Island Windjammers Cruises

Island Windjammers Cruise Calendars

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.

Rates are in US funds, per person based upon double occupancy, unless noted otherwise. Please see our Cruise Terms & Conditions for more information.

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Sailing Dates Ship Itinerary Embark/
Disembark
Cabin Pricing (Per person)
Jun 05, 2016 - Jun 11, 2016 Sagitta French W. Indies RT St Lucia
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Jun 05, 2016 - Jun 11, 2016 Vela Virgin Islands RT Tortola
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Jun 05, 2016 - Jun 11, 2016 Diamant Windward RT Grenada
Standard Cabin $2,075
Deluxe Cabin $2,175
Captain's Quarters $2,175
Jun 12, 2016 - Jun 18, 2016 Diamant Windward RT Grenada
Standard Cabin $2,075
Deluxe Cabin $2,175
Captain's Quarters $2,175
Jun 12, 2016 - Jun 18, 2016 Vela Virgin Islands Tortola/
St Maarten
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Jun 12, 2016 - Jun 18, 2016 Sagitta French W. Indies RT St Lucia
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Jun 19, 2016 - Jun 25, 2016 Sagitta French W. Indies RT St Lucia
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Jun 19, 2016 - Jul 01, 2016 Vela Leeward St Maarten/
St Lucia
Standard Cabin $2,925
Deluxe Cabin $3,325
Cadet Solo Cabin $3,525
Compass Cabin $3,925
Topsail Cabin $4,325
Owners' Suite $5,125
Leeward Islands and French West Indies 12 Night Explorer - Low Season Special
Jun 19, 2016 - Jun 25, 2016 Diamant Windward RT Grenada
Standard Cabin $2,075
Deluxe Cabin $2,175
Captain's Quarters $2,175
Jun 26, 2016 - Jul 02, 2016 Diamant Windward RT Grenada
Standard Cabin $2,075
Deluxe Cabin $2,175
Captain's Quarters $2,175
Jun 26, 2016 - Jul 02, 2016 Sagitta French W. Indies RT St Lucia
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Jul 03, 2016 - Jul 09, 2016 Sagitta French W. Indies RT St Lucia
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Jul 03, 2016 - Jul 09, 2016 Diamant Windward RT Grenada
Standard Cabin $2,075
Deluxe Cabin $2,175
Captain's Quarters $2,175
Jul 10, 2016 - Jul 16, 2016 Diamant Windward RT Grenada
Standard Cabin $2,075
Deluxe Cabin $2,175
Captain's Quarters $2,175
Rum Cruise
Jul 10, 2016 - Jul 16, 2016 Sagitta French W. Indies RT St Lucia
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Jul 17, 2016 - Jul 23, 2016 Sagitta Windward RT St Lucia
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Jul 17, 2016 - Jul 23, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Jul 24, 2016 - Jul 30, 2016 Vela Windward RT St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Taste of the Islands
Jul 24, 2016 - Jul 30, 2016 Sagitta French W. Indies RT St Lucia
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Solo Sojourn
Jul 31, 2016 - Aug 06, 2016 Sagitta French W. Indies RT St Lucia
Solo Cabin $1,275
Standard Cabin $1,575
Deluxe Cabin $1,775
Owners' Suite $2,675
August & September Savings
Jul 31, 2016 - Aug 06, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $1,575
Deluxe Cabin $1,775
Cadet Solo Cabin $1,875
Compass Cabin $2,075
Topsail Cabin $2,275
Owners' Suite $2,675
August & September Savings
Aug 07, 2016 - Aug 13, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $1,575
Deluxe Cabin $1,775
Cadet Solo Cabin $1,875
Compass Cabin $2,075
Topsail Cabin $2,275
Owners' Suite $2,675
August & September Savings
Aug 14, 2016 - Aug 20, 2016 Vela Windward RT St Lucia
Standard Cabin $1,575
Deluxe Cabin $1,775
Cadet Solo Cabin $1,875
Compass Cabin $2,075
Topsail Cabin $2,275
Owners' Suite $2,675
August & September Savings
Aug 21, 2016 - Aug 27, 2016 Vela Windward RT St Lucia
Standard Cabin $1,575
Deluxe Cabin $1,775
Cadet Solo Cabin $1,875
Compass Cabin $2,075
Topsail Cabin $2,275
Owners' Suite $2,675
August & September Savings
Aug 28, 2016 - Sep 03, 2016 Vela Windward St Lucia/
Grenada
Standard Cabin $1,575
Deluxe Cabin $1,775
Cadet Solo Cabin $1,875
Compass Cabin $2,075
Topsail Cabin $2,275
Owners' Suite $2,675
August & September Savings
Sep 04, 2016 - Sep 10, 2016 Vela Windward RT Grenada
Standard Cabin $1,575
Deluxe Cabin $1,775
Cadet Solo Cabin $1,875
Compass Cabin $2,075
Topsail Cabin $2,275
Owners' Suite $2,675
Pirate Week - August & September Savings
