Wine tours in Key West combine sailing adventures with excellent vintages and gourmet offerings. The standout Adults-Only Sunset Cruise delivers a memorable 2-hour experience with unlimited champagne and premium wines paired with artisanal cheeses. I’m especially fond of the Key West Catamaran Experience for its intimate 1.5-hour cruise and generous beverage selection. The Schooner Appledore Star sail gets my vote for authenticity – you can help hoist the sails while enjoying chef-prepared appetizers and champagne. These tours smartly mix Florida’s stunning coastal views with quality wine tastings. Let’s explore my favorite wine tours in more detail…
Key Points
- Key West Wine Tours offer a variety of sunset sailing experiences, including adults-only cruises with unlimited champagne, premium wines, and gourmet charcuterie.
- The Key West Catamaran Experiences provide a 1.5-hour cruise with unlimited wines, beers, champagne, and sangria starting at $79.95 per person.
- Unique sailing options include the Schooner Appledore Star experience, a 2-hour sail with guided commentary, chef-made hors d’oeuvres, and complimentary beverages.
- Wine and Snorkeling Sunset Tours combine snorkeling and sunset viewing with unlimited draft beer and wine in a 3-hour excursion.
- Key West Wine Tours offer flexible cancellation policies and accommodate various group sizes, making them suitable for romantic outings or group gatherings.
Adults Only Sunset Cruise From Key West With Champagne
An adults-only sunset champagne cruise in Key West offers a personalized and intimate experience for up to 14 passengers aboard a 26-passenger catamaran.
The cruise features breathtaking views of the Key West sunset from the water, away from the crowds of Mallory Square. Guests can enjoy unlimited champagne, premium wines, and ice-cold beer, along with a gourmet cheese buffet. Bottles of Moët and Chandon champagne are also available for purchase.
The cruise lasts for 2 hours and departs from the Key West Bight Marina, with local taxes and gratuities included.
This activity is highly recommended by 98% of travelers, with 837 reviews and a 5.0 overall rating.
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Key West: Catamaran Champagne Sunset Sail
Tranquility settles over the azure waters as the sun dips below the horizon, signaling the start of a captivating Key West sunset sail. Aboard a spacious 60-foot catamaran, guests embark on a 1.5-hour champagne cruise, enjoying breathtaking views of landmarks like Mallory Square and Fort Zachary Taylor.
The experience includes unlimited wines, beer, champagne, sangria, water, and soft drinks, along with two marine heads for added comfort. Priced from $79.95 per person, this tour is likely to sell out quickly, but guests can reserve their spot without upfront payment.
With an overall rating of 4.7/5 from past customers, the catamaran champagne sunset sail promises an enjoyable experience for couples, friends, solo travelers, and families alike.
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Champagne Sunset Catamaran Cruise in Key West With Cocktails!
As the sun dips below the horizon, guests aboard a 60-foot catamaran in Key West embark on a captivating Champagne Sunset Catamaran Cruise.
With a 92% recommendation rate and 4.5-star reviews, this 2-hour excursion offers a relaxing atmosphere, stunning views, and an array of beverages, including beer, wine, Champagne, and sangria.
Operated by Sebago Key West, the cruise accommodates up to 86 travelers and is popular for celebrations like bachelorette parties and anniversaries.
While gratuities aren’t included, the friendly and attentive crew provides an enjoyable experience.
Some guests, however, express dissatisfaction with the value of upgrades and limited food options.
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Key Wests Schooner Appledore Star Champagne Sunset Sail
While the Champagne Sunset Catamaran Cruise offers a delightful way to experience Key West’s renowned sunsets, the Schooner Appledore Star Champagne Sunset Sail provides a unique alternative.
Priced from Kč 2,620 per person, this 2-hour sail takes guests aboard a historic bugeye schooner, the last of its kind. Accompanied by an English-speaking guide, the tour includes opportunities to help hoist the sails and take a turn at the wheel.
Guests can savor a selection of chef-made hors d’oeuvres and complimentary beverages such as champagne, wine, and homemade tropical sangria. The experienced captain strategically positions the schooner for the best sunset views, making this a memorable way to end the day in Key West.
Read our full review: Key Wests Schooner Appledore Star Champagne Sunset Sail Review
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Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
The Sebago Key West sunset sail offers a delightful way for travelers to experience the natural beauty of Key West.
This 2.5-hour cruise includes dolphin watching, stunning sunset views, and a selection of tapas and premium beverages.
With a maximum of 50 passengers, the intimate setting allows for a relaxing and personalized experience.
The cruise departs from the convenient meeting point of 205 Elizabeth St, with an optional return to the same location.
While most guests report seeing dolphins and enjoying the friendly crew and scenic vistas, some suggest that more food would enhance the experience.
Read our full review: Key West Sunset Sail: Dolphin Watching, Wine, and Tapas Review
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Key West: Windjammer Champagne Sunset Sail
Touted as a must-do activity in Key West, the Windjammer Champagne Sunset Sail offers travelers a chance to witness the iconic Key West sunset from the comfort of a 2-masted wooden schooner.
During the 2-hour cruise, guests can enjoy views of historic landmarks, participate in the tradition of raising the sails, and indulge in a selection of beverages, including champagne, sangria, wine, beer, and cocktails.
With a 5/5 rating based on 11 reviews, the tour provides a scenic and enjoyable experience, highlighted by Captain Pedro’s informative commentary.
Priced at €85.44 per person, the sunset sail allows for free cancellation up to 24 hours in advance, making it a flexible and accessible option for visitors.
Read our full review: Key West: Windjammer Champagne Sunset Sail Review
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Key West Small-Group Sunset Sail With Wine
For those seeking a memorable sunset experience in Key West, the Small-Group Sunset Sail With Wine offers an enchanting opportunity.
