Key West’s Schooner Appledore Star Champagne Sunset Sail

Imagine yourself on a classic 2-masted schooner, gliding smoothly into the setting sun over Florida’s southernmost point. That’s exactly what you get with the Schooner Appledore Star Champagne Sunset Sail — a two-hour cruise that combines scenic views, a relaxed atmosphere, and a touch of nautical adventure. Whether you’re celebrating a special occasion or simply want to unwind after a day of exploring, this trip promises a blend of comfort, charm, and a dash of maritime fun.

What we particularly love about this experience is how it balances laid-back elegance with interactive elements. You’ll have opportunities to take the helm or help hoist the sails, making you feel like an authentic part of the crew. Plus, the inclusion of a chef’s selection of hors d’ouevres and a variety of drinks ensures that the party isn’t just about the views but also the taste. On the downside, the tour is limited to about two hours, so if you’re after a longer, more in-depth sailing adventure, this might feel a bit brief.

This cruise suits travelers who appreciate good scenery, enjoy a relaxed social vibe, and want a taste of sailing without the commitment of a full-day voyage. It’s perfect for couples, small groups, or anyone looking to add a memorable, scenic highlight to their Key West stay.

Key Points

• Scenic Sunset Views: Experience a classic Key West sunset with panoramic views of the city, Navy Mole, and Fort Zachary Taylor.
• Comfortable, Spacious Decks: The schooner’s design offers ample space to relax, socialize, and enjoy the evening comfortably.
• Interactive Sailing: Guests can help hoist sails or take the wheel, adding an authentic touch for those curious about sailing.
• Inclusive Drinks & Hors d’ouevres: Enjoy champagne, boutique wines, tropical sangria, premium beers, and chef-made appetizers.
• Unique Vessel: This is the only bugeye schooner in Key West, built in the oyster dragging style, offering a special maritime experience.
• Flexible Booking & Cancellation: Reserve with the option to pay later and cancel up to 24 hours in advance for a full refund.

An Honest Look at the Sunset Sail Experience

Setting the Scene: Boarding and Departure

Your adventure begins at the check-in booth located at the very end of William Street, near William Street and Lazy Way Lane, just past the Schooner Wharf Bar. Arriving 30 minutes early is recommended so you can sign waivers, receive your boarding pass, and settle in comfortably. The crew, led by a knowledgeable captain, unfurls the sails as you set out from the bustling Historic Seaport, leaving behind the lively streets of Key West.

The Schooner Appledore: A Special Vessel

This isn’t just any boat — it’s the only bugeye schooner in Key West and the last known built of its oyster dragging design. That means you’re sailing on a vessel with a story, which adds a layer of authenticity and charm to your experience. Its spacious decks allow everyone to find a good spot, whether you want to lean against the railing, sit comfortably in the sun, or mingle with others.

The Sailing Experience

Once underway, the crew unfurls the sails, turning the trip into a true sailing adventure. Guests are encouraged to try their hand at hoisting the sails or taking the wheel, which is a highlight for many. Touching the sails and steering the schooner makes you feel like a seasoned sailor, even if it’s just for a few moments. Experienced crew members, including Captain John (from recent reviews), are friendly and eager to share sailing tips or maritime stories, making the journey educational as well as scenic.

Scenic Highlights Along the Route

As the schooner glides past iconic sights, you’re treated to fantastic views of Mallory Square’s Sunset Celebration, the Navy Mole where ships dock, and the historic Fort Zachary Taylor. The crew’s maneuvering ensures you’re in the perfect position for that magical sunset moment, with the sky turning fiery orange, pink, and purple. Reviewers mention that the captain is skilled at positioning the schooner for the best sunset views, which truly elevates this experience.

Drinks and Hors d’ouevres

Throughout the cruise, you’re encouraged to relax and indulge. The included beverages are a mix of champagne, boutique wines, tropical sangria, ice-cold premium beers, and soft drinks — perfect for a sunset toast. You can also request top-shelf cocktails like a Bloody Mary or Dark & Stormy from the treasure chest of brands including Tito’s, Crown Royal, Captain Morgan, and Chandron Brut. Many guests praise the selection, noting that the drinks are generous and the tropical sangria is especially refreshing.

The chef’s selection of hors d’ouevres and cocktail shrimp are served onboard, and reviews often highlight their quality and flavor. One guest noted, “The hors d’ouevres were surprisingly tasty, and the shrimp was fresh and perfectly seasoned,” making the meal feel more special than typical boat snacks.

The Sunset and Return

As the sun dips below the horizon, the crew continues to serve drinks and snacks, enhancing the laid-back, celebratory mood. The captain expertly navigates the schooner into the best viewing spot — a skill that many reviews commend. After sunset, the schooner begins its journey back to the harbor, with the evening winding down as city lights twinkle on the water.

What’s Included & What to Consider

The tour price of $110 per person reflects good value when you consider the included drinks, hors d’ouevres, and the unique experience of sailing on a historic vessel. The beverage selection is extensive, and the quality of snacks is often praised, with many noting that it felt like a mini luxury cruise.

However, gratuities are not included, so it’s customary to tip the crew. While the two-hour duration might seem short for some, most guests find it enough to enjoy a relaxed, scenic, and interactive experience without feeling rushed.

Practical Tips

• Arrive early to check in properly and get your boarding pass.
• Bring your ID if you plan to enjoy alcohol.
• Dress comfortably; layers are recommended for the breeze.
• Bring your camera, but be mindful of safety on the decks.
• Check the availability in advance, as sailing times can vary.

Who Will Love This Experience?

This cruise is ideal for couples seeking a romantic sunset, small groups wanting a memorable maritime activity, or anyone curious about sailing but not ready for a full-day commitment. It’s particularly good for travelers who enjoy scenic views, relaxed social atmospheres, and a touch of adventure. If you’re after an elegant yet informal experience with a focus on authentic maritime charm, this cruise fits the bill.

The Sum Up

The Key West Schooner Appledore Star Champagne Sunset Sail offers a beautifully balanced blend of scenic beauty, interactive sailing, and indulgent refreshments. Its historic vessel, spacious decks, and skilled crew make for a memorable evening that captures the essence of Key West’s coastal charm. The included drinks and hors d’ouevres elevate the experience, making it feel special without breaking the bank.

This tour is best suited for those who value authentic sailing experiences with a relaxed vibe and stunning sunset views. It’s a great way to unwind, toast to the sunset, and feel like a true sailor for an evening. While the two-hour duration is perfect for a quick escape, don’t expect a long, in-depth cruise — instead, enjoy every moment of this elegant, scenic ride.

Overall, it’s a charming, well-organized experience that combines history, beauty, and fun into one memorable package. Perfect for celebrating a special occasion or just savoring the magic of a Key West evening.

FAQ

How early should I arrive for check-in?
You should arrive at least 30 minutes before your scheduled departure to check in, sign waivers, and receive your boarding pass.

Where do I check in for the tour?
Check-in is at the check-in booth located at the very end of William Street, just past the Schooner Wharf Bar, on Lazy Way Lane.

What should I bring?
Bring your passport or ID, especially if you plan to drink alcohol. Comfortable clothing and layers are recommended for comfort on the water.

Are drinks included?
Yes, the tour includes champagne, boutique wine, tropical sangria, premium beer, soft drinks, and liquor. You can request your favorite cocktails from top-shelf brands.

What food is served?
A chef’s selection of hors d’ouevres and cocktail shrimp are included, with praise for their freshness and flavor.

Can I help with sailing?
Absolutely. Guests are invited to help hoist the sails or take a turn at the wheel, making for a fun, interactive experience.

How long is the cruise?
The cruise lasts about 2 hours, with starting times varying based on availability.

Is there a dress code?
There’s no formal dress code, but comfortable, weather-appropriate clothing is best. Layers are helpful if it gets breezy.

This detailed review should help you decide whether the Schooner Appledore Star Champagne Sunset Sail fits your Key West itinerary. Its mix of scenic beauty, maritime history, and relaxed luxury makes it a memorable way to enjoy a tropical evening.