Key West’s Schooner Appledore Star Champagne Sunset Sail

Key West’s Schooner Appledore Star Champagne Sunset Sail offers a delightful way to end a day in paradise. Imagine yourself on the deck of a classic two-masted schooner, feeling the wind in your hair as you glide into the sunset over the southernmost point of the U.S. From the bustling Key West harbor, the Appledore Star unfurls its sails, carrying you past iconic sights like Mallory Square’s Sunset Celebration and Fort Zachary Taylor.

This tour lasts about two hours, making it a perfect way to relax after a day of exploring. The experience is largely centered on comfort, scenic beauty, and good company—plus plenty of opportunities to get involved if you’re feeling adventurous. We love the spacious decks and the quality drinks and appetizers that elevate the experience, but a little heads-up: this is a popular choice, so booking ahead is wise. If you’re someone who enjoys a relaxed, scenic cruise with a touch of sailing fun, this tour is likely to suit you well.

One aspect worth noting is that this is a smaller, more intimate experience. If you’re looking for a lively party atmosphere with lots of noise, this might be a quieter, more refined alternative. Also, since the tour is about two hours, it’s ideal for those with limited time but who still want a memorable sunset experience.

Who would love this? This tour will appeal to travelers wanting a romantic, scenic, and comfortable sunset cruise. It’s perfect for couples, small groups, or anyone who appreciates sailing, good drinks, and a spectacular sunset backdrop.

Key Points

• Comfort & Space: Spacious decks provide plenty of room to relax and enjoy the scenery.
• Authentic Sailing Fun: Guests can help hoist the sails or take a turn at the wheel—fun for those who want a hands-on experience.
• Premium Drinks & Appetizers: Champagne, boutique wines, tropical sangria, and soft drinks are included, along with a chef’s hors d’oeuvres selection.
• Iconic Views: The route includes views of Mallory Square, Navy Mole, and Fort Zachary Taylor, all with the stunning sunset as a backdrop.
• Friendly Crew & Quality Service: Multiple reviews rave about the staff’s friendliness and the overall vibe.
• Lasting Memories: Ideal for a romantic evening or a special treat during your Key West stay.

You can check availability for your dates here:

A Deep Dive into the Experience

The Departure & Check-in

Your adventure begins at the check-in booth at the end of William Street, just past the Western Union sign and near the Schooner Wharf Bar. Arrive 30 minutes early to sign a waiver and receive your boarding pass—this is a small step that pays off with a smooth start. The coordinates (24.560385, -81.801811) help you find the spot with ease.

Setting Sail & Sights

Once onboard, the crew unfurls the sails, and the schooner begins its journey out of the busy harbor. This vessel is unique—the only bugeye schooner in Key West and the last of its kind built for oyster dragging. That’s a special detail for those interested in maritime history and craftsmanship.

As the schooner glides past sights like Mallory Square’s Sunset Celebration, you’ll love the way the setting sun paints the sky in vivid oranges and reds. The captain carefully maneuvers into the perfect position for sunset viewing—a crucial part of the experience.

Drinks & Hors d’oeuvres

Throughout the cruise, you’ll enjoy an assortment of drinks: champagne, boutique wines, tropical sangria, cold beer, and soft drinks. The option to request top-shelf cocktails like Tito’s, Crown Royal, Captain Morgan, or Chandron Brut adds a touch of luxury. The hors d’oeuvres—including cocktail shrimp and chef’s selection—are thoughtfully prepared in-house, making them far better than standard cruise fare.

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Participatory Sailing

One of the highlights for many guests is the chance to help hoist the sails or take a turn at the wheel. This makes the cruise more than just sitting back and gazing—it’s an active, engaging experience. Plus, it adds a real sense of connection to the maritime tradition.

The Sunset & Return

As the sun dips below the horizon, the crew positions the schooner for the best views. The fiery sky combined with the gentle motion of the boat creates a tranquil, almost meditative atmosphere. As night falls, you can continue enjoying your drinks and appetizers until the schooner starts its return journey to the harbor, which is just as beautiful in the fading light.

Post-Cruise & Overall Atmosphere

Guests consistently praise the friendly, professional crew, describing them as “excellent” and “wonderful,” which makes all the difference in creating a relaxed, welcoming environment. The overall vibe is intimate and cozy, perfect for couples or small groups seeking a quiet, scenic experience rather than a loud party.

Pricing & Value Analysis

While the tour isn’t inexpensive, the quality and atmosphere justify the cost for many. With included champagne, boutique wines, tropical sangria, premium beer, soft drinks, plus hors d’oeuvres, the value is quite good. The two-hour duration allows plenty of time to unwind without feeling rushed.

Compared to other sunset cruises that might charge extra for drinks or food, this tour’s all-inclusive approach makes it straightforward and convenient. The small group size enhances the personal feel, making it a better value for those who appreciate intimacy and attentive service.

Who Should Consider This Tour?

This cruise is best suited for romantic couples, small groups, or anyone seeking a relaxed, scenic, and participatory sailing experience. If you’re a maritime history buff or carry a fondness for classic schooners, you’ll appreciate the vessel’s unique design. However, if you prefer a lively party atmosphere, you may find this more subdued.

The Sum Up

The Key West Schooner Appledore Star Champagne Sunset Sail offers a beautifully balanced mix of scenic views, engaging sailing, and good company. It’s a refined yet approachable way to experience one of the island’s most iconic moments—the sunset—while enjoying top-quality drinks and hors d’oeuvres.

For travelers who relish a romantic, peaceful cruise with a touch of hands-on sailing fun, this experience will hit the mark. It’s especially appealing for those who appreciate a small-group atmosphere and authentic maritime charm.

This tour proves that sometimes, the simplest ideas—great sailing, good drinks, and a spectacular sunset—make for the most memorable evenings. It’s a lovely way to unwind, reflect, and enjoy the natural beauty of Key West.

Frequently Asked Questions

How long is the sunset sail?
The cruise lasts about two hours, providing plenty of time to relax, enjoy the scenery, and savor your drinks.

Where do I meet for the tour?
Check-in is at the check-in booth at the end of William Street, just past the Western Union sign, near the Schooner Wharf Bar. Arrive 30 minutes early.

Is there an age requirement?
While not explicitly stated, you should bring a valid ID if you plan to consume alcohol. It’s a suitable experience for adults, but families might want to check with the provider directly regarding children.

Do I need sailing experience?
No prior sailing experience is necessary. You can help hoist the sails or take a turn at the wheel if you wish, but it’s entirely optional.

What drinks are included?
Guests enjoy champagne, boutique wine, tropical sangria, premium beers, and soft drinks. You can also request top-shelf cocktails, such as Tito’s or Crown Royal.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund. This flexibility makes booking easier if your plans are uncertain.

If you’re seeking a relaxed, authentic, and scenic way to experience Key West’s famous sunset, this sail on the Appledore Star delivers. It balances comfort, participation, and spectacular views—a memorable evening in paradise.

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