Aboard a 65-foot schooner, guests can sample up to eight wines and five beers while enjoying a scenic sail and gourmet cheese buffet.
With 98% traveler recommendation and 1,119 positive reviews, this cruise delivers a relaxing and romantic atmosphere.
The unlimited beverages, light refreshments, and gratuities included make this a hassle-free and excellent value.
While some guests desire sweeter wine options, the overall wine selection and attentive crew receive high praise.
Located conveniently near popular spots, this sunset sail is an ideal choice for couples and small groups exploring Key West.
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Stock Island Wind & Wine Sunset Sail Aboard Classic Schooner
Departing from the Perry Hotel & Marina, the Stock Island Wind & Wine Sunset Sail Aboard Classic Schooner offers a captivating way to experience Key West’s renowned sunsets.
This 2-hour cruise features a selection of 8 premium wines and 5 upscale beers, paired with gourmet hors-d’oeuvres. Ranked as one of the top two sunset sails in North America by Coastal Living Magazine, the nightly sailing aboard a classic schooner promises an unforgettable experience.
Guests are encouraged to bring a sweatshirt, sunglasses, and a camera to capture the stunning vistas. With a friendly crew to assist and no upfront payment required, this sunset sail is a must-do activity for wine enthusiasts visiting Key West.
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Key West Sunset Snorkel With Unlimited Draft Beer & Wine
The Key West Sunset Snorkel With Unlimited Draft Beer & Wine offers a captivating blend of aquatic exploration and sunset indulgence.
This 3-hour tour takes guests on a sunset cruise, providing snorkeling equipment to discover the nearby coral reef.
With 110 positive reviews and a Badge of Excellence, the tour accommodates up to 70 travelers and includes free beverages, both alcoholic and non-alcoholic.
While there have been some complaints about check-in and drink upgrade issues, the overall consensus is that this tour is highly recommended for both first-time and returning visitors seeking a memorable Key West experience.
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Key West: Sunset Snorkel Cruise With Draft Beer & Wine
Key West’s sunset snorkel cruise offers travelers a captivating blend of aquatic adventure and sunset indulgence. Priced from $69.95 per person, this 3-hour excursion allows you to snorkel over the world’s third-largest coral barrier reef.
After the snorkeling session, you’ll enjoy unlimited cold draft beer and wine while taking in the unobstructed view of the sunset over the Gulf of Mexico.
The relaxing boat ride back includes music, complimentary drinks, and transportation to and from your hotel.
With a 4.7/5 rating based on 47 reviews, this tour is a must-do for those seeking a memorable and well-rounded Key West experience.
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2-Hour Sunset Sailing With Wine In Stock Island
Travelers can enjoy a captivating 2-hour sunset sailing tour in the serene waters of Stock Island, just minutes from the vibrant heart of Key West.
With a maximum of 20 travelers, this intimate experience boasts a 100% recommendation rate and a Badge of Excellence.
Onboard, guests can indulge in eight varieties of wine, five types of beer, and a charcuterie board featuring meats, cheeses, crackers, and chocolate. Bottled water and snacks are also included.
The tour departs from Coconut Row, and travelers should check-in 30 minutes prior at slip 5 at the Perry Hotel and Marina.
This sunset sailing tour is suitable for those 13 years and older, with free cancellation up to 24 hours before the experience.
Read our full review: 2-Hour Sunset Sailing With Wine In Stock Island Review
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Key West Wind and Wine Sunset Sail Aboard Classic Schooner
Departing from the Opal Key Resort & Marina in the heart of Key West, the Key West Wind and Wine Sunset Sail invites travelers aboard a classic schooner for a 2-hour journey into the Floribbean sunset.
Priced from $128.89 per person, the experience allows guests to indulge in a premium wine selection, quality beers, and gourmet hors-d’oeuvres.
Coastal Living Magazine ranked this sunset sail among the top two in North America, offering an opportunity to mingle with friends or enjoy a romantic evening.
With a friendly crew hoisting the sails, guests can capture the stunning sunset views and relax in the tropical ambiance.
Read our full review: Key West Wind and Wine Sunset Sail Aboard Classic Schooner Review
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Frequently Asked Questions
Can I Bring My Own Wine or Alcohol on the Tour?
Most wine tour companies don’t allow guests to bring their own wine or alcohol. It’s generally prohibited to consume outside alcohol during the tour. However, some may offer an option to purchase wine or have a tasting on the tour.
Is There a Dress Code for the Sunset Cruise?
Most sunset cruises don’t have a strict dress code, though guests are often encouraged to dress comfortably and in light, summery attire. Some may recommend avoiding overly formal or uncomfortable clothing to better enjoy the relaxing cruise experience.
Do I Need to Know How to Sail to Participate?
No, you don’t need to know how to sail to participate in a sunset cruise. Most cruises are operated by experienced crew who handle the sailing, allowing passengers to simply relax and enjoy the experience.
Are the Tours Suitable for Solo Travelers?
The tours are generally suitable for solo travelers, as they provide a fun and social way to explore the area. Many offer small group sizes, making it easy for solo guests to mingle and meet new people.
Can I Request a Specific Type of Wine or Cocktail?
You can typically request a specific type of wine or cocktail on these tours. Many tour companies aim to accommodate guests’ preferences and provide a customized experience. However, the availability may vary depending on the tour and location.
The Sum Up
Key West offers a variety of sunset sails and cruises that feature wine, champagne, and other alcoholic beverages. These tours provide a relaxing and scenic way to enjoy the island’s beautiful sunsets. With options like catamaran rides, snorkeling, and classic schooner sails, there’s something for all looking to experience Key West’s vibrant nightlife and natural beauty.