Island Windjammers, Inc.

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Island Windjammers, Inc. 877.772.4549 www.islandwindjammers.com Tall ship sailing in the Caribbean. Small capacities of ten to twenty-six guests. All-inclusive.
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Six and twelve-night cruises.

Fall in love with our Island Girls! 🤍💙🤍Tell us in the comments which of our beautiful ships you’ve sailed, which you’d l...
04/02/2025

Fall in love with our Island Girls! 🤍💙🤍

Tell us in the comments which of our beautiful ships you’ve sailed, which you’d love to sail, or if you’ve sailed all three!

Explore our website for their vital statistics, deck plans, and close-ups.

Plan your 2025 and 2026 escape today! 😍

www.islandwindjammers.com

Got a question? Drop us a message! 🫶

Final destination. Can you guess where though? Diamant has sailed from St Maarten to be ready for her next stunning itin...
30/01/2025

Final destination. Can you guess where though?
Diamant has sailed from St Maarten to be ready for her next stunning itinerary.
Tell us in the comments where you think she is and if we’ll be seeing you here 🙌
Who would you sail here with? Tag them and see! 🏝️

https://quirkycruise.com/island-windjammers-review/ Always glad to share a review of a   quirky cruise, this time about ...
22/01/2025

https://quirkycruise.com/island-windjammers-review/ Always glad to share a review of a quirky cruise, this time about the cozy, casual & charming 10-pax Diamant, a schooner in the Island Windjammers, Inc. fleet. Writer Amy Fried spent a week cruising round-trip from Grenada through the lovely Grenadines, spending each day in the warm clear Caribbean sea snorkeling with her shipmate Alison. Enjoy Amy’s review!

Island Windjammers Review by Amy Fried, who recently spent a week in the Caribbean on the 12-pax Diamant

Start paradise in Tortola, explore the natural caverns and rock pools at The Baths of Virgin Gorda. Snorkel crystal clea...
15/01/2025

Start paradise in Tortola, explore the natural caverns and rock pools at The Baths of Virgin Gorda. Snorkel crystal clear waters or hike the many national parks. Come sunset, enjoy cocktails at the infamous W***y T’s floating bar and grill, or soak up some live music at Foxy’s famous beach bar on Jost Van D**e.

This is Pirates & Palms and your sign that the British Virgin Islands is calling you!
We have all-inclusive, 6-night, small ship adventures sailing on Vela from late March to early May 2025.

The time is now… call, message or click the link in our bio to find out more 🏝️

Explore Mykonos, Santorini and more treasures of the Cyclades from just $6750 per person. Enjoy 10-nights, all-inclusive...
06/01/2025

Explore Mykonos, Santorini and more treasures of the Cyclades from just $6750 per person.
Enjoy 10-nights, all-inclusive on board our premium, fully crewed sailing yacht Lyra.
Remaining availability July-October
6-night sails also available in June
Book, check cabin availability or a private charter ↙️:
💌 direct message or comment below
📞 speak to the crew 877-772-4549
🔗 visit https://islandwindjammers.com/sailing-ship-lyra.aspx
📧 email [email protected]

Setting your sights on 2025… what do you have planned? We plan to do all of the above and moreMore Sea 🌊 More Sun 🌞 More...
02/01/2025

Setting your sights on 2025… what do you have planned?
We plan to do all of the above and more
More Sea 🌊 More Sun 🌞 More Islands 🏝️
More Shipmates 👋 More Adventure 🤿 More. More. More!
We’re going to Escape. Explore. Exhale across the Caribbean and Greece with you the Island Windjammers way ⚓️
Call us on 877-772-4549 to do more with your 2025

Merry Christmas to our awesome community 🎄We hope you all have a wonderful day.Fancy Christmas with a difference in 2025...
25/12/2024

Merry Christmas to our awesome community 🎄
We hope you all have a wonderful day.
Fancy Christmas with a difference in 2025? Join Us!
Sail Vela exploring St Lucia and Martinique and let us look after you with all the trimmings ⚓️
Link to our bio or standing by 877-772-4549

Merry Christmas to all and to all a good night 🎅🏻

Your 3 magic ingredients for an awesome 2025?Life is short, make next year count 🌴We’re standing by to take you on an ad...
23/12/2024

Your 3 magic ingredients for an awesome 2025?
Life is short, make next year count 🌴
We’re standing by to take you on an adventure ⚓️
ESCAPE. EXPLORE. EXHALE.

