.

Guests should note the lack of on-site parking and the need for a moderate fitness level to participate in activities like kayaking.

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Key West: Glass-Bottom Boat Sunset Cruise and Reef Tour

Key West: Glass-Bottom Boat Sunset Cruise and Reef Tour

The Key West: Glass-Bottom Boat Sunset Cruise and Reef Tour offers a unique perspective on the area’s natural wonders.

This 2-hour excursion allows visitors to marvel at the vibrant coral reef and diverse marine life through the boat’s glass bottom. Priced at $49.95, the tour departs in the afternoon, providing the perfect opportunity to witness a breathtaking sunset over the ocean.

Rated 4.6 out of 5 stars, this activity is a must-do for those seeking an intimate and educational experience exploring Key West’s underwater ecosystems.

With limited availability, it’s recommended to book this popular tour in advance to secure a spot.

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Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

On the Key West Sunset Sail: Dolphin Watching, Wine, and Tapas, travelers embark on a small-group adventure aboard a luxury catamaran.

With a maximum of 50 passengers, the intimate experience offers close encounters with dolphins and views of Key West landmarks.

The crew, praised for their entertainment and engagement, contribute significantly to the enjoyment of the cruise.

While the tapas are appreciated, some guests suggest improvements for a more filling experience.

The overall rating of 4.6 out of 562 reviews highlights the memorable sunset, clean boats, and exceptional crew that make this activity a popular choice.

The flexible cancellation policy and easy booking through Viator further enhance the appeal of this sunset sail.

Read our full review: Key West Sunset Sail: Dolphin Watching, Wine, and Tapas Review
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Key West: Catamaran Champagne Sunset Sail

Key West: Catamaran Champagne Sunset Sail

Travelers can’t help but be swept away by the enchanting Key West: Catamaran Champagne Sunset Sail. This 1.5-hour experience offers a breathtaking view of the sunset from the water, with unlimited wine, beer, champagne, sangria, water, and soft drinks included.

The spacious 60-foot sailing catamaran departs from the Key West Historic Seaport, allowing guests to truly feel the ocean breeze as the sails are raised. During the cruise, the captain shares insights about local landmarks like Mallory Square, Sunset Key, and Fort Zachary Taylor.

With a 4.7/5 rating based on customer feedback, this sunset sail is a must-do activity for visitors to Key West.

Read our full review: Key West: Catamaran Champagne Sunset Sail Review
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Classic Key West Schooner Sunset Sail With Full Open Bar

Classic Key West Schooner Sunset Sail With Full Open Bar

Stepping aboard the classic schooner, guests are immersed in the timeless allure of Key West’s sunset sail.

This highly-rated cruise offers an intimate experience for a maximum of 22 travelers, allowing them to enjoy the area’s iconic sights in a relaxed setting.

The open bar with unlimited drinks, including beer, wine, and cocktails, complements the selection of delectable hors d’oeuvres served throughout the journey.

With a focus on customer satisfaction, the attentive crew provides knowledgeable commentary and promptly replenishes beverages, contributing to an overall memorable experience.

Whether admiring the beautiful sunset or simply relishing the scenic views, this classic schooner tour is a perfect way to cap off a day in Key West.

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Key West: Double Stop Snorkel & Dolphin Watch Cruise

This double-stop excursion allows participants to enjoy Key West’s captivating marine life.

Guests can enjoy a 3-hour tour that includes snorkeling on the vibrant reef and searching for dolphins in their natural habitat.

With a rating of 4.4 from 294 reviews and priced at $79.95 per person, this cruise offers an excellent value.

Highlights include the opportunity to spot various marine creatures, a knowledgeable guide, and the convenience of pickup and drop-off at select hotels.

Whether you’re an avid snorkeler or simply seeking to experience Key West’s diverse wildlife, this dolphin and snorkel cruise is a must-do activity.

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Key West Dolphin Watch and Snorkel Cruise

Key West Dolphin Watch and Snorkel Cruise

The Key West Dolphin Watch and Snorkel Cruise offers an opportunity to take in the captivating marine life surrounding the island.

Starting at $79.95 per person, the 3-hour tour departs from the historic downtown and features a catamaran with a sundeck and lounge. Guests can expect to encounter dolphins in their natural habitat and snorkel in the Key West National Wildlife Refuge, with gear provided.

While the snorkeling quality has received mixed reviews, first-time snorkelers feel safe and well-trained. The tour boasts a 4.7 rating from over 1,000 reviews, with guests describing it as a fun, memorable experience and recommending it as a must-try activity.

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Captains Choice: Dolphin Watch Sunset Sail

Captains Choice: Dolphin Watch Sunset Sail

For those seeking an intimate and picturesque cruise experience in Key West, the Captains Choice: Dolphin Watch Sunset Sail offers an unparalleled opportunity.

Priced from Kč 2,163 per person, this 2.5-hour sail promises breathtaking sunset views, the chance to spot dolphins, and complimentary drinks and appetizers.

Guests will enjoy insight into Key West landmarks and the convenience of a free cancellation policy up to 24 hours in advance.

With an overall rating of 4.4/5 based on 14 reviews, this cruise is an excellent value for money, though the frequency of dolphin sightings may vary.

The meeting point is the local partner’s office, and guests should arrive 30 minutes prior to the activity start time.

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Key West Small-Group Sunset Sail With Wine

Key West Small-Group Sunset Sail With Wine

A small-group sunset sail experience in Key West offers travelers a chance to unwind and witness the enchanting beauty of the Florida Keys.

Aboard a 65-foot schooner, guests can enjoy a 2-hour sail on the calm waters off the coast, taking in the stunning sunset view. The experience includes a complimentary wine tasting and gourmet cheese buffet, providing a relaxing and social atmosphere for a maximum of 26 travelers.

With an overall rating of 4.9 based on over 1,100 reviews, this sunset sail is praised for its friendly crew, beautiful scenery, and delicious snacks, offering excellent value for money.

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Key Wests Schooner Appledore Star Champagne Sunset Sail

Key Wests Schooner Appledore Star Champagne Sunset Sail

What could be more enchanting than sailing on a romantic 2-masted schooner while sipping champagne and watching the iconic Key West sunset?

The Key West’s Schooner Appledore Star Champagne Sunset Sail offers just that. For $109.95 per person, you’ll embark on a 2-hour cruise with English-speaking crew, enjoying spacious and comfortable decks, gourmet hors d’oeuvres, and an array of included drinks like champagne, wine, and premium beer.

The experienced captain positions the schooner for optimal sunset views, and you can even participate in sailing activities.

With free cancellation up to 24 hours in advance, this is a must-do experience for your Key West visit.

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Key West 3hr Water Adventure With Parasail, Jet Ski, Banana Boat

Key West 3hr Water Adventure With Parasail, Jet Ski, Banana Boat

Embark on an exhilarating 3-hour water adventure in Key West, where you’ll have the opportunity to experience a thrilling combination of parasailing, jet skiing, and banana boat riding.

With a 4.6 to 4.8 rating, these activities offer an adrenaline-filled experience for all skill levels. The jet ski tour allows you to bring a partner for free, while the parasailing provides scenic views of the historic Key West seaport.

Snorkeling and kayaking are also available, with the option to enjoy a full-day catamaran excursion featuring on-board meals.

Guests praise the friendly and attentive crew, as well as the overall value for money, making this water adventure a must-try during your time in Key West.

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Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion

Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion

This 4.5-hour Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion offers an immersive experience exploring the island’s natural wonders.

Guests can sail, snorkel, and kayak in the pristine waters of the Florida Keys, with the chance to spot diverse marine life. The tour is limited to 20 guests, ensuring ample space and a personalized experience.

Participants receive all necessary gear, healthy snacks, and beverages, including premium wine and cold beer. The excursion departs from Opal Key Resort & Marina, and the friendly crew provides guidance and instruction.

With an overall rating of 4.7/5, this activity is well-suited for families, couples, solo travelers, and friends.

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Key West Sunset Sail With Full Bar, Live Music and Hors Doeuvres

Key West Sunset Sail With Full Bar, Live Music and Hors Doeuvres

A scenic 70-foot catamaran sets sail off the coast of Key West, offering guests a captivating sunset cruise experience.

The all-inclusive package features a full bar with beer, wine, champagne, and soft drinks, as well as a chef’s selection of hors d’oeuvres.

Live music from local Key West musicians enhances the ambiance, while the crew’s friendliness and attentiveness ensure a memorable journey.

Guests can enjoy the scenic views of the island’s beautiful sunsets and the opportunity to socialize with fellow travelers.

While some reviews mention noise levels due to the music, the overall sentiment is positive, with many guests expressing a desire to recommend the excursion to others.

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Key West: All Day Eco Tour – Kayak, Snorkel and Sail!

Key West: All Day Eco Tour - Kayak, Snorkel and Sail!

Visitors to Key West can embark on a captivating all-day eco-tour that combines three thrilling activities: catamaran sailing, reef snorkeling, and a guided kayak exploration of the mangrove islands.

Priced at $129.95 per person, this 6-hour tour offers free cancellation and the option to reserve now and pay later. Guests will enjoy a delightful breakfast, an all-you-can-eat lunch, and complimentary drinks throughout the day.

The tour also provides snorkeling instruction, equipment, and opportunities to spot diverse wildlife, including sea turtles and dolphins.

With an impressive 5/5 rating based on 6 reviews, this eco-tour promises a memorable and educational experience for visitors to the Florida Keys.

Read our full review: Key West: All Day Eco Tour – Kayak, Snorkel and Sail! Review
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Key West Sunset Cruise With Live Music, Drinks and Appetizers

Key West Sunset Cruise With Live Music, Drinks and Appetizers

For those seeking a more relaxed and scenic experience in Key West, the Key West Sunset Cruise with Live Music, Drinks and Appetizers offers a delightful way to cap off the day.

