Key West: Live Christmas Holiday Music Cruise with Hot Cocoa

A Festive Holiday Cruise in Key West: What You Need to Know

Imagine celebrating Christmas in a setting that combines the warmth of holiday traditions with the laid-back charm of Florida’s southernmost point. For $88 per person, you can enjoy a 1.5-hour holiday cruise aboard the Schooner America 2.0. Departing from Key West, this experience offers a blend of festive lights, lively Christmas music, and some nautical fun that makes it stand out among holiday activities.

What we love about this cruise is how it balances festive cheer with a relaxed sailing vibe. The boat is decorated with holiday lights, creating a cozy, joyful atmosphere, and the live band throws in lively tunes that get everyone singing along. Plus, the two included drinks—beer, wine, or champagne—are a thoughtful touch that complements the holiday cookies and treats.

One thing to keep in mind is that seating might be assigned, so if you’re hoping for a particular spot, it’s worth arriving early. Also, additional beverages are available for purchase if you want more than the two included drinks. This cruise is best suited for families, friends, or couples looking to enjoy a spirited holiday activity without the crowds or fuss of a traditional party.

This experience is perfect for travelers who enjoy music, light-hearted holiday fun, and a scenic boat ride. If you’re in Key West during December and want a memorable, relaxed way to celebrate Christmas, this cruise hits the sweet spot.

You can check availability for your dates here:

Key Points

• Festive Atmosphere: Holiday lights and live Christmas music create a cheerful setting.
• Inclusion of Drinks: Two complimentary drinks of beer, wine, or champagne are included for 21+ guests.
• Family-Friendly: Suitable for families and groups seeking holiday fun on the water.
• Duration and Timing: Lasts about 1.5 hours, typically in the evening, making it ideal for winding down after a day of sightseeing.
• Location and Meeting Point: Conveniently at 202 William Street, behind the Schooner Wharf Bar.
• Value for Price: Includes holiday treats and beverages, offering a balance of fun and value.

An In-Depth Look at the Christmas Holiday Cruise in Key West

The Setting: Sailing into the Spirit of the Holidays

Once aboard the Schooner America 2.0, you’ll immediately notice the boat’s cheerful holiday decor. The deck is adorned with lights that twinkle as you set sail along the scenic waters of Key West. This setting offers a unique vantage point for seeing the island’s coastline, decorated in holiday splendor, against a backdrop of sunset or evening sky.

The boat itself is a classic schooner, adding a touch of nautical charm to the holiday festivities. The crew ensures everyone feels welcomed—guiding you to your seat, explaining how the cruise will unfold, and setting the tone for a relaxed, fun-filled evening.

The Live Band and Holiday Music

One of the highlights is the live band playing festive Christmas tunes. The music isn’t just background noise; it’s lively, engaging, and encourages guests to sing along. Whether it’s classic carols or upbeat holiday hits, the band’s performance creates a joyful, communal atmosphere.

Guests have shared positive impressions: “We loved the way everyone joined in singing. It felt like a holiday party on the water.” The music, combined with the sparkling lights, truly captures the spirit of Christmas in a warm, convivial setting.

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The Drinks and Holiday Treats

Your ticket includes two complimentary drinks—choices of beer, wine, or champagne—making it easy to toast the season. The bar is well-stocked, and extra beverages are available for purchase if you want more. Sipping your drink while watching the sunset or the city lights flicker on creates an authentic holiday mood.

Plus, holiday cookies and treats are provided, adding a sweet touch to the experience. Guests have appreciated this thoughtful inclusion: “The holiday snacks were a perfect finish to the cruise, and the drinks kept the festive spirit flowing.”

The Itinerary and Duration

At roughly 1.5 hours, this cruise fits well into an evening plans in Key West. It’s long enough to enjoy the scenery, music, and company but not so lengthy that it becomes tiring—ideal for families with children, couples on a romantic outing, or groups of friends.

Departure is from 202 William Street, behind the Schooner Wharf Bar, making it easy to combine with other sightseeing or dining plans nearby. The cruise generally runs in the evening, offering a beautiful view of holiday lights against the night sky.

The Experience: Authentic, Fun, and Relaxed

Guests often mention how the casual, friendly atmosphere makes this a memorable holiday experience. “It’s not fancy, but that’s part of the charm,” one reviewer notes. The combination of live music, nautical setting, and holiday cheer makes for a very authentic Key West holiday activity.

Some reviews mention that seating may be assigned, so arriving early can secure a preferred spot. Also, if you’re hoping for additional beverages or snacks, those are available for purchase on board. This flexibility means you can customize your experience to what suits your holiday mood.

Considerations and Tips

• Arrive early to secure the best seating.
• Dress warmly — December evenings can be cool, especially on the water.
• Bring ID or passport if you plan to order alcohol.
• Plan for additional drinks if you want more than the two included.
• No smoking is allowed on the boat, keeping the environment comfortable for all.
• Seating might be assigned, so be flexible if you have preferences.

Who Will Love This Cruise?

This holiday cruise appeals most to those looking for a lighthearted, joyful way to celebrate Christmas in Key West. It’s ideal for families, couples, or groups of friends who enjoy live music, a scenic boat ride, and holiday treats. It’s not overly formal, making it accessible for all ages, and its relaxed pace invites everyone to kick back and soak in the festive vibe.

If you’re after a unique holiday memory that combines sea breezes, sparkling lights, and joyful music, this cruise is a solid choice. It offers good value for the price, especially considering the included drinks and treats, and provides a cheerful, authentic taste of Key West’s holiday spirit.

FAQs

Is this cruise suitable for children?
While not explicitly specified, the relaxed and festive nature suggests it’s family-friendly. However, since alcohol is served, parents should consider whether their children will enjoy the musical atmosphere.

What is included in the ticket price?
Your ticket includes the 1.5-hour cruise, holiday treats, and two drinks of beer, wine, or champagne for guests 21 and older.

Can I purchase additional drinks?
Yes, extra beverages are available for purchase onboard if you want more than the two included drinks.

Where do I meet for the cruise?
The meeting point is 202 William Street, Key West, FL 33040, directly behind the Schooner Wharf Bar.

Is there any dress code?
Comfortable clothing suitable for cool evenings is recommended; consider bringing a light jacket or layers.

Is the seating assigned?
Seating may be assigned, so arriving early can help you choose a preferred spot.

What if I need to cancel?
You can cancel up to 24 hours in advance for a full refund, providing flexibility in your travel plans.

How long in advance should I book?
Since space might be limited and demand could be high during the holiday season, booking early is advisable to secure your spot.

Final Thoughts

The Key West: Live Christmas Holiday Music Cruise with Hot Cocoa offers a charming, authentic way to celebrate the season on the water. Its relaxed pace, festive music, and inclusive drinks make it a fun break from traditional holiday routines. Whether you’re a local looking to add some holiday sparkle or a visitor wanting a memorable Key West experience, this cruise hits all the right notes.

Suitable for families, couples, or groups of friends, it provides a cozy, spirited atmosphere with stunning views and lively entertainment. While it’s not a formal event, the warmth of holiday cheer, combined with the scenic setting, ensures you’ll leave with a cheerful heart and perhaps a few new holiday memories.

If you value music, scenic sailing, and a genuine holiday vibe, this cruise certainly deserves a spot on your Key West holiday itinerary.

You can check availability for your dates here: