Key West: Schooner Full Moon Night Sail with Drinks

Imagine slipping away from the busy streets of Key West into the calm, cool waters as night falls. This is exactly what the Schooner Full Moon Night Sail offers—a serene cruise aboard the elegant Schooner America, set against the backdrop of a full moon and twinkling shoreline lights. We’ve gathered plenty of details to help you decide if this 1.5-hour cruise fits your travel style, especially if you’re craving a peaceful, scenic evening with a touch of sophistication.

What we love about this experience is the combination of authentic sailing charm—sailing on a beautifully restored schooner with teak decks and mahogany trimmings—and the relaxing ambiance created by star-gazing and gentle night breezes. Plus, the inclusion of complimentary drinks makes unwinding even easier.

One possible consideration is that the tour is not suitable for wheelchair users, and parking around the historic area can be limited. If you’re prepared for some logistical planning, this cruise is perfect for those seeking a tranquil, intimate outing that feels more like a private escape than a tour.

This experience is especially well-suited for couples, small groups, or anyone looking to add a touch of romance or serenity to their Key West visit. If you enjoy being outdoors, on the water, and want to see the shoreline in a new light, this sail is a lovely choice.

Key Points

• Elegant schooner equipped with teak decks and a vast canvas for a classic sailing experience
• Ideal for star-gazing and enjoying the peacefulness of night watercraft
• Includes drinks—two alcoholic beverages for 21+ and soft drinks/water
• Limited group size keeps the experience intimate and relaxed
• Perfect timing for sunset or moonlit views, creating a romantic or calming atmosphere
• Limited parking in downtown Key West means planning ahead is advisable

You can check availability for your dates here:

The Experience: What to Expect

When you step aboard the Schooner America, you immediately notice its timeless appeal. With nearly 3,600 square feet of canvas and polished teak decks, this vessel exudes classic maritime elegance. The America 2.0 has mahogany trimmings and a spacious layout—making it a pleasure to sit back and unwind.

The cruise begins behind the Schooner Wharf Bar, a lively spot that combines a bustling local vibe with easy access to the water. Before departure, you’ll need to exchange your voucher at the Classic Harbor Line ticket booth, so giving yourself a few extra minutes for parking and check-in is wise. Be aware that parking is tight around the Historic Key West Bight, so arriving early can save some stress.

Once on board, the sail is silent—no noisy engines here—just the gentle sound of the wind and the water. As the schooner glides through the calm waters, you’ll be able to look out across the shoreline lights that shimmer in the distance, creating a magical backdrop for your evening.

The Cruise at Night

One of the major highlights is the opportunity to star gaze under the full moon. The open deck allows unobstructed views of the sky, making it an ideal setting for night photography or simply soaking in the celestial show. The experience is described by one traveler as “fabulous,” with first-timers appreciating how peaceful and beautiful the ride was—an indication that the calm waters and gentle breeze can make even novices feel like seasoned sailors.

Drinks and Relaxation

Included in the package are two alcoholic drinks for guests aged 21 and over, along with soda and water for everyone. This makes it easy to toast the evening or enjoy a refreshing sip as you relax on deck. Additional beverages are available for purchase via credit card, which might be a good idea if you want more than the included drinks.

The Shoreline Views

As night settles in, you’ll see the twinkling lights of Key West and its shoreline, giving a new perspective on the familiar scenery. The calm waters and the moonlight combine to produce an almost hypnotic ambiance—perfect for unwinding after a busy day of sightseeing.

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Detailed Breakdown: Why This Tour Stands Out

The Schooner America – Classic Sailing Elegance

The Schooner America is a beautifully maintained vessel, combining historical charm with modern comfort. With teak decks and mahogany trimmings, it feels like stepping into a piece of maritime history. The nearly 3,600 square feet of canvas not only make for an authentic sailing experience but also create a cozy, shaded environment during the day or a canopy against the moonlight at night.

