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Experience a peaceful 2-hour sunset sail from Stock Island with wine, beer, and tasty snacks. Perfect for relaxing evenings with stunning views in Key West.
A 2-hour sunset sailing adventure in Key West offers an inviting blend of scenic views, fine wine, and tasty snacks. Priced at $133.89 per person, this experience is perfect for those seeking a tranquil escape on the water. The tour departs from Coconut Row in Stock Island and is designed for small groups, with a maximum of 20 travelers. Known for its friendly crew and excellent reviews, this cruise provides a laid-back atmosphere, ideal for enjoying the sunset and savoring a selection of eight wines and five beers.
This tour stands out with its focus on quality drinks, light appetizers, and stunning ocean vistas. While it’s best suited for ages 13 and older, the overall experience is accessible to most travelers. Booking typically occurs 45 days in advance, emphasizing its popularity. With a perfect 5-star rating from 79 reviews, this sail is highly recommended for anyone wanting a relaxed, memorable evening on the water.


This tour begins at Coconut Row in Stock Island, a convenient location near Key West. The departure point is easily accessible, with proximity to public transportation options. As the boat sets off, the small group size ensures an intimate atmosphere, allowing you to enjoy personal interaction with the crew. The two-hour voyage offers plenty of time to unwind, chat, and soak in the horizon’s changing colors as the sun dips lower.
The boat itself is operated by Danger Charters, known for their professional service and friendly crew. The setting is perfect for a relaxed evening with comfortable seating and unobstructed views of the water. Since the tour ends back at the start point, there’s no need for additional transfers, making the entire experience straightforward and hassle-free.
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Once underway, the boat navigates around Stock Island, offering breathtaking views of the Key West horizon. The focus is on enjoying the calm waters and spectacular sunset. The small group size enhances the sense of tranquility, with plenty of space to relax and take photos or simply enjoy the view. The crew guides guests through the experience, pointing out notable sights and creating a friendly, welcoming environment.
During the cruise, guests are treated to an array of drinks and appetizers, with the sunset view providing a stunning backdrop. The combination of gentle sea breezes and vibrant sky colors makes for a peaceful, picturesque setting. This cruise emphasizes comfort and scenic beauty, making it ideal for unwinding after a day of exploring Key West.
A highlight of this sunset sail is the variety of drinks offered. Guests can sample eight different wines sourced from around the world, alongside five types of beers and sodas. The crew ensures everyone has options, whether you prefer a crisp white, a robust red, or a refreshing local brew.
The selection of charcuterie boards complements the drinks perfectly. These include meats, cheeses, crackers, and chocolate, providing a savory and sweet balance to the evening. The snacks are thoughtfully curated, adding a touch of indulgence as you watch the sunset unfold. The drinks and snacks elevate the experience from simple sightseeing to a relaxed tasting journey on the water.
The crew members, including guides like Tony and Maria in some reviews, are praised for their knowledge, personability, and attentiveness. They enhance the trip by sharing interesting insights, explaining the different wines, and making everyone feel comfortable. Their friendly attitude contributes greatly to the overall enjoyment and makes the cruise feel personalized rather than just a generic boat ride.
Guests appreciate the professionalism and warmth of the crew, which helps create a welcoming atmosphere perfect for celebrating special occasions or simply enjoying a peaceful evening. The crew’s ability to balance informative commentary with casual friendliness is a key part of what keeps guests coming back.
The tour is dependent on good weather, and if canceled due to poor conditions, guests are offered a full refund or the opportunity to reschedule. Since most bookings are made 45 days in advance, it’s advisable to reserve early, especially during peak seasons.
Cancellation policies are flexible—full refunds are available if canceled at least 24 hours in advance. Changes made less than 24 hours before the scheduled start are not accepted, so final confirmations should be confirmed close to your planned date. The tour’s mobile ticket system streamlines the check-in process, making it easy to start your sunset adventure without fuss.
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This sailing experience is notably smaller and more intimate than some larger cruise options. Its emphasis on wine tasting and snacks distinguishes it from sunset cruises that focus solely on dinner or sightseeing.
Similar experiences include Champagne and appetizers cruises or dinner cruises in Key West, but this tour offers a more relaxed, tasting-focused approach. For those who appreciate quality drinks, friendly service, and stunning views, this cruise provides a thoughtful combination that’s hard to match.
This tour appeals most to adults and older teens (13+) looking for a peaceful way to end the day. It’s perfect for romantic outings, small groups of friends, or solo travelers seeking a calm, scenic experience. The small group size and personalized crew service make it particularly suited for those who prefer an intimate atmosphere over large, crowded cruises.
The combination of scenic vistas, expert guides, and quality drinks makes this tour a favorite for anyone wanting to enjoy Key West’s natural beauty with a touch of luxury. It’s especially well-suited for those who enjoy wine and good company in a tranquil setting.

This small-group sunset cruise combines spectacular ocean views with delicious wines, beers, and snacks in a relaxed, intimate environment. The knowledgeable crew and peaceful setting create a memorable experience that emphasizes comfort and natural beauty. With excellent reviews and a competitive price point, it remains a top choice for sunset outings in Key West.
While it’s geared toward a mature audience 13 and older, it offers a perfect balance of scenic pleasure and casual indulgence. For those wanting a peaceful, tasty cruise with friendly service, this tour delivers beautifully. Just remember to book early and keep an eye on the weather forecast for a smooth experience.
“Tony and Maria were fantastic! Very knowledgeable, personable, and made the trip awesome! The views, wine, and snacks were perfect. Thoroughly enjo…”
What is the duration of this sunset sailing tour?
The tour lasts approximately 2 hours, providing enough time to relax and enjoy the sunset without feeling rushed.
How much does this experience cost?
The price is $133.89 per person, which includes drinks, snacks, and the scenic cruise.
Where does the tour start?
The cruise departs from Coconut Row in Stock Island, a convenient location near Key West.
What drinks are included?
Guests can choose from eight wines, five beers, and sodas during the cruise.
Are snacks provided?
Yes, charcuterie boards with meats, cheeses, crackers, and chocolate are included as part of the experience.
Is this tour suitable for children?
The activity is restricted to guests age 13 and older.
Can I cancel if my plans change?
Yes, full refunds are available if canceled at least 24 hours in advance. Cancellations less than 24 hours before the start are non-refundable.
What happens in case of bad weather?
The tour requires good weather. If canceled due to poor conditions, guests are offered a full refund or rescheduling.
How many guests are on each cruise?
The maximum group size is 20 travelers, ensuring a cozy and personalized experience.
How do I book this tour?
Bookings can be made in advance, often 45 days ahead, through the provided platform or directly via Danger Charters.
What’s the best way to enjoy this cruise?
Bring your camera for sunset photos, relax with a drink in hand, and take in the tranquil ocean views. It’s ideal for unwinding and celebrating a special evening.
This 2-hour sunset sailing with wine, beer, and snacks from Danger Charters offers a relaxing and scenic escape in Key West, perfect for those seeking a peaceful, intimate evening on the water.