Island Windjammer Cruises

Island Windjammers Cruise Schedule and Rates

Ahoy there!

Two frequently asked questions are "When is the best time to sail?" and "When should I reserve my cabin?"  We like to say that any time is a good time to sail!  The weather in the Caribbean is warm and balmy year round.  Winter months are busier, because folks are trying to escape the cold back home.

Tropical storm season is June 1 through November 30. During the peak storm months of August and September, we move our ships to the southern Caribbean, where storms are less likely to occur. We also lower our rates!

Our ships are popular and have small capacities. We suggest that you reserve your space as soon as you decide on a preferred ship and sail date.

If you have questions, please call us Monday through Friday from 9:00 to 6:00 EST, or email us at info@islandwindjammers.com.

We're standing by to assist, and look forward to seeing you on deck!

The Island Girls

Rates are per person and are based on double occupancy, unless noted otherwise. All rates are in US funds.

Cruise rates are inclusive of all onboard meals and snacks, beverages (water, juice, soda, beer, wine, and rum punch), port charges and taxes, and complimentary use of snorkel gear for the week.

Here’s a link to our Cruise Terms & Conditions.

2017 | 2018 | 2019

Diamant 2017 Schedule & Rates

Aug 20 - Dec 2 Windward Round Trip Grenada 6-Night Sailings
Dec 3 - 15 Windward Round Trip Grenada 12-Night Explorer
Dec 17 - 30 Windward Round Trip Grenada 6-Night Sailings
2017 Rates 6-Night Sailings
Sunday to Saturday
12-Night Sailings
Sunday to Friday
  High
Mid-Dec - May
Low
May - Mid-Dec
Aug | Sep Explorer Captain’s
Special
Navigator Cabin 2725 2525 2025 4325 3825
Owners’ Suite 3425 3225 2725 5725 5225
August | September Savings Lowest available published rates

Diamant 2018 Schedule & Rates

Dec 31 - Jan 6 Windward Round Trip Grenada 6-Night Sailing
Jan 7 - 19 Windward Grenada to St. Lucia 12-Night Explorer
Jan 21 - Feb 2 Windward St. Lucia to Grenada 12-Night Explorer
Feb 4 - May 12 Windward Round Trip Grenada 6-Night Sailings
May 13 - May 25 Windward Round Trip Grenada 12-Night Captain’s Special
May 27 - Dec 1 Windward Round Trip Grenada 6-Night Sailings
Dec 2 - 14 Windward Round Trip Grenada 12-Night Explorer
Dec 16 - Dec 29 Windward Round Trip Grenada 6-Night Sailing
2018 Rates 6-Night Sailings
Sunday to Saturday
12-Night Sailings
Sunday to Friday
  High
Mid-Dec - May
Low
May - Mid-Dec
Aug | Sep Explorer Captain’s
Special
Navigator Cabin 2800 2600 2100 4475 3975
Owners’ Suite 3500 3300 2800 5875 5375
August | September Savings Lowest available published rates

Diamant 2019 Schedule & Rates

Dec 30 - Jan 5 Windward Round Trip Grenada 6-Night Sailing
Jan 6 - 18 Windward Grenada to St. Lucia 12-Night Explorer
Jan 20 - Feb 1 Windward St. Lucia to Grenada 12-Night Explorer
Feb 3 - May 4 Windward Round Trip Grenada 6-Night Sailings
May 5 - May 17 Windward Round Trip Grenada 12-Night Captain’s Special
May 19 - Aug 3 Windward Round Trip Grenada 6-Night Sailings
Aug 4 - 10 Windward Grenada to St. Lucia 6-Night Sailing
Aug 11 - 17 Windward St. Lucia to Grenada 6-Night Sailing
Nov 3 - Nov 30 Windward Round Trip Grenada 6-Night Sailings
Dec 1 - 13 Windward Round Trip Grenada 12-Night Explorer
Dec 15 - Dec 28 Windward Round Trip Grenada 6-Night Sailings
2019 Rates 6-Night Sailings
Sunday to Saturday
12-Night Sailings
Sunday to Friday
  High
Mid-Dec - May
Low
May - Mid-Dec
Aug | Sep Explorer Captain’s
Special
Navigator Cabin 2800 2600 2100 4475 3975
Owners’ Suite 3500 3300 2800 5875 5375
August | September Savings Lowest available published rates

Rates are per person and are based on double occupancy, unless noted otherwise. All rates are in US funds.

Cruise rates are inclusive of all onboard meals and snacks, beverages (water, juice, soda, beer, wine, and rum punch), port charges and taxes, and complimentary use of snorkel gear for the week.