Buy an Escape Ticket for $1000 using the link in our bio and redeem it for $1500! Any ship, any cabin, any sailing ⚓️The...
21/12/2024

Buy an Escape Ticket for $1000 using the link in our bio and redeem it for $1500!
Any ship, any cabin, any sailing ⚓️
The perfect gift this Christmas 🎄
Buy now and book by December 15th 2026!
Follow the link for full terms and conditions.

This is your sign to sail our 6-night Caribbean Classic 🌴St Maarten | St Barth’s | Anguilla Availability from January 26...
16/12/2024

This is your sign to sail our 6-night Caribbean Classic 🌴
St Maarten | St Barth’s | Anguilla
Availability from January 26th to March 9th 2025
An all inclusive sail price with single and dual occupancy cabin options
Our crew are standing by to help you Escape. Explore. Exhale in 2025 ⚓️

Yes we sail the Caribbean and Greece but our cruises are so much more than that 🌺⚓️🌴Whether you fancy a cabin or an enti...
21/11/2024

Yes we sail the Caribbean and Greece but our cruises are so much more than that 🌺⚓️🌴
Whether you fancy a cabin or an entire charter.
Whether you’re a solo traveller or a family of 26, we’ve got an adventure for you!
Give us a call, we’re standing by ☺️

POV: what the Caribbean looks like this winter 🌴Which island is your favourite shade of paradise? Tell us below or call ...
18/11/2024

POV: what the Caribbean looks like this winter 🌴
Which island is your favourite shade of paradise?
Tell us below or call us on 877.772.4549 and sail to it!
We’re visiting all these and more in 2024 and 2025.
Secure your sail from as little as $750 pp

Who owes you a tropical sunset and a Caribbean Cruise? ⚓️Tag them in the comments below… you never know 🤞😜Sun rays and l...
18/10/2024

Who owes you a tropical sunset and a Caribbean Cruise? ⚓️
Tag them in the comments below… you never know 🤞😜
Sun rays and lazy days ☀️

15/10/2024

Our Guests mean the world to us. So when they keep coming back we want to celebrate with a rum punch 🍹
Looking to join our Guest family?
Click the links in our bio to get the best rates and find out for yourself how it feels to sail the Caribbean or Greece... the Island Windjammers way 🌊

13/10/2024

Last few cabins remaining for Diamant in November and December 2024

Island Girls Diamant and Vela are almost ready to start their new seasons on Oct 20th. Captain Andrew, Captain Phillip, ...
10/10/2024

Island Girls Diamant and Vela are almost ready to start their new seasons on Oct 20th. Captain Andrew, Captain Phillip, and the crew are putting on the finishing touches!

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Opening Hours

Monday 09:00 - 17:00
Tuesday 09:00 - 17:00
Wednesday 09:00 - 17:00
Thursday 09:00 - 17:00
Friday 09:00 - 17:00

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Welcome Aboard!

You’ve come to the right place if you’re looking for an intimate, non-touristy way to see the Caribbean.

Island Windjammers offers six and twelve-night sailing adventures. Our classic clipper ship Vela hosts twenty-six guests, while schooner Diamant accommodates an intimate ten guests.

Both vessels are fully-crewed and feature air-conditioned cabins, private bathrooms, and portholes. You’ll enjoy daily cabin service and fresh, delicious meals prepared by our fabulous island chefs.

All of your meals are included, along with beverages, beer, wine, and delectable light snacks and rum punch at happy hour!