Key West: Windjammer Champagne Sunset Sail

Key West’s Windjammer Champagne Sunset Sail offers an enchanting two-hour journey aboard the traditional wooden schooner, Appledore II. Departing from the southernmost point of the United States, guests can enjoy breathtaking views of historic landmarks while sipping on complimentary drinks like champagne and sangria. With the option to assist the crew in raising the sails, this excursion promises a memorable and interactive sailing adventure. Given its perfect rating, this unique experience is a must-do for visitors to the Florida Keys.

This experience made our article of 12 Best Wine Tours In Key West.

Key Points

• 2-hour sunset sailing excursion aboard the Appledore II, a 2-masted wooden schooner.
• Opportunity for passengers to assist in raising the sails and experience coastal charm.
• Complimentary drinks including champagne, sangria, wine, beer, and soft drinks.
• Stunning views of Key West’s historic landmarks during the cruise.
• Relaxing atmosphere to appreciate the vibrant sunset colors at the southernmost point of the United States.

You can check availability for your dates here:

Activity Overview

Visitors can embark on a 2-hour sunset sailing excursion from the southernmost point of the United States aboard the Appledore II, a 2-masted wooden schooner.

They’ll enjoy scenic views of Key West’s historic landmarks as the ship departs the dock. Passengers can even lend a hand in raising the sails.

This activity provides a unique opportunity to experience the area’s coastal charm and natural beauty during the transitional time between day and night.

Pricing and Reservation

The sunset sailing trip from Key West aboard the Appledore II starts at $89.95 per person.

Booking is flexible – reserve now and pay later with no upfront payment required.

Cancellation is free up to 24 hours in advance for a full refund.

• Flexible booking: Reserve now & pay later—no upfront payment required.

• Free cancellation: Cancel up to 24 hours in advance for a full refund.

• Tips for hotel pickup and drop-off not included.

Inclusions and Amenities

The sunset sailing trip includes a variety of complimentary drinks, such as champagne, sangria, wine, beer, liquor, and soft drinks. Guests also have the opportunity to assist the crew in raising the sails. However, tips for hotel pickup and drop-off are not included.

| Drink Offerings | Other Inclusions |

| — | — |

| Champagne | Sail raising |

| Sangria | Drinking water |

| Wine, Beer, Liquor | |

The two-hour cruise departs from Key West’s southernmost point, providing scenic views of the island’s historic landmarks along the way.

Meeting Point and Check-in

To check in for the sunset sailing trip, guests must arrive at the booth located at the end of William Street, near the Western Union sign, at least 30 minutes prior to the scheduled departure.

All participants must check-in to sign a waiver and receive a boarding pass. This process ensures a smooth and organized embarkation.

The check-in process allows guests to:

• Confirm their reservation and receive their boarding pass

• Sign the required waiver forms

• Ask any last-minute questions before setting sail

Once checked-in, guests can look forward to an enjoyable sunset sail aboard the Appledore II.

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Customer Feedback

The Key West Sunset Sail has received overwhelmingly positive reviews from past participants. Guests consistently rate the experience 5/5, praising the knowledgeable guides, value for money, and overall enjoyment. As shown in the table below, the tour scores highly across key metrics like guide quality and value.

| Metric | Score |

| — | — |

| Overall Rating | 5/5 |

| Guide Rating | 5/5 |

| Value for Money | 4.5/5 |

| Positive Feedback | "Enjoyable drinks", "Adequate food", "Recommended for all" |

The Key West Sunset Sail is a must-do activity for those visiting the southernmost point of the US, with rave reviews cementing its status as a quintessential Keys experience.

Sailing Experience

Aboard the Appledore II, a 2-masted wooden schooner, guests embark on a 2-hour sunset sailing adventure from Key West’s southernmost point.

The scenic cruise offers:

Stunning views of Key West’s historic landmarks, the opportunity to assist the crew in raising the sails, and complimentary drinks.

• Stunning views of Key West’s historic landmarks

• The opportunity to assist the crew in raising the sails

• Complimentary drinks including champagne, sangria, wine, beer, liquor, and soft drinks

As the boat glides across the tranquil waters, passengers can relax and take in the vibrant colors of the sunset.

This unique sailing experience is a highlight of any visit to the Florida Keys.

Scenic Highlights

The sunset sail offers stunning vistas of Key West’s historic landmarks, allowing passengers to marvel at the city’s architectural gems as they drift across the tranquil waters.

From the iconic Southernmost Point to the grand Mallory Square, the Appledore II provides unobstructed views of Key West’s most iconic sights.

Guests can admire the pastel-hued buildings, lush palm trees, and vibrant culture that have made the island a beloved destination.

The serene sailing experience creates a perfect backdrop to appreciate the beauty and charm of this Florida Keys paradise.

Departure and Return

Passengers meet at the booth at the end of William Street, near the Western Union sign, 30 minutes prior to the 2-hour sunset sail‘s scheduled departure.

After checking in and signing a waiver, they receive their boarding pass. The crew provides a brief safety orientation before setting sail from the USA’s southernmost point.

Guests can:

• Help raise the sails

• Enjoy complimentary drinks, including champagne, sangria, wine, beer, and soft drinks

• Take in scenic views of Key West’s historic landmarks during the relaxing sunset voyage.

Frequently Asked Questions

Can I Bring My Own Food and Drinks on Board?

No, passengers cannot bring their own food and drinks on board. The tour includes complimentary beverages such as champagne, sangria, wine, beer, liquor, soft drinks, and filtered water. Outside food and drinks are not permitted.

Is There a Minimum Age Requirement for the Sail?

There is no minimum age requirement for the sunset sail. However, all participants must sign a waiver, and guests under 21 years old are not permitted to consume alcoholic beverages during the trip.

Are There Any Restrictions on What I Can Wear?

There are no specific dress restrictions for the sunset sail. Guests should wear comfortable, weather-appropriate clothing and closed-toe shoes. It’s recommended to bring a light jacket or sweater as it can get cool on the water.

How Stable Is the Boat and What Are the Safety Precautions?

The boat is stable and has safety precautions in place. Life jackets are provided, and crew members are trained to handle any emergencies. Passengers are required to sign a waiver acknowledging the risks involved in the activity.

Can I Take Photos/Videos During the Sail?

Yes, passengers are welcome to take photos and videos during the sail. The boat is stable and safe, with safety precautions in place. Enjoy capturing the scenic views and memorable moments of the sunset sail.

The Sum Up

The Windjammer Champagne Sunset Sail in Key West offers a unique and unforgettable experience. Guests can savor the stunning views, enjoy complimentary drinks, and even participate in raising the sails. With its perfect rating, this excursion is a must-do for anyone visiting the Florida Keys, providing a memorable and interactive sailing adventure.

You can check availability for your dates here: