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    • Home
    • Dining
    • Rentals
    • Things To Do
      • On The Water
      • Points of Interest
      • Island Tours
      • Shopping
      • Entertainment
      • Bars & Lounges
    • Concierge
  • Home
  • Dining
  • Rentals
  • Things To Do
    • On The Water
    • Points of Interest
    • Island Tours
    • Shopping
    • Entertainment
    • Bars & Lounges
  • Concierge

World Class Sunset Sails

 I recommend several different sunset cruise options across a small fleet of classic vessels to give you flexibility during your stay. Each boat has its own character, refreshment offerings, and intimate group size, and many fill up nightly. Having multiple options simply means better availability—and the chance to choose the experience that feels right for you. 

Wind & Wine

 A guided tasting of fine wines from around the world, with select beers and light bites including meats, cheeses, fruit, and chocolate. 

Wind & Wine Details & Booking

Champagne Sunset Sail Aboard Schooner America 2.0

 A classic schooner sail at sunset, paired with champagne and front-row views of Key West’s evening skies. 

Champagne & Sunset Details & Booking

Sunset on the Appledore

 Sunset sailing on the historic schooner Appledore, where classic seamanship and a slower pace define the experience. Beer, Wine, Liquors and hors d'ouvres are served aboard.

Sunset on Appledore Details & Booking

The Argo Navis - Luxury Catamaran

 Sunset sailing on the historic schooner Appledore, where classic seamanship and a slower pace define the experience. Beer, Wine, Liquors and hors d'ouvres are served aboard.

Sunset on Appledore Details & Booking

 

A quick note: some of the links on this site are affiliate links. 

That simply means I may receive a small commission if you book through them, at no extra cost to you.

I only recommend partners I truly trust and would suggest either way. Compensation never determines what’s listed here.

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