The Itinerary & Timing

At 1.5 hours, this cruise strikes a perfect balance—long enough to relax and truly soak in the surroundings but short enough to fit into an evening schedule. The tour generally takes place in the evening, with sunset or moonlit views depending on the time of year and weather.

Starting behind the historic Schooner Wharf Bar, the vessel glides silently through the water, offering unobstructed views of the coastline and sky. For those who enjoy a slow, scenic pace and the chance to truly disconnect, this cruise delivers.

The Views & Atmosphere

What makes this sail memorable is the combination of views and ambiance. The shoreline lights twinkle like stars in the distance, and the full moon provides natural lighting that turns the water into a shimmering mirror. We loved the way the calm, silent sailing allowed us to focus on the beauty of the surroundings—an experience that’s almost meditative.

The Drinks & Social Aspect

Having drinks included adds a social layer, whether you’re sharing with friends or quietly sipping alone. The two included drinks, along with soft drinks and water, are enough to feel relaxed without feeling overindulgent. Additional beverages can be purchased easily with a credit card, making it flexible for those wanting more.

The Experience Reviews

Feedback from other travelers highlights how much they appreciated the knowledgeable crew and the stunning views. One traveler from the United States called it a “fabulous experience,” especially as their first time sailing—a testament to how approachable and enjoyable the experience is for newcomers.

Practical Details & Tips

• Pricing: At $84 per person, you’re paying for a quality, intimate experience rather than a large tourist boat. Given the included drinks and the beautiful setting, many find it good value.
• Booking & Cancellation: You can cancel up to 24 hours in advance for a full refund, giving some flexibility if your plans change.
• What to Bring: Remember to bring your passport or ID to check in. Evenings can be cool, so consider a light jacket.
• Restrictions: Smoking, drugs, and alcohol outside of the provided drinks are not allowed. The tour is not suitable for wheelchair users, so plan accordingly.

Who Is This Tour Best For?

This cruise suits travelers who enjoy a tranquil, scenic experience in a small-group setting. Romantic couples, families with older children, or anyone seeking a peaceful evening on the water will appreciate this outing. It’s ideal for those who want to see Key West from a different angle—away from busy beaches and crowded streets—and who value a bit of historical elegance combined with natural beauty.

The Sum Up

The Key West Schooner Full Moon Night Sail offers an authentic, refined way to experience the island’s waters after sunset. With stunning shoreline views, a chance to star gaze under a clear full moon, and the comfort of a beautifully restored schooner, it’s a memorable way to unwind at the end of a day. The experience’s intimacy, lovely scenery, and included drinks make it a solid choice for those wanting a relaxed, scenic escape.

While parking might require some planning, the tranquil ambiance and the chance to see Key West from the water in a classic vessel more than compensate. Whether you’re celebrating a special occasion or simply looking to enjoy a peaceful evening, this cruise is worth considering.

FAQ

Is there a dress code for the cruise?
There’s no strict dress code, but casual, comfortable clothing suited for an evening outdoors is best. Light layers are recommended as it can get breezy on the water.

How long is the cruise?
The cruise lasts approximately 1.5 hours, making it a perfect addition to an evening outing without taking up too much time.

Are drinks included?
Yes, the tour includes two alcoholic beverages for guests 21 and over, along with soda and water.

Can I bring additional drinks?
Extra beverages are available for purchase via credit card onboard.

What should I bring with me?
Bring your passport or ID, and consider a light jacket or sweater for cooler evenings. Sunscreen is less important at night, but a hat or sunglasses might be helpful if it’s early evening.

Is parking easy around the departure point?
Parking around the Historic Key West Bight is limited. Arriving early or planning extra time for parking is advisable.

Is this tour suitable for children or those with mobility issues?
The tour is not recommended for wheelchair users and is primarily designed for adults or older children comfortable with outdoor, boat-based activities.

In the end, this schooner night sail is a quietly elegant way to appreciate Key West’s natural beauty and maritime charm. Whether you’re seeking romance, relaxation, or just a different perspective on the island, it’s a peaceful, scenic experience that’s easy to recommend.

You can check availability for your dates here: