Tours & experiences

Key West Christmas Cruise with Live Band and Drinks

About this experience

Join us for a family-friendly holiday sail aboard Schooner America 2.0 decorated with festive Christmas lights! Sing along to your favorite Christmas music with our live band and celebrate the holidays and Christmas in Key West. Enjoy a festive hot cocoa and holiday treats as we glide along with water for a fun night in Key West. Our beautiful 105-foot Schooner America 2.0 in full holiday decor that's sure to get you into the Christmas spirit in Key West harbor.

At a glance

  • Duration: 1 hr 30 min

Choose your tour option

Select a date and travellers to compare current prices and departure times.

Daytime Holiday Cruise Option
2 drinks included: Each ticket comes with 2 beverages. We have both alcoholic and non-alcoholic options available.
Family option: This is a fun family-friendly event. Kids sail free! Everyone attending needs a ticket. Please select accordingly at checkout
Evening Option
2 drinks included: Each ticket comes with 2 beverages. We have both alcoholic and non-alcoholic options available.
General Admission Ticketing: Adult ticketing applies to all travelers. Select an 'adult' ticket for anyone planning to attend including infants/children.

Plan your experience

Time on the tour1 hr 30 min
Guide languagesEnglish (live guide)

Set aside 1 hr 30 min for the experience itself, with additional time to reach your meeting or pickup point.

Compare the available options before choosing: their itinerary, inclusions and pickup arrangements can differ. Check the price for your date and whole group.

Before you go

  • Suitable for all physical fitness levels

Local guides to help you plan

Key West Live Music Guide

Hook your night with Key West’s best live music spots, from sunset sets to Duval’s after-dark pulse, before the real surprise begins.

Best Key West Sunset Cruise

Best Key West sunset cruise picks reveal which boats, vibes, and hidden extras turn an ordinary evening into something you won’t expect.

What is included

  • Two drinks included. Beer, wine, champagne for ages 21+. Non-alcoholic drinks also available.
  • 1.5-hour holiday cruise aboard Schooner America 2.0
  • Holiday treats

Not included

  • Additional beverages are available for purchase onboard by credit card
  • Gratuity

Itinerary and highlights

See the Key West waterfront and enjoy the waters around Key West from a sailboat as we enjoy a festive holiday sightseeing sailboat ride

Meeting and pickup information

  • Check in is located dockside in front of the Schooner Wharf Bar at 202 William Street in Key West, 33040. Our ticket booth is located at the end of William Street near the corner of William St and Greene St. Parking can be found in the municipal lot on Caroline St.

Languages and tickets

  • English — Guide
  • Mobile Only

Tour operator

  • Classic Harbor Line

Accessibility and practical details

  • Service animals allowed
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • Guests must check in at the ticket booth 30-45 minutes prior to the departure time for boarding passes

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Questions about this experience

How long is this experience?
The supplier lists a duration of 1 hr 30 min. Check your chosen tour option for its specific itinerary.
Which guide languages are listed?
English (live guide).
What ticket format is listed?
Mobile ticket.
What ticket age bands are listed?
Child tickets: age 0–12; Adult tickets: age 13+. Check the practical details for participation requirements.
What accessibility information is provided?
Service animals allowed
What is the cancellation policy?
For a full refund, cancel at least 24 hours before the scheduled departure time.

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