Island Windjammer Cruises

Island Windjammers Cruise Specials

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One thing you don’t have to worry about is whether you’re getting the best rate when planning your cruise.

We don’t have distress sales or last minute specials, but we do offer lower rates during the off season, on extended sailings and for youths during summer vacation from school!

Check out our offerings here, and don’t forget that groups of four or more can save too.

Island Windjammers ships have limited capacities. Book early to guarantee your cabin!

Note: All prices are per person and discounts cannot be combined.

August & September Cruise Savings

Celebrate the end of summer on any six-night August or September sailing, and save $500.00 per person! This is the lowest fare offered all year and cabins sell out fast! Don’t be left on the dock! Book early!

Sail longer. See more. Save more.

12-Night Sailings + Captain’s Special

Extended sailings are perfect for those who prefer a schedule ruled by the sun, moon and tides. The ports of call are not pre-planned. Each day will bring a new destination – a perfect little island present, wrapped in palm trees, white sands, and turquoise waters. For a list of extended sailings, see our cruise calendar or design your own by sailing two six-night cruises back-to-back.

Back to Back Savings

Sail two cruises back to back and save $100 per cruise.

In between cruises, guests are required to stay ashore in their preferred accommodations.

Summer Youth Special

June  |  July  |  August

Looking for a summer vacation that your family will remember forever? Set sail for a week of fun-filled adventure. Swim, snorkel, and explore beautiful Caribbean islands! Enjoy true family time, away from TV, car pools, computers, and tight schedules. Young people ages 8-18 at the time of sailing.

Youth rate available on six-night cruises, during the months of June, July and August. Youth must be accompanied by an adult or guardian. Rate applies to Standard and Solo Cabins on Sagitta and Vela, and Navigator cabins on Diamant. Discount may not be combined with other discounts, and not valid on theme cruises. Maximum two Youth rates to every two adults.

  • 2017: $1,325
  • 2018: $1,400
  • 2019: $1,400


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Island Windjammers

ALWAYS ON ISLAND TIME