Florida Keys

$53—Vintage schooner sailings in Key West

Connor White
Deal Expert
Cruise the Key West waters in style aboard the America 2.0.

Why We Love This Deal

Set sail from the southernmost point in the lower 48 states: Key West. These sailings from Classic Harbor Line are fun for the whole family and happen aboard the America 2.0, a replica of a famous 19th-century racing yacht. You'll sail by Key West landmarks Fort Zachary Taylor and Sand Key Lighthouse. There's even a chance your sailing will turn into a dolphin-watching cruise. 

Pricing below is per person.

Classic Day Sail … $52.66 (reg. $65.83)

  • Sail over the emerald-green waters of the Keys on this 1.5-hour cruise. Tickets include complimentary soda, juice, and water, with a full bar and snacks available for purchase
  • Kids (12 or younger) sail for free

Key West Champagne Sunset Sail … $101.70 ($127.12)

  • Take in the Caribbean at dusk on this 2-hour sailing. You may even get to see the elusive "green flash" that Key West sunsets are famous for
  • Adult tickets include beer, wine, Champagne and soft drinks, as well as an assortment of hors d'oeuvres. Cocktails are available for purchase

Note: Service fees and any other mandatory charges (including government taxes and fees) have been factored into the prices listed above.

This offer is booked through, and is therefore subject to, the travel or entertainment provider's terms and conditions, including but not limited to refund and cancellation policy. Become a member to see all offer details and learn how to book.

$53

When You Can Go

Select days Nov. 1–Dec. 15

Savings

20%

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$53—Vintage schooner sailings in Key West

$53