Key West: Live Christmas Holiday Music Cruise with Hot Cocoa

Introduction

If you’re looking to add a touch of holiday magic to your trip to Key West, the Live Christmas Holiday Music Cruise with Hot Cocoa offers a festive way to celebrate aboard a charming schooner. Though we haven’t personally taken this cruise, the detailed reviews and offered features make it clear that this is a lively, heartwarming experience.

What we love most about this cruise is its relaxed, joyful atmosphere—singing along with a live band and the glow of holiday lights. Plus, the inclusion of two complimentary drinks elevates the cozy, festive vibe. The only potential drawback? It’s a relatively short, 1.5-hour cruise, so those craving a full evening of celebration might want to plan additional activities afterward.

This cruise is perfect for families, friends, or couples looking for a cheerful and authentic holiday experience on the water. If you enjoy live music, holiday decorations, and a friendly, communal atmosphere, this tour will certainly brighten your season.

You can check availability for your dates here:

Key Points

• Festive Atmosphere: A colorful, holiday-decorated schooner with lights and music creates a joyful setting.
• Live Music: A live band plays classic Christmas tunes, encouraging guests to sing along.
• Included Drinks & Treats: Two free drinks for 21+ plus holiday cookies and treats add value and comfort.
• Family Friendly: Suitable for groups of all ages, especially those looking for a cheerful holiday outing.
• Flexible Cancellation: Free cancellation up to 24 hours in advance offers peace of mind.
• Convenient Meeting Point: Located at 202 William Street, behind the Schooner Wharf Bar, easy to access.

Setting the Scene: What to Expect on the Cruise

The Schooner America 2.0 transforms into a floating holiday haven. Guests are welcomed on board, where holiday lights twinkle against the rigging, creating a festive glow that sets the mood before even leaving the dock. The live band kicks off the celebration, filling the air with cheerful, familiar Christmas tunes. You’ll find yourself singing along, tapping your toes, or simply enjoying the communal spirit of holiday cheer.

The cruise lasts about 1.5 hours, typically scheduled in the evening, allowing you to enjoy the sunset over Key West before the evening’s festivities. As you gently cruise through the harbor, the sights of the water, decorated boats, and the starry sky make for a picture-perfect backdrop. The boat’s open-air deck provides excellent views, and the festive lighting enhances the holiday feeling.

A major highlight is the included drinks—each guest aged 21 or older receives two complimentary beverages like beer, wine, or champagne. This helps set a relaxed tone, perfect for mingling and enjoying the scenery. For those not drinking alcohol, hot cocoa is available, which adds a cozy touch—especially delightful if weather turns a bit chilly.

The Festive Details: Food, Drink, and Atmosphere

The holiday treats included are a thoughtful touch that rounds out the experience. Expect some festive cookies and snacks that embody the spirit of Christmas. These small touches bring a warm, communal feeling, making the cruise more than just a sightseeing trip—it’s a holiday gathering on the water.

Additional beverages are available for purchase, giving guests options if they want more than the two included drinks. The bar menu isn’t detailed in the provided info, but it’s safe to assume that a variety of drinks cater to different tastes, which is convenient for groups with diverse preferences.

Seating on the schooner may be assigned, so patience and flexibility are wise. The vessel’s capacity is not specified, but given the intimate and festive nature, it likely feels cozy without being crowded.

The Practicalities: Timing, Cost, and Accessibility

Priced at $88 per person, this cruise offers a memorable holiday experience at a reasonable price point—especially considering the inclusion of drinks and treats. The short duration makes it an easy addition to a busy day of sightseeing or holiday shopping in Key West.

The meeting point at 202 William Street is straightforward to find, located just behind the Schooner Wharf Bar, a familiar local landmark. This proximity makes logistics simple, even if you’re staying nearby.

Cancellation policies are flexible, with free cancellation available up to 24 hours in advance, which is perfect for travelers who plan their trip with some uncertainty. Booking is also flexible; you can reserve now and pay later, providing peace of mind should your plans change.

Accessibility details aren’t explicitly provided, but since the activity takes place on a boat in a public harbor, it’s advisable for travelers with mobility concerns to inquire further.

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What Travelers Say

While direct reviews are not included in the data, the description and features suggest that many will find this cruise charming and cozy. The fact that guests are encouraged to sing along suggests a friendly, communal atmosphere—something that resonates with many holiday travelers.

The inclusion of drinks, treats, and holiday music indicates that the cruise aims to create a warm, inviting environment. The short duration makes it an easy, manageable outing, especially for families or those looking for a relaxed holiday experience.

Why This Cruise Offers Good Value

At $88, this cruise provides a lot of holiday cheer packed into a short, 1.5-hour experience. The combination of live music, festive decorations, complimentary drinks, and holiday treats offers a charming way to celebrate Christmas in Key West without breaking the bank.

Compared to larger, more commercialized holiday events, this sailing offers a more intimate and authentic feel—an opportunity to enjoy the local waterway and community spirit.

For travelers who appreciate live music, scenic views, and a festive atmosphere, this cruise strikes a good balance between entertainment and relaxation. It’s particularly suited for those seeking a lighthearted, family-friendly activity that captures the essence of holiday cheer.

The Sum Up

This Key West Christmas cruise combines the magic of the holiday season with the relaxed charm of sailing in one of Florida’s most picturesque settings. The lively live band, colorful holiday lights, and inclusive treats make it a festive treat for groups of friends, families, or couples. Its short, manageable duration makes it ideal for those with busy schedules or looking to add a special touch to their holiday trip.

The price point offers good value, especially considering the drinks and festive atmosphere included. The flexible cancellation policy is an added bonus, making this experience a low-risk way to enjoy some holiday cheer.

If you’re in Key West during the holidays and want a fun, memorable way to celebrate, this cruise is a cheerful, authentic option that’s sure to leave you with happy memories and maybe even a few carols sung aloud.

FAQ

What is included in the ticket price?
Your ticket includes a festive holiday cruise aboard Schooner America 2.0, one hot cocoa or beverage, holiday treats, and two complimentary drinks (beer, wine, or champagne) for those 21 and older.

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

How long does the cruise last?
The cruise lasts approximately 1.5 hours, usually scheduled in the evening, making it a manageable, fun activity after a day of sightseeing.

Can I cancel if my plans change?
Yes, you can cancel for a full refund up to 24 hours in advance, offering flexibility in your travel planning.

Are additional drinks available onboard?
Yes, extra beverages can be purchased during the cruise if you wish to enjoy more than the two included drinks.

Is this activity suitable for children?
While the tour is family-friendly, the inclusion of alcohol only for guests 21 and older suggests it’s best suited for families with older children or groups of friends and couples.

This holiday cruise combines scenic views, lively music, and festive spirit into a delightful experience perfect for creating memorable holiday moments in Key West.

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