Sep 04, 2016 - Sep 10, 2016 Sagitta Windward RT Grenada
Solo Cabin $1,275
Standard Cabin $1,575
Deluxe Cabin $1,775
Owners' Suite $2,675
Pirate Week - August & September Savings
Sep 11, 2016 - Sep 17, 2016 Vela Windward RT Grenada
Standard Cabin $1,575
Deluxe Cabin $1,775
Cadet Solo Cabin $1,875
Compass Cabin $2,075
Topsail Cabin $2,275
Owners' Suite $2,675
August & September Savings
Sep 11, 2016 - Sep 17, 2016 Sagitta Windward RT Grenada
Solo Cabin $1,275
Standard Cabin $1,575
Deluxe Cabin $1,775
Owners' Suite $2,675
August & September Savings
Sep 18, 2016 - Sep 24, 2016 Sagitta Windward RT Grenada
Solo Cabin $1,275
Standard Cabin $1,575
Deluxe Cabin $1,775
Owners' Suite $2,675
August & September Savings
Sep 18, 2016 - Sep 24, 2016 Vela Windward RT Grenada
Standard Cabin $1,575
Deluxe Cabin $1,775
Cadet Solo Cabin $1,875
Compass Cabin $2,075
Topsail Cabin $2,275
Owners' Suite $2,675
August & September Savings
Sep 25, 2016 - Oct 01, 2016 Vela Windward RT Grenada
Standard Cabin $1,575
Deluxe Cabin $1,775
Cadet Solo Cabin $1,875
Compass Cabin $2,075
Topsail Cabin $2,275
Owners' Suite $2,675
August & September Savings
Sep 25, 2016 - Oct 01, 2016 Sagitta Windward RT Grenada
Solo Cabin $1,275
Standard Cabin $1,575
Deluxe Cabin $1,775
Owners' Suite $2,675
August & September Savings
Oct 02, 2016 - Oct 08, 2016 Vela Windward RT Grenada
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Oct 02, 2016 - Oct 08, 2016 Sagitta Windward RT Grenada
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Oct 09, 2016 - Oct 15, 2016 Sagitta Windward Grenada/
St Lucia
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Oct 09, 2016 - Oct 15, 2016 Vela Windward Grenada/
St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Oct 16, 2016 - Oct 22, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Oct 16, 2016 - Oct 22, 2016 Sagitta French W. Indies RT St Lucia
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Oct 23, 2016 - Nov 04, 2016 Sagitta Leeward St Lucia/
St Maarten
Solo Cabin $2,925
Standard Cabin $3,425
Deluxe Cabin $3,825
Owners' Suite $5,625
12 Night Explorer Cruise
Oct 23, 2016 - Oct 29, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Oct 30, 2016 - Nov 05, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Nov 06, 2016 - Nov 12, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Nov 06, 2016 - Nov 12, 2016 Sagitta Leeward RT St Maarten
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Solo Sojourn
Nov 13, 2016 - Nov 19, 2016 Sagitta Leeward RT St Maarten
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Nov 13, 2016 - Nov 19, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Rum Cruise
Nov 20, 2016 - Nov 26, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Nov 20, 2016 - Nov 26, 2016 Sagitta Leeward RT St Maarten
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Nov 20, 2016 - Nov 26, 2016 Diamant Windward RT Grenada
Navigator Cabin $2,475
Owners' Suite $3,175
Nov 27, 2016 - Dec 03, 2016 Sagitta Leeward RT St Maarten
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Nov 27, 2016 - Dec 03, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Nov 27, 2016 - Dec 03, 2016 Diamant Windward RT Grenada
Navigator Cabin $2,475
Owners' Suite $3,175
Dec 04, 2016 - Dec 16, 2016 Diamant Windward RT Grenada
Navigator Cabin $4,225
Owners' Suite $5,625
12 Night Explorer Cruise
Dec 04, 2016 - Dec 10, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Dec 04, 2016 - Dec 16, 2016 Sagitta Leeward RT St Maarten
Solo Cabin $2,925
Standard Cabin $3,425
Deluxe Cabin $3,825
Owners' Suite $5,625
12 Night Explorer Cruise
Dec 11, 2016 - Dec 17, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Dec 18, 2016 - Dec 24, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $2,075
Deluxe Cabin $2,275
Cadet Solo Cabin $2,375
Compass Cabin $2,575
Topsail Cabin $2,775
Owners' Suite $3,175
Dec 18, 2016 - Dec 24, 2016 Sagitta Leeward RT St Maarten
Solo Cabin $1,775
Standard Cabin $2,075
Deluxe Cabin $2,275
Owners' Suite $3,175
Dec 18, 2016 - Dec 24, 2016 Diamant Windward RT Grenada
Navigator Cabin $2,475
Owners' Suite $3,175
Dec 25, 2016 - Dec 31, 2016 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Dec 25, 2016 - Dec 31, 2016 Sagitta Leeward RT St Maarten
