Caribbean Sailboaat Adventures
Our Current Calendar for Sailboat Vacations in the Caribbean
Ahoy Mates! We’re happy you are interested in joining us on one of our many Caribbean sailing adventures. Captain Glen and First Mate Anne are excited to welcome you aboard for the vacation of a lifetime! Our combined decades of experience of sailing and exploring the azure seas of the British Virgin Islands, West Indies, and all parts in between have given us the unique insight to put together the most exciting and breathtaking adventures the Caribbean has to offer. Once you experience sitting topside watching the sunset over a tranquil cove of a thousand blues, you will know that Island Hoppers offers the very best in Caribbean sailboat vacations at the most affordable prices!
“I wanted freedom, open air, and adventure. I found it on the sea.”
Choose Your Next Great Sailing Adventure
Below is our current calendar of Caribbean sailing tours. Interested in a private tour for a full sailboat? Contact Captain Glen here to let us custom design a Caribbean sailboat vacation just of you!
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JUNE 29 – JULY 6, 2024: BRITISH VIRGIN ISLES
$500.00 – $2,275.00 This product has multiple variants. The options may be chosen on the product page -
NOVEMBER 23 – NOVEMBER 30, 2024: BRITISH VIRGIN ISLES
$500.00 – $2,275.00 This product has multiple variants. The options may be chosen on the product page -
FEBRUARY 8 – 15, 2025: BELIZE
$500.00 – $2,890.00 This product has multiple variants. The options may be chosen on the product page -
APRIL 26 – MAY 3, 2025: BELIZE
$500.00 – $2,650.00 This product has multiple variants. The options may be chosen on the product page -
MAY 24 – 31, 2025: ST. MARTIN & RENAISSANCE ISLANDS
$500.00 – $1,875.00 This product has multiple variants. The options may be chosen on the product page -
JUNE 28 – JULY 5, 2025: ABACOS (BAHAMAS)
$500.00 – $2,875.00 This product has multiple variants. The options may be chosen on the product page -
NOVEMBER 22 – 29, 2025: ST. VINCENT & THE GRENADINES
$500.00 – $2,626.00 This product has multiple variants. The options may be chosen on the product page