18º25'0"N 64°36'0"W

Caribbean, America

Salt in your hair, stories in the breeze.

The Caribbean isn’t just a destination — it’s a mood. Warm winds, turquoise waters, and island rhythms create the perfect setting for sailing, swimming, and surrendering to the moment. It’s where every anchor drop feels like a new beginning.

With Awaken Journeys, you’ll island-hop aboard luxury yachts, explore hidden beaches, and dine barefoot with the ocean at your feet. Whether you’re snorkeling coral reefs or sipping rum at sunset, the Caribbean promises joy at every turn.

  • December to April – calm seas, steady trade winds, and perfect sailing weather.

Your adventure starts now.

Let’s design your trip

THE ESSENCE OF CARIBBEAN

Easy days, electric nights.

Each island brings something new — from the serenity of white-sand beaches to the vibrant pulse of beach bars after dark. The Caribbean is pure pleasure, wrapped in sun and sea.

Signature experiences

  • Signature experiences

  • Sailing between islands like Tortola, Virgin Gorda, and Jost Van Dyke

  • Swimming in the Blue Waters of The Baths National Park

  • Snorkeling vibrant reefs and spotting sea turtles

  • Dining on fresh seafood and Caribbean specialties

  • Docking at beach bars for sunset cocktails and live music

Start Planning Your Journey