Key West: Windjammer Champagne Sunset Sail

The Key West Windjammer Champagne Sunset Sail offers a relaxed, scenic way to enjoy the stunning evening views from Florida’s southernmost point. This 2-hour cruise costs $90 per person and departs aboard the classic Appledore II, a charming 2-masted wooden schooner. The tour is ideal for those seeking a memorable sunset experience with drinks, beautiful sights, and a taste of maritime tradition. While no hotel transfers are included, the centrally located check-in point makes it easy to join this sail. Expect a friendly crew, plenty of beverage options, and the chance to participate in raising the sails for an authentic sailing moment.

This cruise caters to those who appreciate scenic views, interactive sailing, and a laid-back atmosphere. It’s suitable for anyone looking for a relaxing evening, yet it’s best suited for travelers comfortable around water and eager to enjoy a casual, fun outing. The limited duration keeps the experience manageable, making it a perfect addition to a day of exploring Key West.

Key Points

• Two-hour sunset cruise aboard the historic Appledore II schooner
• $90 per person includes champagne, sangria, wine, beer, soft drinks, and cocktails
• Help raise the sails, adding an interactive and traditional sailing experience
• Views include Key West landmarks like Fort Zachary Taylor, Mallory Square, and the civil war-era seaport
• Meeting point is at the check-in booth on William Street, 30 minutes before departure
• No hotel pickup or drop-off is included, so plan accordingly

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Setting Sail from Key West’s Historic Waterfront

The Sunset Sail departs from the western end of William Street, right in the heart of Key West’s waterfront district. This convenient location means no long transfers, just a short check-in process 30 minutes prior to departure. The crew emphasizes a friendly, welcoming atmosphere where every guest can participate in the traditional raising of the sails, adding a touch of maritime authenticity.

Once aboard the Appledore II, the boat’s classic wooden design and spacious deck set the scene for an enjoyable 2 hours. The crew provides safety and sailing instructions, making it accessible even for first-time sailors. This departure point offers fantastic views of the civil war-era Fort Zachary Taylor, Key West’s historic seaport, and the lively Mallory Square sunset celebration.

What Makes the Appledore II a Classic Key West Experience

The Appledore II schooner stands out for its traditional design, offering a nostalgic feel that perfectly complements the sunset. Its two-masted wooden structure is a visual highlight as it gently glides across the water. The boat’s ample space allows everyone to find a comfortable spot to soak in the sunset vistas while enjoying their drinks.

A key feature of this tour is the opportunity for guests to actively participate in raising the sails. The crew leads this engaging activity, which adds a sense of adventure and connection to the sailing tradition. This hands-on element is highly praised and makes the experience more memorable than a standard cruise.

Savor a Wide Range of Drinks During the Sunset

The beverage selection is one of the top highlights. Theres some good champagne, boutique wines, homemade sangria, ice-cold beers, soft drinks, or choose from the full cocktail bar. The inclusive drinks menu offers plenty of options to suit different preferences, and the unlimited bar ensures everyone can enjoy as many drinks as they like.

The crew maintains a relaxed, social atmosphere where guests can toast the sunset, chat, and simply unwind. The availability of soft drinks and filtered water also caters to those who prefer non-alcoholic options or need to hydrate after a day of exploring.

Key Landmarks Viewed During the Sunset Cruise

As the Appledore II makes its way along the coast, the boat passes several iconic Key West sights. The civil war-era Fort Zachary Taylor is a prominent feature, offering a glimpse into the area’s historic defenses.

Guests also see the Key West seaport, bustling with vessels and activity, and the Mallory Square sunset celebration, known for its lively street performers and vendors. The ship’s route provides excellent vantage points to admire these landmarks against the painted sky, making each moment visually striking.

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Participating in the Sails Raising Tradition

A distinctive feature of this tour is the sail raising activity. The crew encourages guests to help hoist the sails, creating an interactive experience that connects everyone to the maritime heritage. Reviewers consistently praise this part of the trip for adding a unique, participative element to an otherwise passive sightseeing cruise.

