Key West Sunset Sail Aboard Legendary Schooner Appledore

The Key West Sunset Sail aboard the Legendary Schooner Appledore offers a charming and authentic way to enjoy the city’s famous sunset. Priced at $89 per person, this 2-hour voyage departs from 200 William St in Key West and provides a classic sailing experience on a historic wooden schooner that has circumnavigated the globe. With a perfect 5.0 rating from 206 reviews and recommended by 100% of travelers, this tour appeals to anyone looking for a relaxed, scenic, and well-hosted evening on the water. The tour is designed for a maximum of 36 travelers, ensuring an intimate atmosphere.

What makes this experience stand out is its focus on traditional sailing, combined with complimentary drinks and snacks. It’s especially suited for those wanting to see Key West from a fresh perspective, enjoy a peaceful sunset, and learn about the local area from knowledgeable crew members. While the price is modest, it’s worth noting that most travelers book this tour about 12 days in advance, reflecting its popularity.

Key Points

• Authentic sailing on a historic schooner with a 2-hour duration
• Includes premium beer, boutique wine, champagne, and cocktails
• Stops at Key West’s scenic waterfront, Mallory Square, and Sunset Key
• Opportunity to help raise the sails adds a hands-on element
• Ideal for those seeking a relaxed, scenic, and intimate sunset experience
• Free cancellation available with 24-hour notice

Departure from Key West’s Historic Seaport

The tour starts at the Key West Historic Seaport, a lively waterfront area filled with colorful shops, restaurants, and bars. This spot serves as both a working marina and a hub for visitors eager to explore the Gulf of Mexico. The seaport’s charming architecture and bustling atmosphere set the perfect scene for this cruise.

From here, the classic wooden schooner, the Appledore, begins its cruise. The vessel’s long history, having circumnavigated the globe, adds a sense of adventure and authenticity to the sail. The meeting point is easy to find, and the tour ends back at the same location after the approximate 2-hour trip.

The Unique Experience of Raising the Sails

One of the highlights of this tour is the opportunity for passengers to participate in the traditional raising of the sails. This hands-on activity brings an extra layer of engagement, allowing guests to connect with the sailing process. The crew members are friendly and happy to guide participants through the process, making it accessible for all skill levels.

This element distinguishes the Appledore cruise from more commercial, activity-heavy cruises. It appeals particularly to those curious about traditional sailing techniques and seeking a more authentic, immersive experience.

Scenic Waterfront Views and Key Landmarks

During the sailing trip, you’ll pass by some of Key West’s most notable waterfront sights. These include the historic seaport, with its old buildings and active marina, and the Navy Mole, a historic pier. The schooner also drifts past Mallory Square, famous for its vibrant sunset celebration.

Passengers get a different perspective of Key West’s skyline, watching the city’s lights and colorful buildings gradually get bathed in sunset hues. The trip offers a peaceful and picturesque view of Sunset Key, a private island known for its stunning beaches and luxurious accommodations.

Drinks, Snacks, and the Onboard Atmosphere

Included in the ticket price are premium beers, boutique wines, champagne, and cocktails, providing plenty of options for guests over 21. The crew also serves a chef’s selection of hors d’oeuvres and cocktail shrimp, adding a touch of elegance to the experience.

Many reviews highlight the friendly crew and the quality of the beverages. The atmosphere on board is relaxed, with most passengers enjoying their drinks while soaking in the sunset. Some mention the absence of loud music, favoring a peaceful environment that emphasizes the natural beauty of the surroundings.

The Crew: Friendly, Knowledgeable, and Entertaining

Multiple reviews praise the crew members like Pablo, Elliot, Brian, Josh, Andy, and Shawn for their friendly and engaging approach. They are noted for sharing interesting facts about Key West and providing excellent customer service.

The crew’s enthusiasm helps create a warm, welcoming vibe. They also guide guests through sailing procedures and answer questions, making the experience both educational and enjoyable. The crew’s ability to keep glasses full and provide quality snacks contributes significantly to the positive atmosphere.

The Comfort and Style of the Schooner Appledore

The Appledore schooner is celebrated for its classic wooden design and old-school sailing style. Unlike larger, loud catamarans, this vessel offers a more intimate and authentic sailing experience. Its well-maintained condition and comfortable seating make it suitable for relaxing and enjoying the sunset.

