Sail Caribe

Virgin Islands/ Puerto Rico


Starting at $3,000/week


Premium Yacht Charters, Premium Service. At Sail Caribe, we invite you to experience the legendary beauty and quality sailing of the Spanish Virgin Islands, United States Virgin Islands, and British Virgin Islands.

We offer only newer, fully equipped, and meticulously maintained Lagoon catamarans and Jeanneau yachts for bareboat or crewed charters. Our yachts are better outfitted with navigation and comfort options that are not found on a typical bareboat charter. Our convenient bases in Fajardo, Puerto Rico and Red Hook, St. Thomas allow for convenient and cost effective travel options. Whether you are looking explore the SVI, USVI, or BVI our base locations make it easy! Interested in taking your ASA courses in paradise? We are a fully accredited ASA Sailing School. Come to the Caribbean and take your ASA Sailing classes with us!

Base Locations

Fajardo, Puerto Rico and Red Hook, St. Thomas

Fleet Size


Sailing Area



  • 2021 Lagoon 46- Crazy Horse (Coming 1/21)
  • 2018 Lagoon 450F- Imagine
  • 2019 Lagoon 450F- Chimera
  • 2018 Lagoon 450S- Azulita
  • 2018 Lagoon 450S- Caicu II
  • 2017 Lagoon 450- Shannon
  • Lagoon 42- Coming Soon
  • 2019 Lagoon 42- Star Splitter
  • 2019 Lagoon 42- POV 2
  • 2018 Lagoon 380- Janise

View Sail Caribe Website


  • 2019 Jeanneau 440- Pura Vida
  • 2015 Jeanneau 349- Seven Saturdays
  • 2015 Jeanneau 349- Our Time

View Sail Caribe Website

Crewed Charters:

  • 2016 Lagoon 560S- Azulia II
  • 2020 Lagoon 46- Acting Casual

View Sail Caribe Website

Featured Yachts in Our Fleet

Star Splitter

Starting at $3000/week

Azullia II

Starting at $3000/week


Starting at $3000/week

7 Saturdays

Starting at $3000/week

Worldwide Yacht Charters


  • Alaska
  • Bahamas
  • Belize
  • California
  • Canada
  • Central America
  • Florida
  • Great Lakes
  • Mexico
  • New England
  • Pacific Northwest
  • South America


  • Antarctica
  • Arctic


  • Indian Ocean / SE Asia


  • Dominican Republic
  • Leeward Islands
  • Windward Islands
  • Virgin Islands / Puerto Rico
  • Turks and Caicos


  • Croatia
  • France
  • Greece
  • Northern Europe
  • Turkey
  • Western Mediterranean-Spain / Balearics
  • Western Mediterranean-Naples / Sicily
  • Western Mediterranean-Riviera / Corsica / Sardini

Middle East

  • Dubai
  • Red Sea
  • United Arab Emirates


  • Australia
  • French Polynesia
  • Galapagos
  • New Zealand
  • South Pacific
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