Here’s a link to our Cruise Terms & Conditions.

2017 | 2018 | 2019

Sagitta 2017 Schedule & Rates

Oct 29 - Nov 10 French West Indies + Leeward St. Lucia to St. Kitts 12-Night Captain’s Special
Nov 12 - Dec 30 Leeward Round Trip St. Kitts 6-Night Sailings
2017 Rates 6-Night Sailings
Sunday to Saturday
12-Night Sailings
Sunday to Friday
  High
Mid-Dec - May
Low
May - Mid-Dec
Aug | Sep Explorer Captain’s
Special
Solo Cabin 2025 1825 1325 3025 2525
Standard Cabin 2325 2125 1625 3525 3025
Deluxe Cabin 2525 2325 1825 3925 3425
Owners’ Suite 3425 3225 2725 5725 5225
August | September Savings Lowest available published rates

Sagitta 2018 Schedule & Rates

Dec 31 - Jan 6 Leeward Round Trip St. Kitts 6-Night Sailing
Jan 7 - Jan 19 Leeward Round Trip St. Kitts 12-Night Explorer
Jan 21 - Feb 2 Leeward Round Trip St. Kitts 12-Night Explorer
Feb 4 - Mar 31 Leeward Round Trip St. Kitts 6-Night Sailings
April 1 - 7 British Virgins St. Maarten to Tortola 6-Night Sailing
April 8 - May 12 British Virgins Round Trip Tortola 6-Night Sailings
May 13 - 19 Leeward Round Trip St. Maarten 6-Night Sailings
May 20 - Jun 1 French West Indies + Leeward St. Maarten to St. Lucia 12-Night Captain’s Special
June 3 - Jul 21 French West Indies Round Trip St. Lucia 6-Night Sailings
Jul 22 - 28 Windward St. Lucia to Grenada 6-Night Sailing
Jul 29 - Aug 4 Windward Round Trip Grenada 6-Night Sailing
Aug 5 - 11 Windward Grenada to St. Lucia 6-Night Sailing
Aug 12 - 18 Windward St. Lucia to Grenada 6-Night Sailing
Aug 19 - Oct 27 Windward Round Trip Grenada 6-Night Sailings
Oct 28 - Nov 3 Windward Grenada to St. Lucia 6-Night Sailing
Nov 4 - Nov 16 French West Indies + Leeward St. Lucia to St. Maarten 12-Night Captain’s Special
Nov 18 - Dec 29 Leeward Round Trip St. Maarten 6-Night Sailings
2018 Rates 6-Night Sailings
Sunday to Saturday
12-Night Sailings
Sunday to Friday
  High
Mid-Dec - May
Low
May - Mid-Dec
Aug | Sep Explorer Captain’s
Special
Solo Cabin 2100 1900 1400 3175 2675
Standard Cabin 2400 2200 1700 3675 3175
Deluxe Cabin 2600 2400 1900 4075 3575
Owners’ Suite 3500 3300 2800 5875 5375
August | September Savings Lowest available published rates

Sagitta 2019 Schedule & Rates

Dec 30 - Jan 5 Leeward Round Trip St. Maarten 6-Night Sailing
Jan 6 - Jan 18 British Virgin + Leeward St. Maarten to Tortola 12-Night Explorer
Jan 20 - Feb 1 British Virgin + Leeward Tortola to St. Maarten 12-Night Explorer
Feb 3 - Apr 27 Leeward Round Trip St. Maarten 6-Night Sailings
Apr 28 - May 4 British Virgins St. Maarten to Tortola 6-Night Sailings
May 5 - 25 British Virgins Round Trip Tortola 6-Night Sailings
May 26 - Jun 7 British Virgins + French West Indies Tortola to St. Lucia 12-Night Captain’s Special
Jun 7 - End of Year Out of Service
2019 Rates 6-Night Sailings
Sunday to Saturday
12-Night Sailings
Sunday to Friday
  High
Mid-Dec - May
Low
May - Mid-Dec
Aug | Sep Explorer Captain’s
Special
Solo Cabin 2100 1900 1400 3175 2675
Standard Cabin 2400 2200 1700 3675 3175
Deluxe Cabin 2600 2400 1900 4075 3575
Owners’ Suite 3500 3300 2800 5875 5375
August | September Savings Lowest available published rates

Rates are per person and are based on double occupancy, unless noted otherwise. All rates are in US funds.

Cruise rates are inclusive of all onboard meals and snacks, beverages (water, juice, soda, beer, wine, and rum punch), port charges and taxes, and complimentary use of snorkel gear for the week.

