Sunset Sail in Key West with Beverages Included

If you’re planning a trip to Key West and want to enjoy the sunset in style without the crowds, a sunset sail might be exactly what you’re looking for. This experience, offered by Floridays, promises a peaceful cruise on a small sailboat with a handful of fellow travelers, drinks in hand, and some truly beautiful views. From what reviews tell us, it’s a good choice for anyone craving a calm, scenic, and intimate way to witness one of Florida’s most iconic sunsets.

What we really appreciate about this cruise is its small group size—only 24 people maximum—which means you get plenty of space to move around and really soak in the sights. Also, the inclusive beverage selection, which features wine, champagne, margaritas, and craft beers, makes it feel like a relaxed toast to the evening. However, if you’re looking for a high-energy party or alcohol-heavy experience, this cruise might feel a bit subdued.

One thing to keep in mind: weather plays a big role. The tour is dependent on good weather, and if it’s canceled due to rain or wind, you’ll be offered a different date or a full refund. Also, since it’s a shorter 1.5-hour cruise, it’s best suited for those who want a quick, scenic escape rather than a long day on the water. This cruise is ideal for travelers looking for a relaxed evening, lovers of quiet watercraft, or those wanting a more personal experience away from the bigger crowds.

If this sounds like your kind of wind-down, keep reading. We’ll break down everything you need to know about the itinerary, what makes it special, and whether it’s worth the price.

Key Points

• Intimate group size ensures plenty of space and personalized service.
• Beautiful sunset views from the water are hard to beat—especially with dolphins sometimes joining the show.
• Inclusive drinks offer a good mix of alcoholic and non-alcoholic options, adding to the laid-back vibe.
• Small cruise duration fits easily into a busy schedule, especially if you want a quick evening escape.
• Weather dependence means you should be flexible in case of cancellations.
• Great reviews highlight friendly crew and stunning scenery, making this a highly recommended experience overall.

What to Expect on the Sunset Sail

The Itinerary: More Than Just a Sunset

The cruise departs from the Hyatt Centric Key West Resort & Spa, a well-known location easily accessible in downtown Key West. Once aboard, you’ll sail through Key West Harbor, which offers a charming view of the town’s coastline and bustling boats. Unlike larger, overcrowded sunset cruises, this sailboat limits its passengers to 24, ensuring a cozy and relaxed environment.

As you glide through the harbor, you’ll see other boats going about their evening, but your focus will be on the magnificent sunset as it dips over the water. The captain and crew will point out sights and notable boats along the way, adding a touch of local insight. The journey is smooth and quiet, making it perfect for taking photos or just soaking in the peaceful scene.

Witnessing the Sunset from the Water

The real highlight is, of course, the sunset itself. From the water, you get an unobstructed view, unlike from a crowded shoreline or a crowded boat. Many reviews mention how breathtaking the sunset looks from the deck of this sailboat, with the sky turning all shades of pink and orange. A few reviewers also mention dolphin sightings, which adds an extra layer of excitement to the trip.

Sunset Celebration from the Water

The cruise coincides with Key West’s famous Sunset Celebration, a lively event on the waterfront. Seeing it from the water side offers a different perspective—less crowded and more relaxed. From here, you can observe street performers, street vendors, and the quirky signs that make Key West’s nightly gathering so unique.

The Crew and Service

Guests frequently mention the friendly, knowledgeable crew who make the experience even more enjoyable. The captain and first mates are attentive, offering first-rate service and ensuring everyone is comfortable. Many reviews remark on how welcoming and calm the crew members are, making the whole trip feel like a small gathering of friends.

Beverages and Comfort

The beverage selection is a major selling point. Expect to enjoy champagne, white wine, margaritas, and even craft beers, with non-alcoholic options also available. Many reviewers appreciated how the drinks flowed freely and there was always a new glass in hand. The boat is described as comfortable, with restroom facilities onboard, which adds to the ease of the experience.