This approximately 2-hour cruise departs from the corner of Greene St. and Elizabeth St., providing guests with stunning views of the coastline and famous Key West sunsets.

The experience includes live music entertainment, unlimited appetizers, and a selection of drinks like beer, margaritas, wine, and champagne.

With a maximum capacity of 125 travelers, the cruise caters to couples, groups, and travelers alike.

Prices start at $79.95 per person, with potential group discounts available.

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Key West: Boat Experience With Water Sports, Meals & Drinks

Key West: Boat Experience With Water Sports, Meals & Drinks

With a price starting from $129.95 per person, the Key West: Boat Experience With Water Sports, Meals & Drinks offers a full-day adventure on the water.

Guests can depart from Key West Bight aboard a spacious sailing catamaran and enjoy a casual day of sun, swimming, and drinks in the backcountry waters.

The small group experience includes a gourmet breakfast, a buffet lunch, and unlimited drinks.

Onboard activities like floats, paddleboards, kayaks, and snorkeling gear ensure there’s something for all.

Positive reviews highlight the crew’s quality and service.

The meeting point is the activity provider’s office on Lazy Way Lane, between William and Elizabeth Streets.

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Half-Day Cruise From Key West With Kayaking and Snorkeling

Half-Day Cruise From Key West With Kayaking and Snorkeling

Departing from Key West’s scenic Bight, this half-day cruise offers travelers an immersive experience combining kayaking, snorkeling, and sunset viewing.

The 4.5-hour tour is available at various start times and can accommodate up to 20 guests. Highlights include paddling through mangrove canals, spotting diverse marine life like rays and sharks, and swimming with vibrant coral reef inhabitants.

The knowledgeable and friendly crew provides engaging commentary, and guests can indulge in included snacks, beer, wine, and soft drinks.

With 5-star reviews and a flexible cancellation policy, this adventure is an excellent choice for those seeking an unforgettable day on the water in Key West.

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Private Sunset Cruise

Private Sunset Cruise

Travelers seeking an intimate and captivating sunset experience can embark on a Private Sunset Cruise in Key West.

The 2-hour cruise, priced from ₹29,652 per group, provides an opportunity to witness the gorgeous sunset while enjoying the guidance of a live English-speaking tour guide.

The cruise includes sightseeing, dolphin watching, and marine life viewing, with a stop at a secluded spot for optimal sunset viewing.

Amenities include a 2020 Pioneer Islander boat, a cooler stocked with water, and space for personal food and drinks.

With an impressive 5/5 rating based on 2 reviews, this cruise offers a personalized and memorable way to experience Key West’s natural beauty at dusk.

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Florida Keys Reef Snorkel & Sail Adventure

Florida Keys Reef Snorkel & Sail Adventure

For travelers seeking a unique opportunity to explore the vibrant marine life of the Florida Keys, the Florida Keys Reef Snorkel & Sail Adventure offers an unforgettable experience.

This 3-hour excursion departs from Key West, providing a chance to snorkel the only living coral reef in North America. Aboard a sailing yacht with a maximum capacity of 24 guests, participants can discover a diverse array of tropical fish, eels, turtles, dolphins, and more.

With instruction provided for equipment use, the adventure caters to all skill levels. Positive reviews highlight the crew’s friendliness and professionalism, ensuring a comfortable and welcoming journey for guests.

Read our full review: Florida Keys Reef Snorkel & Sail Adventure Review
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Frequently Asked Questions

What Is the Maximum Capacity for Each Cruise or Boat Tour?

The maximum capacity for each cruise or boat tour varies, typically ranging from small intimate groups to larger vessels that can accommodate over 100 passengers. The specific capacities depend on the type and size of the boat.

Are There Any Age Restrictions or Requirements for the Tours?

Many cruise and boat tour operators have age requirements or restrictions. Some may not allow children under a certain age, while others may require adult supervision for minors. It’s best to check with each company for their specific policies.

What Are the Policies on Bringing Outside Food and Drinks?

Most tours allow guests to bring their own food and non-alcoholic drinks onboard. However, some may prohibit outside alcohol and recommend purchasing refreshments from the tour operators. It’s best to check the specific policies before embarking on a cruise or boat tour.

Are There Any Special Accommodations for Guests With Disabilities?

Most cruise and boat tour operators in Key West offer special accommodations for guests with disabilities. They provide wheelchair access, designated seating areas, and staff assistance to ensure an enjoyable experience for all passengers.

How Do I Cancel or Reschedule My Booking if Needed?

If you need to cancel or reschedule your booking, contact the tour operator directly. Most companies have flexible policies that allow you to make changes, though fees may apply. Be sure to review their cancellation and rescheduling policies before your trip.

The Sum Up

Key West offers a variety of cruises and boat tours to suit different interests and budgets. From sunset sails and dolphin watches to snorkeling adventures and private charters, visitors can find the perfect on-the-water experience. With options for adults-only, family-friendly, and holiday-themed trips, there’s something for all to enjoy the scenic beauty and unique charm of the Florida Keys from the water.