Celebrate the season aboard the 105-foot Schooner America 2.0 for a 90-minute holiday sail in Key West Harbor. Enjoy live music, two drinks, hot cocoa and festive lights while cruising past the town’s lit waterfront.
More ways to explore the area's outdoor wonders
The schooner slips out of the historic Key West Bight as dusk loosens the heat, Christmas lights wrapped around her rigging and a live band tuning on deck. Salt tang and hot cocoa mingle with the murmur of the harbor; palms lean like an audience as the 105-foot Schooner America 2.0 points toward open water for a 90-minute holiday sail.
Difficulty
easy
Duration
1–1.5 hours
Fitness Level
Suitable for all fitness levels; minimal mobility required for boarding stairs and deck movement
Wildlife
History
Key West’s harbor was a center for wrecking, sponging and shipbuilding in the 19th century; the Schooner America 2.0 echoes the island’s long sailing tradition.
Conservation
Be mindful of the nearby coral reef ecosystems—avoid throwing anything overboard and follow crew guidance to minimize disturbance to wildlife and water quality.
Reserve your spot on the Key West Christmas Cruise with Live Band and Drinks today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Arrive Early for Check‑In
Plan to check in 20–30 minutes before departure at the ticket booth on William Street to receive boarding passes required for entry.
Bring Photo ID If You’ll Drink
Two adult drinks are included; you must present valid photo identification that matches the reservation to be served alcohol.
Dress in Layers
Even in winter the sun can be warm but evening breezes get cool on the water—pack a light jacket or windbreaker.
Expect Limited Parking
Parking near the Historic Seaport is scarce—allow extra time or use public transit/taxi to avoid missing boarding.
Photo ID (Required for alcohol)
Needed at check-in to verify reservation name and for any alcoholic beverages.
Windbreaker or Light Jacket
Keeps you comfortable when evening sea breezes pick up after sunset.
winter
Non‑Slip Closed‑Toe Shoes
Provides better stability on wet decks during boarding and while the boat moves.
spring
Small Camera or Binoculars
Useful for capturing waterfront lights, distant shorelines and nearby marine life.
summer