Plan your Caribbean trip — and carry one pass for the perks.
Build a day-by-day itinerary and get a free Compass Pass: welcome drinks, tour discounts and free desserts at the places we recommend.
Experiences worth booking early
The days people plan a trip around — they sell out months ahead.
Jost Van Dyke Day Trip — Soggy Dollar Bar
55ft catamaran to the BVI. Snorkel, White Bay, Soggy Dollar Painkillers. Most memorable day trip.
$$$ · price on booking pageBookTradition Sailing — Wooden Sailboat Day Sail
Hand-built racing sloop. Snorkeling, rum punch, authentic Anguillian sailing culture on the water.
$$ · price on booking pageBookTeamwork Charters — Anegada Island Powerboat Tour
Captain Sherwin's full island tour: flamingos, Conch Shell Island, snorkel spots, shipwreck history. Conch ceviche & drinks included. 80+ reviews.
$$ · price on booking pageBookSt. Kitts Scenic Railway
Last railway in the Caribbean — a scenic island loop
$$ · price on booking pageBookIsland Safari Barbados
4x4 adventure tours through the rugged east coast
$$ · price on booking pageBookAristocat Charters
Luxury catamaran day sails to The Baths & Jost Van Dyke
$$ · price on booking pageBook
Choose Your Paradise
Select one primary island and up to two additional destinations for a multi-island Caribbean adventure.