The crew members, including the captain, are described as professional and friendly, guiding guests through the process and sharing interesting stories about sailing and the local area. This activity fosters a sense of camaraderie and adds a layer of authenticity to the cruise.

Timing and the Perfect Sunset Spot

The captain carefully navigates the schooner to the best vantage point for optimal sunset views. As the sun begins to dip, the boat positions itself for a clear, unobstructed view of the horizon. The timing usually coincides with the late afternoon or early evening, providing a relaxed pace to unwind after a day of sightseeing.

Guests can expect the sky to transform into a canvas of vibrant colors, from fiery oranges to soft pinks, enhancing the overall experience. The 2-hour duration is just enough to enjoy the spectacle without feeling rushed, offering a well-balanced mix of sightseeing and relaxation.

Practical Details: Check-In, Accessibility, and What to Bring

The check-in process takes place at the check-in booth at the end of William Street, just past the Western Union sign. Guests should arrive 30 minutes early to sign waivers, receive boarding passes, and get settled. The location is within walking distance from Elizabeth Street, with sights like The Marker Resort and Schooner Wharf Bar nearby.

It’s recommended to bring passport or ID, sunglasses, and a camera to capture the stunning views. The tour is conducted in English, and while details about accessibility are limited, the boat’s setup is generally suitable for most guests comfortable around water.

Value and Reservation Options

The $90 per person price covers the sunset cruise, all drinks, and the sail raising experience. There is no included hotel transfer, so guests should plan accordingly. The tour offers free cancellation up to 24 hours in advance and allows for reserve now, pay later bookings, providing flexibility for travel plans.

This tour’s affordability and all-inclusive drinks make it a good choice for those seeking a relaxed, scenic, and interactive evening in Key West. Its high ratings, including a perfect 5-star score based on 15 reviews, reflect its popularity and quality.

Final Thoughts on the Key West Sunset Sail

The Windjammer Champagne Sunset Sail on the Appledore II combines classic sailing charm with spectacular views of Key West’s evening horizon. The interactive sail raising, wide drink selection, and beautiful landmarks make it a well-rounded choice for anyone wanting to enjoy a laid-back yet memorable sunset.

While the absence of hotel transfers might be a consideration, the central check-in location simplifies planning. The friendly crew and stunning scenery ensure this cruise remains a favorite among those seeking a taste of maritime tradition coupled with the natural beauty of Key West.

This tour is especially suited for adventurers, sailing enthusiasts, and anyone eager for a relaxed evening with great drinks and unforgettable views. The two-hour format makes it easy to incorporate into a busy day of exploring.

Frequently Asked Questions

Is hotel pickup included in this tour?
No, hotel pickup and drop-off are not included. You should plan to arrive at the check-in booth on William Street 30 minutes before departure.

What drinks are included during the cruise?
Guests can enjoy champagne, sangria, wine, beer, soft drinks, and cocktails from a full bar. All drinks are unlimited during the cruise.

Can I participate in raising the sails?
Yes, the crew encourages guests to help raise the sails, providing a hands-on sailing experience that’s highly praised.

How long is the cruise?
The cruise lasts approximately 2 hours, providing enough time to enjoy the sunset and sights without feeling rushed.

What landmarks will I see?
You’ll pass Fort Zachary Taylor, the civil war-era seaport, Mallory Square, and other Key West sights from the water.

Where is the check-in location?
Check-in occurs at the booth at the end of William Street, just past the Western Union sign, with a recommended arrival 30 minutes prior.

What should I bring on the cruise?
Bring passport or ID, sunglasses, and a camera. Comfortable clothing suited to being on the water is advised.

Is the tour suitable for children or those with mobility issues?
Details about accessibility are limited, but the tour generally welcomes most guests comfortable around water and able to participate in sail raising activities.

Can I cancel my booking?
Yes, you can cancel up to 24 hours in advance for a full refund.

How do I make a reservation?
Reservations can be made online with the flexibility to reserve now and pay later, offering convenience for planning your trip.

You can check availability for your dates here: More Great Tours Nearby