Island Windjammers Cruises

Island Windjammers Cruise Specials

Savvy Sailors Save

Savvy sailors know that low season travel is when you can save the most! With a little advance planning, you can take advantage of our Seafarer Savings. Airlines offer better rates during this time too! It’s a win-win!

Can you sail just a little bit longer? Island Windjammers offers extended sailings for those with a weakness for wanderlust, and a need to satisfy the explorer in their souls. Check out our 9 night Wanderer Cruises and 12 night Explorer Cruises, and sail away with us to new ports!

Island Windjammers has a limited capacity. Book early to guarantee your reservation!

Note: All prices are per person

August & September Cruise Savings

Celebrate the end of summer on any 6 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!

Back to Back Savings

Sail two cruises back to back and save $100 per cruise. Plus, you can stay on board in between 6-night cruises at no additional cost. Guests sailing on back to back extended cruises must find shore accommodations between cruises. Discounts cannot be combined.

Youth Summer Sailing Special

Looking for a summer vacation experience that your family will remember forever? Set sail for a week of fun-filled adventure on board a tall sailing ship. Swim, snorkel, and explore beautiful Caribbean islands! Enjoy true family time, away from TV, car pools, computers, and tight schedules.

The $999 Summer Youth Special is for 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 Cabin and may not be combined with other discounts.



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Call Island Windjammers Today for Reservations and Information!
877.772.4549


  • Cruise Itineraries

Begin your adventure today! Call 877.772.4549 for reservations.