Island Windjammers Cruises
Caribbean Tall Ship Sailing Cruises
  • Plan Your Cruise
  • What to Expect
  • Cruise Destinations
  • Cruise Pricing
  • Frequently Asked Questions

Island Windjammers Caribbean Sailing Cruise Itinerary

Island Windjammers offers Caribbean tall ship sailing cruises year-round with weekly departures from Port Louis Marina, located in St. George, Grenada. All sailing cruises board on Sundays at 5:00 p.m. and disembark Saturdays at 1:00 p.m. Our typical itinerary includes:

Sunday:
Passengers board - Grenada

Monday:
Sail to Carriacou
Sunset sail to Union Island

Tuesday:
Sail to Bequia

Wednesday:
Sail to Tobago Cays
Sunset sail to Mayreau

Thursday:
Sunset sail to Mustique

Friday:
Clear customs and set sail to Grenada

Saturday:
Passengers disembark

Island Windjammers Cruises: Caribbean Sailing Cruise Destinations

The above itinerary is just an example of what you may experience on your Island Windjammers tall ship sailing cruise. Your captain may make changes based upon the weather, local activities, and several other factors.


"We had a wonderful time!! Can't wait to come back again! The islands were beautiful and we are taking back lots of wonderful memories."

- Peter & Brenda

Caribbean Tall Ship Sailing Cruise Destinations

The Grenadines, a chain of over 600 islands in the Caribbean's Windward Islands, is considered one of the most exclusive sailing grounds in the world.  Your week on board Island Windjammers cruise will introduce you to an amazing selection of the most desired ports of call, including locations unreachable by the masses on larger vessels.  Each week your Captain will design an itinerary based upon the weather, local activities, and special interests of the guests on board.



Grenada

Visitors to the lush island of Grenada will love the tropical climate, white sandy beaches, and thriving green vegetation.  Aromatic spice plantations give Grenada the nickname “Isle of Spice.”  There are spectacular mountain ranges, waterfalls, and rainforests.

Beach lovers will be in paradise, relaxing the day away on the soft white sands of Grand Anse. Shoppers will love the colorful sights and smells of the spice market, where you can banter with the friendly “spice ladies” for spices, souvenirs, clothing, and jewelry. In town you'll find art galleries, fabric shops, and waterfront restaurants where you can enjoy a cold rum punch and fresh seafood. Be sure to bring your camera to capture the views of the narrow, picturesque streets of St George’s and the beautiful vista of the Carenage, one of the loveliest harbors in the Caribbean. Plenty of night life can be found at the many clubs and restaurants around the island. 

Set sail for the rhythms of spice!

Carriacou

Carriacou is part of the island nation of Grenada. As you step off the dock, you'll take a step back in time to the real Caribbean. The islanders of Carriacou are renowned for their seafaring skills and boat building.  Their ancestry can be traced back to Africa and Scotland.

Take a walk down the tiny main street to shop, or perhaps sample some of the local spiced rum.  Explore the cemetery and find centuries old stone markers. Join your shipmates for a feast of fresh-caught lobster, available from September through April, at one of the local restaurants.

The many beautiful, sandy beaches are surrounded by coral reefs teeming with a variety of marine life, creating the perfect underwater experience for diving and snorkeling enthusiasts.

Union Island

Union Island, with it's volcanic silhouette, is sometimes called the “Tahiti of the West Indies”. It is the southernmost island in the Grenadines. Chatham Bay is one of Union Island's most popular beaches. Union Island has two major towns, Clifton and Ashton

Have your crew arrange for a dinghy ride out to Happy Island, a man-made island built on shells in the outer harbor at Clifton. The island's bar is a popular and unique spot to enjoy a cold beverage.

Bequia

The magic of Bequia will capture your spirit. Bequia has a long seafaring heritage, rich in the historical traditions of boat-building and fishing.  Visitors will be fascinated with a trip to the Turtle Sanctuary. Enjoy views of the scenic harbor as you explore the boutiques and markets along the waterfront. You'll find exquisite model boats, scrimshaw and unique island artwork in the tiny shops.

The island, encircled by gold sand beaches, offers a wide selection of aquatic activities. You can sail, kayak, scuba dive and snorkel, or laze on one of Bequia's fabulous beaches.  The pristine Princess Margaret beach, just a short dinghy ride from the ship, will lure you with its sparkling sands.

At dinnertime, plan on a seafood pizza at Mac's, a must for every visit to Bequia!  After dinner, head to one of the local hangouts for a night of music and dancing in the warm evening breezes.

Tobago Cays

Tobago Cays is a group of uninhabited islets which are now a national park. Experience an absolutely unforgettable day of swimming and snorkeling in the warm, crystal-clear waters. Bring a few Eastern Caribbean dollars with you so you can shop for souvenirs at the “T-shirt trees”.

You'll be counting the days until you can return!

Mayreau

The tiny island of Mayreau has a population of just 300, with one small concrete road. You'll be welcomed with open arms by the locals. Quiet, gleaming beaches line both sides of the island. Walkers can challenge themselves with a steep hike up through the village and down to the opposite side of the island for a beach alternative. From the crest of the hill beside the Catholic Church, there is a beautiful overlook of the Tobago Cays, Canouan and Union Island.

The highlight of Mayreau nightlife is the “cultural walk”, which is a progressive tour of the local watering holes. You and your shipmates will return to the ship with new memories and new friends!

Mustique

Mustique is an exclusive private island, home to many celebrities. 1400 acres of lush, rolling terrain are cooled by the tradewinds. The coast is lined with pristine beaches. Take a short taxi ride to beautiful Macaroni beach—have your driver point out some celebrity hideaways along the way! You can enjoy lunch or a cocktail at the world-famous Basil's Bar, or do some shopping in the quaint boutiques located just a short walk from the dock.


Your captain may decide to include one of many other hidden island jewels on your itinerary. Canouan, Palm Island, Petit St Vincent, and dozens of tiny islands all share the turquoise waters and perfect beaches which make Grenada and the Grenadines a world apart.

Become a fan: FacebookFollow us on: Twitter

Leave your world behind and start your Caribbean sailing adventure by calling Island Windjammers at 1.877.772.4549 or reservations@islandwindjammers.com

Plan Your Cruise: What to Expect | Destinations | Cruise Pricing | Frequently Asked Questions

Home | About Us | Our Ship | Groups & Charters | Weddings | News | Photo Gallery | Contact Us