Cruising Ground

Caribbean

The Caribbean is a world-renowned paradise for sailing, boating, fishing, and yachting enthusiasts. With crystal-clear waters, vibrant island cultures, and year-round warm weather, it’s…

  • 5,204Guides & features
  • 2152Marine businesses
  • 65Ports
Start here — cruising guides to Caribbean
See all 109 cruising guides in Caribbean →
Read — Latest from Caribbean
Use — First Mate directory · 2152 in Caribbean

Live from the First Mate directory, matched to this cruising ground by the geography resolver — the editorial-plus-business layer no competitor can assemble.

Provisioning Services 134
Browse all 2152 businesses in Caribbean on First Mate →
Own — Island Real Estate in Caribbean

From the magazine’s Island Real Estate section — homes, land and waterfront property, updated with every issue.

All Caribbean real estate on the chart →
Own — Boats for Sale in Caribbean

Brokerage listings from the islands’ own brokers — prices, specs and photos, updated nightly.

All Caribbean boats for sale →
Do — What’s on in Caribbean
Oct11 PCYC Fall Series Dinghy Racing NowPetite Calivigny Yacht Club, Le Phare Bleu, Grenada Oct31 Discover the Caribbean Regatta, Ponce Yacht and Fishing Club NowPonce Yacht & Fishing Club, Puerto Rico Nov1 Route du Rhum – Destination Guadeloupe NowSaint-Malo, France to Pointe-à-Pitre, Guadeloupe Nov4 ISCA Sunfish World ChampionshipThe Hotel on the Cay, Protestant Cay Nov6 Pirates Week FestivalGrand Cayman (George Town), Cayman Brac, Little Cayman Nov7 Willy T Race & Virgin’s CupTortola to the Willy T, The Bight, Norman Island, BVI Nov24 Full moon — 3 partiesEvery full moon in Caribbean Dec4 Lighted boat parades — 5 paradesThis season in Caribbean Dec1 Fishing seasons — 13 open nowNext: Puerto Rico Red Hind Spawning Closure (Federal Waters) begins
About Caribbean

The Caribbean is a world-renowned paradise for sailing, boating, fishing, and yachting enthusiasts. With crystal-clear waters, vibrant island cultures, and year-round warm weather, it’s the ultimate destination for maritime adventures, regattas, and island-hopping journeys.

More from Caribbean