Final Moments & Return

As the sun sets, the boat gently heads back to the dock, with the crew pointing out the last sights and perhaps sharing some fun stories. The cruise ends back at the starting point, leaving you with a sense of calm and beautiful memories of your sunset at sea.

The Experience: Pros and Cons

The Good

• Spectacular views: The water offers an unparalleled vantage point for sunsets, and the photos are often stunning.
• Small group size: With only 24 participants, you won’t feel cramped or rushed.
• Drinks included: The variety of alcoholic and non-alcoholic beverages makes it feel like a special occasion.
• Excellent reviews: Many previous guests rave about the crew’s friendliness and the overall ambiance.
• Flexible timing: The cruise fits easily into a busy schedule, lasting about 1 hour 30 minutes.

The Not-So-Good

• Weather dependent: If it’s cloudy or windy, the experience could be less spectacular, and cancellations are possible.
• Limited duration: If you want a longer or more energetic cruise, this might feel a little too short or subdued.
• No WiFi onboard: For those needing constant connectivity, this might be a minor inconvenience.
• Chilly at times: Some reviews suggest dressing warmly, especially towards the end of the cruise.

Is It Worth the Price?

At $79 per person, this cruise offers good value, especially considering the small group size, quality of service, and beautiful sunset views. Compared to larger, crowded sunset cruises with fewer amenities, the intimate atmosphere and included drinks make this a sound choice for those wanting a relaxed, personal experience.

The reviews confirm that many guests felt it was worth every penny, especially with the friendly crew, the scenic views, and the chance to see dolphins or other wildlife. Plus, many mention that they booked well in advance—on average about 21 days ahead—so if you’re interested, it’s worth planning early.

Who Should Consider This Sunset Sail?

This cruise is perfect for travelers who want a more relaxed, intimate experience rather than a boisterous party cruise. It’s ideal for couples, small groups of friends, or even solo travelers who appreciate quiet beauty and good service. If you’re a photography enthusiast, the unobstructed sunset views are a bonus. Those traveling with an interest in local events will also enjoy witnessing the Sunset Celebration from the water.

It’s less suited for travelers seeking a lively party or an extended water adventure—this is a short, gentle cruise designed to unwind and enjoy the scenery.

FAQs

Is this tour suitable for children?
While the tour doesn’t specify age restrictions, it’s generally suitable for most travelers. Keep in mind that it’s a calm, relaxing cruise, so very young children or those sensitive to the water might need extra consideration.

What should I wear?
Dressing in layers is recommended, especially since it can get chilly as the sun sets. Bring a light jacket or sweater just in case. Comfortable, weather-appropriate clothing is best.

Are there any restrictions on the number of guests?
Yes, the boat caps at 24 travelers, allowing for a more personal experience compared to larger cruises.

What’s included in the price?
The ticket includes a selection of alcoholic beverages (champagne, white wine, margaritas, craft beers), non-alcoholic drinks, and access to restroom facilities onboard.

What happens if the weather cancels the cruise?
The tour is weather dependent. If canceled due to bad weather, you will be offered a different date or a full refund.

Can I cancel my booking?
Yes, cancellations are free up to 24 hours before the scheduled departure. Canceling less than 24 hours in advance results in no refund.

Final Thoughts

For those looking to savor the sunset without the crowds and with a touch of comfort, this Sunset Sail in Key West offers a genuinely enjoyable and relaxing option. The small group size, friendly crew, and inclusive drinks make it a standout choice for a laid-back evening on the water.

While it may not be suitable for travelers craving a lively party or a longer cruise, if you’re after peaceful scenery, good company, and a memorable sunset, this trip ticks all the boxes. Well-reviewed and highly recommended, it’s a quiet way to celebrate the beauty of Key West’s evenings.

Whether you’re celebrating an anniversary, seeking a romantic escape, or just want a calm look at the sunset, this sailboat cruise could well be the highlight of your trip. Just remember to book early and dress warm—you won’t regret it.