Key West: Live Christmas Holiday Music Cruise with Hot Cocoa

This review explores an evening aboard the Schooner America 2.0 during the holiday season in Key West. While we haven’t personally taken the cruise, detailed feedback and official descriptions paint a picture of a charming, lively, and cozy way to celebrate Christmas on the water.

What stands out are the lively live Christmas music, the festive holiday lights decorating the schooner, and the relaxing atmosphere perfect for friends, families, or couples looking to add some holiday sparkle to their trip. The inclusion of two complimentary drinks adds a touch of indulgence, especially for those who enjoy a glass of wine or bubbly while soaking in scenic views.

A possible consideration is the duration of only 1.5 hours, which is perfect for a quick festive outing but may leave true Christmas enthusiasts wishing for a longer celebration. The cruise is best suited for travelers seeking a fun, lighthearted holiday activity that combines scenic views with holiday cheer rather than a deep dive into holiday traditions.

Whether you’re visiting Key West for Christmas or simply looking to enjoy the holiday spirit in a new way, this cruise offers a memorable, spirited experience that balances entertainment, scenic beauty, and holiday warmth.

• Festive Atmosphere: Holiday lights and decorations create a cheerful setting.
• Live Music: A live band plays fun Christmas tunes, encouraging sing-alongs.
• Included Drinks: Two free drinks for 21+—beer, wine, or champagne—add value.
• Holiday Treats: Cookies and holiday snacks are part of the experience.
• Ideal Duration: 1.5 hours makes it a manageable, evening activity.
• Meeting Point: Conveniently located behind the Schooner Wharf Bar in Key West.

Setting the Scene: A Festive Voyage on Schooner America 2.0

The experience begins at the meeting point at 202 William Street, right behind Key West’s iconic Schooner Wharf Bar. From there, you’ll step aboard the Schooner America 2.0, a vessel decked out in holiday lights that instantly evoke a warm, celebratory vibe. The crew’s friendly welcome sets the tone for what’s to come: a cozy, joyful cruise perfect for getting into the Christmas spirit.

The vessel itself is well-suited for groups, with ample outdoor space and a stable platform that allows guests to enjoy the water views comfortably. Though seating might be assigned, the open deck layout encourages mingling and enjoying the sights and sounds of Key West at night.

You can check availability for your dates here:

The Cruise Itself: Music, Lights, and Holiday Cheer

The main attraction is the live band playing Christmas music, which adds an authentic festive touch. Expect a playlist of familiar holiday tunes, probably ranging from classic carols to more contemporary favorites, all performed live—likely by a talented local group. According to reviews, it’s a lively atmosphere where guests are encouraged to sing along, making it more than just a passive viewing experience.

The holiday lights decorating the schooner help to create a magical environment. They reflect softly on the water, adding to the visual appeal and making the boat feel like a floating Christmas wonderland. The combination of music and lights makes the cruise a perfect backdrop for holiday photos, or just soaking in the holiday ambiance.

Drinks and Treats: Keeping It Festive and Flavorable

Each ticket includes two complimentary drinks—choices of beer, wine, or champagne for those over 21—which makes the cruise feel like a mini celebration. These beverages are available from the onboard bar, and reviews mention that the drinks are well-chosen, adding a touch of sparkle without breaking the bank.

For those with a sweet tooth, holiday cookies and treats are included, contributing to the festive vibe. Additional beverages are available for purchase, but the included drinks are generally enough to keep spirits high.

The Balance of Value and Experience

At $88 per person, the cruise offers a good balance of value considering the included drinks, live music, decorations, and the scenic waterway. The 1.5-hour duration means you get to enjoy a meaningful holiday experience without it becoming too lengthy or tiring. It’s a manageable outing that fits well into an evening schedule, especially when combined with dinner or other local activities.

Reviewers highlight that the boat’s friendly crew creates a welcoming environment, often noting the professionalism and warmth of the staff. This adds to the overall enjoyment, making the cruise feel like a special holiday gathering rather than a commercial event.

Who Would Love This Experience?

This cruise is ideal for families, friends, or couples wanting to enjoy a relaxed, entertaining evening. It’s particularly well-suited for those seeking a festive activity that combines scenic views, holiday music, and light-hearted fun. Since it’s not overly formal, it’s accessible for most ages and offers a good introduction to Key West’s holiday offerings.

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Practical Tips for Attending

• Arrive early at 202 William Street to settle in, especially during busy holiday times.
• Bring your ID or passport, as proof of age is needed for the complimentary drinks.
• Dress comfortably, but consider layers, as evening breezes can be cool.
• Seating may be assigned, so don’t expect first-come, first-served on this cruise.
• No smoking onboard, in accordance with safety regulations.
• If you want to extend your holiday cheer, you might consider arriving early to explore the nearby area or grabbing a drink at the Schooner Wharf Bar before the cruise.

This Christmas cruise in Key West offers a cheerful, scenic, and musical way to celebrate the holidays. With its lively live band, gorgeous holiday lights, and included drinks, it delivers good value and authentic fun. It’s especially suited for those who want a quick, joyful holiday activity that captures the spirit of Christmas on the water.

While it’s not a long, deep dive into holiday traditions, it excels at providing a memorable, lighthearted experience that fits easily into a holiday itinerary. The combination of scenic views, festive atmosphere, and friendly staff makes this cruise a charming choice for most travelers visiting Key West during the holiday season.

If your goal is to enjoy holiday cheer in a relaxed setting with beautiful water views, this cruise is a worthwhile addition to your festive plans.

How long is the Christmas cruise?
It lasts approximately 1.5 hours, making it a manageable and enjoyable evening activity.

What is included in the ticket price?
Your ticket includes a scenic cruise aboard Schooner America 2.0, one hot cocoa or beverage from the bar, holiday treats, and two complimentary drinks of beer, wine, or champagne if you’re 21 or older.

Are additional drinks available for purchase?
Yes, extra beverages can be bought onboard, including other alcoholic and non-alcoholic options.

Where do I meet for the cruise?
The meeting point is at 202 William Street, directly behind the Schooner Wharf Bar in Key West.

Is there a dress code?
There’s no formal dress code, but dressing comfortably and in layers is recommended due to evening breezes.

Can I cancel my booking?
Yes, you can cancel up to 24 hours in advance for a full refund.

Is seating assigned?
Yes, seating arrangements may be assigned, so expect some pre-determined seating.

Is this cruise suitable for children?
While the experience is family-friendly, the inclusion of alcohol means it’s primarily aimed at adults; children can enjoy the sights and treats but won’t partake in drinks.

Is smoking allowed onboard?
No, smoking is not permitted on the schooner for safety reasons.

This lively Christmas cruise in Key West offers an inviting way to celebrate the season, blending scenic water views with holiday music and treats. Perfect for those wanting a fun, uncomplicated holiday outing, it promises a memorable night on the water.