Reviewers appreciate the quiet, traditional ambiance, which allows for a more peaceful experience compared to speedboats or crowded party cruises. The schooner’s design and the crew’s professionalism make it a memorable vessel to be on during this special hour of the day.

Pacing, Crowd Levels, and Overall Atmosphere

This tour’s pacing is leisurely, with ample time to relax on deck and take in the views. The maximum of 36 travelers means the boat doesn’t feel crowded, maintaining an intimate environment. Reviews frequently mention appreciating the quiet, uncrowded setting, especially in contrast to more boisterous, music-heavy cruises.

Most guests find the timing perfect for watching the sunset without feeling rushed. The small group size and helping with sails make for a more engaging and memorable experience. The lack of loud music is a plus for those seeking serenity and connection with the natural surroundings.

Weather, Cancellation, and Practical Tips

This tour requires good weather, and if canceled due to poor conditions, travelers are offered a full refund or a different date. The free cancellation policy allows cancellation up to 24 hours in advance.

Guests are encouraged to arrive early and wear comfortable clothing suitable for being on the water. Since the tour does not include stops, guests should plan accordingly if they wish to explore before or after the cruise. The tour is accessible to most travelers, and service animals are allowed.

Who Will Enjoy This Sunset Sail?

The Key West Sunset Sail aboard the Appledore is ideal for those who appreciate a relaxed, scenic experience. It suits travelers interested in authentic sailing, beautiful views, and quality drinks and snacks. Its intimate atmosphere and hands-on sailing make it perfect for couples, small groups, or anyone seeking a peaceful evening on the water.

It’s less suitable for those looking for lively music or party atmosphere, as the tour emphasizes serenity, natural beauty, and local charm. Most reviews agree that this cruise offers a tranquil, memorable way to end or start an evening in Key West.

Key West Sunset Sail with Authentic Sailing and Stunning Views

This 2-hour voyage on the Schooner Appledore combines tradition, scenic beauty, and excellent service. The friendly crew, hands-on sailing, and complimentary premium drinks make it a standout choice for a peaceful, memorable sunset. The beautiful views of Key West’s skyline and Sunset Key are highlights, alongside the opportunity to learn about sailing and participate in raising the sails.

While the price point is reasonable, the tour’s popularity means advanced booking is wise. The small group size and quiet atmosphere set this experience apart from more crowded, noisy alternatives. For those seeking a relaxing and authentic way to enjoy the Key West sunset, this cruise offers genuine value.

Frequently Asked Questions

How long is the sunset sail?
The cruise lasts approximately 2 hours and includes no stops, just a scenic sail along Key West’s waterfront.

What does the tour include?
Guests enjoy premium beer, boutique wine, champagne, cocktails, as well as hors d’oeuvres and cocktail shrimp. Soda and water are also provided.

Where does the tour depart from?
The tour departs from 200 William St, Key West. The meeting point is at the historic seaport.

Is there an opportunity to participate in sailing?
Yes, passengers are invited to help raise the sails, providing an authentic sailing experience.

What stops are included during the cruise?
The cruise passes by Key West’s skyline, the historic seaport, the Navy Mole, Mallory Square, and Sunset Key.

Are there any restrictions?
Most travelers can participate, and service animals are allowed. The tour requires good weather.

Can I cancel my booking?
Yes, full refund is available if canceled at least 24 hours in advance. Cancellations less than 24 hours before the start are not refunded.

What is the atmosphere like?
The atmosphere is relaxed, quiet, and intimate, with many reviewers praising the lack of loud music and peaceful environment.

Is the schooner comfortable?
Yes, the Appledore schooner is praised for its classic wooden design and comfortable seating, making it perfect for enjoying the sunset.

Who should consider this tour?
It’s ideal for those who appreciate a traditional sailing experience, beautiful scenery, and a peaceful environment to unwind and watch the sunset.

Are drinks and snacks high quality?
Yes, reviews consistently mention good quality beverages and tasty hors d’oeuvres, with some noting the friendly, attentive crew.

Is this an affordable activity?
At $89 per person, it offers great value for the quality of experience, especially considering the personalized service and authentic sailing.

This Key West Sunset Sail on the Schooner Appledore provides a relaxing, scenic, and authentic way to enjoy the city’s most famous sunset. Its classic schooner style, friendly crew, and beautiful views make it a strong choice for anyone seeking a peaceful evening on the water.