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Dec 25, 2016 - Dec 31, 2016 Vela French W. Indies RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Jan 01, 2017 - Jan 13, 2017 Diamant Windward Grenada/
St Lucia
Navigator Cabin $4,325
Owners' Suite $5,725
12 Night Explorer Cruise
Jan 01, 2017 - Jan 13, 2017 Sagitta Virgin Islands St Maarten/
Tortola
Solo Cabin $3,025
Standard Cabin $3,525
Deluxe Cabin $3,925
Owners' Suite $5,725
12 Night Explorer Cruise
Jan 01, 2017 - Jan 07, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Jan 08, 2017 - Jan 14, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Jan 15, 2017 - Jan 21, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Jan 15, 2017 - Jan 27, 2017 Sagitta Virgin Islands Tortola/
St Maarten
Solo Cabin $3,025
Standard Cabin $3,525
Deluxe Cabin $3,925
Owners' Suite $5,725
12 Night Explorer Cruise
Jan 15, 2017 - Jan 27, 2017 Diamant Windward St Lucia/
Grenada
Navigator Cabin $4,325
Owners' Suite $5,725
12 Night Explorer Cruise
Jan 22, 2017 - Jan 28, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Jan 29, 2017 - Feb 04, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Jan 29, 2017 - Feb 04, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Jan 29, 2017 - Feb 04, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Feb 05, 2017 - Feb 11, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Feb 05, 2017 - Feb 11, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Feb 05, 2017 - Feb 11, 2017 Vela Windward RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Feb 12, 2017 - Feb 18, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Feb 12, 2017 - Feb 18, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Feb 12, 2017 - Feb 18, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Feb 19, 2017 - Feb 25, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Feb 19, 2017 - Feb 25, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Feb 19, 2017 - Feb 25, 2017 Vela Windward RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Feb 26, 2017 - Mar 04, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Feb 26, 2017 - Mar 04, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Feb 26, 2017 - Mar 04, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Mar 05, 2017 - Mar 11, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Mar 05, 2017 - Mar 11, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Mar 05, 2017 - Mar 11, 2017 Vela Windward RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Mar 12, 2017 - Mar 18, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Mar 12, 2017 - Mar 18, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Mar 12, 2017 - Mar 18, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Mar 19, 2017 - Mar 25, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Mar 19, 2017 - Mar 25, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Mar 19, 2017 - Mar 25, 2017 Vela Windward RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Mar 26, 2017 - Apr 01, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Mar 26, 2017 - Apr 01, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Mar 26, 2017 - Apr 01, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Apr 02, 2017 - Apr 08, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Apr 02, 2017 - Apr 08, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Apr 09, 2017 - Apr 15, 2017 Sagitta Virgin Islands St Maarten/
Tortola
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Apr 09, 2017 - Apr 15, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Apr 16, 2017 - Apr 22, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Apr 16, 2017 - Apr 22, 2017 Sagitta Virgin Islands RT Tortola
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Apr 23, 2017 - Apr 29, 2017 Sagitta Virgin Islands RT Tortola
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Apr 23, 2017 - Apr 29, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Apr 23, 2017 - Apr 29, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Apr 30, 2017 - May 06, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
Apr 30, 2017 - May 06, 2017 Vela Windward RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
Apr 30, 2017 - May 06, 2017 Sagitta Virgin Islands RT Tortola
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Rum Cruise
