Experience the Magic of Live Jazz Night Sailing in Key West Harbor
Difficulty
easy
Duration
1.5 hours
Fitness Level
No advanced fitness needed; suitable for guests of all activity levels comfortable sitting and standing for up to 90 minutes.
Overview
Sail beneath the stars in Key West Harbor aboard the elegant Schooner America 2.0 while enjoying live jazz from acclaimed musicians. Discover why this night sail is one of the most unique and soulful ways to experience Key West’s vibrant waterfront after dark.
Live Jazz Night Sail Aboard Schooner America 2.0
Featuring 2023 "Best Vocalist in Key West," Claire Kaplan!
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Adventure Photos
About This Adventure
Experience the magic of the holidays on a 1.5-hour family-friendly cruise aboard the beautifully decorated Schooner America 2.0 in Key West. Enjoy live Christmas music, house-made hot cocoa, and holiday cookies while sailing through the harbor. It's a cozy celebration perfect for friends and family during the festive season!
Happy Holidays from Classic Harbor Line!
Key Points on this Cruise
- 1.5 hour family-friendly holiday sail
- $68 adults, Children ages 0-12 sail free
- Great for families, couples, co-workers, and friends!
- Schooner America 2.0 decorated with festive Christmas lights
- Sing along to your favorite Christmas music with our fantastic live band!
- House-made hot cocoa & holiday cookies!
Please join us for this special Key West warm and cozy holiday cruise tailored for friends, family, and all your loved ones during the Christmas season. Step aboard our beautiful 105-foot Schooner America 2.0 in full holiday decor for a 1.5-hour cruise in Key West harbor while we listen to some of our favorite Christmas hits!
Delicious Hot Cocoa, Cookies, and treats for all our guests are included! Sit back and enjoy this unique holiday sail in Key West on this family-friendly 1.5-hour cruise.
Highlights along the way include:
Adventure Tips
Book Early for Best Availability
Sails frequently sell out, so reserve your tickets well in advance to guarantee your spot on this popular evening cruise.
Arrive Early for Smooth Check-In
Plan to check in at least 15-30 minutes before departure at 202R William Street to ensure timely boarding and seating assignment.
Prepare for Evenings on the Water
Bring a light jacket as temperatures can drop once the schooner sets sail after sunset.
Avoid High Heels on Board
Wear comfortable, flat shoes to navigate the deck easily and safely during the sail.
Local Insights
Wildlife
- Bottlenose dolphins occasionally spotted around the harbor
- Laughing gulls and pelicans gliding above the water
History
Key West's maritime heritage dates back to the 1800s with shipwreck salvaging playing a central role in the island’s economy.
Conservation
The schooner employs sustainable practices such as waste reduction and eco-friendly cleaning to protect the fragile marine environment of Key West Harbor.
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Adventure Hotspots in Key West
Frequently Asked Questions
Recommended Gear
Light Jacket
Evenings can be cool on the water, so a jacket keeps you comfortable after sunset.
spring specific
Comfortable Footwear
Flat, closed-toe shoes help ensure safe movement on the schooner's deck.
Camera or Smartphone
Capture stunning harbor views and live music moments during sunset and night.
Motion Sickness Remedies
While sailing is steady, those prone to seasickness may want to bring preventative medication.