Key West: Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling

Imagine spending your day in Key West on a boat that takes you from vibrant coral reefs to watching a spectacular sunset—all while enjoying good food, drinks, and lively music. That’s what this combo tour promises, and it’s designed for travelers who want to soak up the sea, the sights, and the flavors of the island in one seamless experience.

We find it appealing because it offers two distinct moments on the water—a morning snorkeling adventure and an evening sunset cruise—plus the chance to relax and indulge in a buffet dinner with live entertainment and unlimited drinks. However, it’s worth noting that the itinerary is quite packed, and some might find the timing a little tight, especially if you prefer more downtime. Still, if you love active days balanced with celebration, this tour could be just right.

This experience is best suited for those who want a full-day adventure that combines nature, scenic views, and lively social vibes. Families, couples, and groups looking for a lively, social atmosphere will likely find it a rewarding way to enjoy Key West’s maritime charm.

Key Points

• Two-in-one experience: Snorkeling in the morning and a sunset cruise in the evening.
• All-inclusive: Food, drinks, and live music are included, offering great value.
• Flexible schedule: Free time in between allows for exploring or relaxing on your own.
• Comfortable boat: A 55-foot luxury catamaran with multiple decks, restrooms, and sunbathing areas.
• Quality cuisine: A Caribbean-inspired buffet and unlimited well drinks, wine, and beer.
• Authentic atmosphere: Lively music, friendly crew, and a party vibe that encourages mingling.

A Detailed Look at the Experience

Morning Snorkeling: A Vibrant Start

Your day begins at 8:15 am at the Historic Seaport Pier in Key West, where you’ll meet your crew and fellow travelers. The tour includes a light breakfast of fresh juices, muffins, fruit, and cereals, perfect fuel for a morning in the water. The boat, a custom 55-foot catamaran, departs for some of the best reef locations around Sand Key Light House and Eastern Dry Rocks, with some “secret locations” thrown in—though specifics are not disclosed.

The snorkeling itself is often praised for its beauty; the vibrant marine life and clear waters make for memorable underwater moments. One reviewer noted that the snorkeling was “great” and enjoyed it as a highlight of their day. With a study crew that chooses the best spots depending on the season, you can expect consistent quality.

The tour does not specify how long the snorkeling lasts exactly but mentions around three hours in total, giving you ample time to explore beneath the surface and perhaps snap some photos of the underwater world.

Free Afternoon: Relax or Explore

After the snorkeling, there’s a couple of hours free in Key West before the evening activities commence. This break is an excellent opportunity to stroll down Duval Street, relax on the nearby beaches, or perhaps grab a coffee or a quick snack. The tour’s flexible schedule means you’re not tied to a rigid timeline and can enjoy the island at your pace.

Sunset Dinner Cruise: A Feast for the Senses

At 2 pm, you’ll regroup for the second catamaran cruise—a two-hour sunset sail that promises to be the highlight for many. Boarding a sleek, 55-foot luxury vessel, you’ll set out on the water for what is often described as a picture-perfect sunset. The boat features multiple decks and a sunbathing sundeck, offering plenty of vantage points for catching the changing colors of the sky.

The buffet dinner served onboard is Caribbean-inspired, featuring Caribbean roast pork in mojo, fried fish, grilled chicken marinated in pineapple and soy, and hearty sides like rice, mashed potatoes, and vegetable medley. While some find the food “good,” a review mentions that the mai tai cocktail could benefit from more seasoning, hinting that the flavors might be somewhat mild.

The live music—a lively band playing a broad mix of cover songs—sets a festive tone, keeping the vibe upbeat and social. The open bar is a major plus, offering unlimited well drinks, wine, beer, and champagne during the cruise, allowing guests to sip as the sun paints the sky with hues of orange and pink. An optional premium drink upgrade is available for an additional fee, including top-shelf liquors.

Authentic and Lively Atmosphere

The review from Tammy highlights the party atmosphere—with a DJ keeping the energy lively—and mentions that the drinks flowed freely, making it a fun, social experience. She also notes the dinner was good, and the overall vibe was engaging, with folks enjoying the music and scenery.

Practical Details and Considerations

• Duration: The snorkeling lasts about three hours, while the sunset cruise is two hours long.
• Group size: Up to 80 travelers, providing a lively but manageable social setting.
• Cost: At $159.99 per person, the price covers a lot—two cruises, food, drinks, and live entertainment. In terms value, it’s quite reasonable for the all-inclusiveness and the experience offered.
• Booking tips: Since it’s booked on average 43 days in advance and requires arriving early, planning ahead helps secure a spot.
• Weather dependency: Since the cruise relies on good marine conditions, bad weather could cause cancellations or rescheduling.

The Experience’s Strengths and Weaknesses

Strengths include the diversity of activities packed into one day, the quality of the boat, and the lively, social environment. The combination of snorkeling and sunset sailing allows you to see both underwater beauty and stunning sky views, creating a well-rounded experience.

Potential drawbacks involve the packed schedule, which might feel rushed if you prefer a more relaxed pace. Some guests have noted that the dinner, while tasty, could be more flavorful—especially the mai tai, which might be a minor disappointment for cocktail lovers. Also, while the live music adds to the fun, it might not appeal to those seeking a quieter, more intimate setting.

Who Is This Tour Best For?

This tour is ideal for travelers who want a full-day aquatic adventure with plenty of social energy. It’s perfect if you enjoy active mornings, scenic sunsets, and lively atmospheres. Families and groups looking for a shared experience with food, drinks, and entertainment will find it especially appealing.

It’s also a good option for those new to snorkeling or sailing, as the organized nature and experienced crew help make the day enjoyable and safe. If you’re craving a more relaxed, off-the-beaten-path experience, you might prefer a less structured or shorter tour.

Final Thoughts

This Key West combo tour offers a well-rounded taste of the island’s marine and social scene. From vibrant morning snorkeling to a sunset cruise filled with good food, music, and drinks, it captures the lively spirit of the Keys. While some may find the schedule a bit tight, most will appreciate the opportunity to see both underwater worlds and breathtaking skies in one day.

The value here is solid, considering the inclusiveness of food, drinks, and entertainment. It’s particularly suited for those who enjoy a party-like atmosphere and want everything packed into one memorable day. For travelers seeking a lively, all-in-one adventure with a splash of luxury, this tour is worth considering.

FAQ

Where is the meeting location for the Sunset Sail & Early Morning Snorkeling Trip?
You’ll meet your group at 201 William St, Key West, right next to the Waterfront Brewing Company and The Marker Hotel, at the Historic Seaport Pier.

Is parking available nearby?
Yes, parking is available in the nearby Key West Bight parking lot, though rates apply and may vary.

How early should I arrive?
It’s best to arrive about 40 minutes before your scheduled departure, both for snorkeling and the sunset cruise, to ensure a smooth start.

Is the open bar available during the snorkeling trip?
No, the open bar is only available during the sunset cruise. During snorkeling, a light breakfast of juices, muffins, fruit, and cereals is served.

What kind of boat is used for the sunset cruise?
A custom 55-foot luxury catamaran with two decks, restrooms, a sun deck, and safety equipment.

How long is the sunset sail?
The cruise lasts approximately two hours, providing a relaxed yet lively environment to enjoy the sunset.

Can I bring my own food or drinks onboard?
While the tour provides a buffet and drinks, you may bring a pre-packed meal if you have specific dietary needs. Premium drinks can be purchased for an extra fee, but outside alcohol isn’t allowed.

This detailed review reflects the practical aspects and authentic experiences travelers report, helping you decide if this combo tour fits your style for exploring Key West.