Sailing Tours · Aruba

Aruba Sailing Tours

From the iconic Jolly Pirate tallship to private catamarans just for two — Aruba’s sailing scene offers every flavour of Caribbean sailing experience.

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Jolly Pirate
Classic tallship
Catamaran Sails
Most popular format
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Private Charters
Exclusive sailing
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Snorkel + Sail
Combo tours
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Open Bar
All tour types

Sailing in Aruba

Aruba’s flat Caribbean waters and reliable trade winds create ideal sailing conditions year-round. The island’s sailing tour scene ranges from the large, social Jolly Pirate tallship with rope swings and rum punch to intimate private catamarans for two. There is an option for every occasion.

Jolly Pirate tallship sailing Aruba sunset cruise iconic

The Jolly Pirate

Aruba’s most famous boat. A classic teak schooner that sails along the west coast each evening as the sun sets. Rope swings off the mast into the Caribbean. Unlimited rum punch. Music. Around 80 to 100 guests — a social, high-energy experience. The most iconic thing to do in Aruba after dark.

Private Charters

Charter a catamaran or sailing yacht exclusively for your group. Complete privacy, flexible itinerary, and a crew dedicated entirely to your experience. Popular for honeymoons, anniversaries, birthdays, and small group celebrations. Prices vary by boat size and duration — typically $300 to $800+ for a private half-day.

Private catamaran sailing charter Aruba sunset exclusive

Book Your Aruba Sailing Experience

Jolly Pirate and private charters sell out. Book before you arrive.

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