Here’s a link to our Cruise Terms & Conditions.

2017 | 2018 | 2019

Vela 2017 Schedule & Rates

Aug 27 - Oct 7 Windward Round Trip Grenada 6-Night Sailings
Oct 8 - 14 Windward Grenada to St. Lucia 6-Night Sailing
Oct 15 - Dec 9 Windward or French West Indies Round Trip St. Lucia 6-Night Sailings
Dec 10 - Dec 22 French West Indies + Windward Round Trip St. Lucia 12-Night Explorer
Dec 24 - Dec 30 French West Indies Round Trip St. Lucia 6-Night Sailing
2017 Rates 6-Night Sailings
Sunday to Saturday
12-Night Sailings
Sunday to Friday
  High
Mid-Dec - May
Low
May - Mid-Dec
Aug | Sep Explorer Captain’s
Special
Standard Cabin 2325 2125 1625 3525 3025
Deluxe Cabin 2525 2325 1825 3925 3425
Cadet Solo 2625 2425 1925 4125 3625
Staysail Cabin 2625 2425 1925 4125 3625
Compass Cabin 2825 2625 2125 4525 4025
Topsail Cabin 3025 2825 2325 4925 4425
Owners’ Suite 3425 3225 2725 5725 5225
August | September Savings Lowest available published rates

Vela 2018 Schedule & Rates

Dec 31 - Jan 6 French West Indies Round Trip St. Lucia 6-Night Sailing
Jan 7 - May 19 French West Indies Round Trip St. Lucia 6-Night Sailings
May 20 - Jun 1 French West Indies + Windward Round Trip St. Lucia 12-Night Captain’s Special
Jul 22 - Aug 18 French West Indies Round Trip St. Lucia 6-Night Sailings
Aug 19 - Aug 25 Windward St. Lucia - Grenada 6-Night Sailing
Aug 25 - Oct 27 Windward Round Trip Grenada 6-Night Sailings
Oct 28 - Nov 3 Windward Grenada to St. Lucia 6-Night Sailing
Nov 4 - Dec 8 French West Indies Round Trip St. Lucia 6-Night Sailings
Dec 9 - Dec 21 French West Indies + Windward Round Trip St. Lucia 12-Night Explorer
Dec 23 - Dec 29 French West Indies Round Trip St. Lucia 6-Night Sailing
2018 Rates 6-Night Sailings
Sunday to Saturday
12-Night Sailings
Sunday to Friday
  High
Mid-Dec - May
Low
May - Mid-Dec
Aug | Sep Explorer Captain’s
Special
Standard Cabin 2400 2200 1700 3675 3175
Deluxe Cabin 2600 2400 1900 4075 3575
Cadet Solo 2700 2500 2000 4275 3775
Staysail Cabin 2700 2500 2000 4275 3775
Compass Cabin 2900 2700 2200 4675 4175
Topsail Cabin 3100 2900 2400 5075 4575
Owners’ Suite 3500 3300 2800 5875 5375
August | September Savings Lowest available published rates

Vela 2019 Schedule & Rates

Dec 30 - Jan 5 French West Indies Round Trip St. Lucia 6-Night Sailing
Jan 6 - Apr 20 French West Indies or Windward Round Trip St. Lucia 6-Night Sailings
May 19 - May 31 French West Indies + Windward Round Trip St. Lucia 12-Night Captain’s Special
Jun 2 - Aug 10 Windward or French West Indies Round Trip St. Lucia 6-Night Sailings
Aug 11 - Aug 17 Windward St. Lucia to Grenada 6-Night Sailing
Aug 18 - Nov 2 Windward Round Trip Grenada 6-Night Sailing
Nov 3 - 15 French West Indies + Windward Grenada to St. Lucia 12-Night Captain’s Special
Nov 17 - Dec 28 French West Indies Round Trip St. Lucia 6-Night Sailings
2019 Rates 6-Night Sailings
Sunday to Saturday
12-Night Sailings
Sunday to Friday
  High
Mid-Dec - May
Low
May - Mid-Dec
Aug | Sep Explorer Captain’s
Special
Standard Cabin 2400 2200 1700 3675 3175
Deluxe Cabin 2600 2400 1900 4075 3575
Cadet Solo 2700 2500 2000 4275 3775
Staysail Cabin 2700 2500 2000 4275 3775
Compass Cabin 2900 2700 2200 4675 4175
Topsail Cabin 3100 2900 2400 5075 4575
Owners’ Suite 3500 3300 2800 5875 5375
August | September Savings Lowest available published rates
Island Windjammers

ALWAYS ON ISLAND TIME