May 07, 2017 - May 13, 2017 Sagitta Virgin Islands RT Tortola
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
May 07, 2017 - May 13, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,325
Deluxe Cabin $2,525
Cadet Solo Cabin $2,625
Compass Cabin $2,825
Topsail Cabin $3,025
Owners' Suite $3,425
May 07, 2017 - May 13, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,725
Owners' Suite $3,425
May 14, 2017 - May 26, 2017 Diamant Windward RT Grenada
Navigator Cabin $3,825
Owners' Suite $5,225
12 Night Explorer - Captain's Special
May 14, 2017 - May 26, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $3,025
Deluxe Cabin $3,425
Cadet Solo Cabin $3,625
Compass Cabin $4,025
Topsail Cabin $4,425
Owners' Suite $5,225
12 Night Explorer - Captain's Special
May 14, 2017 - May 20, 2017 Sagitta Virgin Islands RT Tortola
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
May 21, 2017 - May 27, 2017 Sagitta Virgin Islands RT Tortola
Solo Cabin $2,025
Standard Cabin $2,325
Deluxe Cabin $2,525
Owners' Suite $3,425
Solo Sojourn
May 28, 2017 - Jun 03, 2017 Sagitta Virgin Islands RT Tortola
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
May 28, 2017 - Jun 03, 2017 Vela Windward RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
May 28, 2017 - Jun 03, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,525
Owners' Suite $3,225
Jun 04, 2017 - Jun 10, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,525
Owners' Suite $3,225
Jun 04, 2017 - Jun 10, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Jun 04, 2017 - Jun 10, 2017 Sagitta Virgin Islands Tortola/
St Maarten
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Jun 11, 2017 - Jun 23, 2017 Sagitta Leeward St Maarten/
St Lucia
Solo Cabin $2,525
Standard Cabin $3,025
Deluxe Cabin $3,425
Owners' Suite $5,225
12 Night Explorer - Captain's Special
Jun 11, 2017 - Jun 17, 2017 Vela Windward RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Jun 11, 2017 - Jun 17, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,525
Owners' Suite $3,225
Jun 18, 2017 - Jun 24, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,525
Owners' Suite $3,225
Jun 18, 2017 - Jun 24, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Jun 25, 2017 - Jul 01, 2017 Vela Windward RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Jun 25, 2017 - Jul 01, 2017 Sagitta Windward St Lucia/
Grenada
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Jun 25, 2017 - Jul 01, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,525
Owners' Suite $3,225
Jul 02, 2017 - Jul 08, 2017 Sagitta Windward RT Grenada
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Jul 02, 2017 - Jul 08, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Jul 02, 2017 - Jul 08, 2017 Diamant Windward RT Grenada Available for charter
Jul 09, 2017 - Jul 15, 2017 Diamant Windward RT Grenada Available for charter
Jul 09, 2017 - Jul 15, 2017 Vela Windward RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Jul 09, 2017 - Jul 15, 2017 Sagitta Windward RT Grenada
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Jul 16, 2017 - Jul 22, 2017 Sagitta Windward RT Grenada
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Jul 16, 2017 - Jul 22, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Jul 16, 2017 - Jul 22, 2017 Diamant Windward RT Grenada Available for charter
Jul 23, 2017 - Jul 29, 2017 Diamant Windward RT Grenada Available for charter - Chartered
Jul 23, 2017 - Jul 29, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Jul 23, 2017 - Jul 29, 2017 Sagitta Windward RT Grenada
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Jul 30, 2017 - Aug 05, 2017 Sagitta Windward RT Grenada
Solo Cabin $1,325
Standard Cabin $1,625
Deluxe Cabin $1,825
Owners' Suite $2,725
August & September Savings
Jul 30, 2017 - Aug 05, 2017 Diamant Windward RT Grenada Available for charter
Aug 06, 2017 - Aug 12, 2017 Diamant Windward Grenada/
St Lucia
Available for charter
Aug 06, 2017 - Aug 12, 2017 Sagitta Windward Grenada/
St Lucia
Solo Cabin $1,325
Standard Cabin $1,625
Deluxe Cabin $1,825
Owners' Suite $2,725
August & September Savings
Aug 13, 2017 - Aug 19, 2017 Sagitta French W. Indies RT St Lucia
Solo Cabin $1,325
Standard Cabin $1,625
Deluxe Cabin $1,825
Owners' Suite $2,725
August & September Savings
Aug 13, 2017 - Aug 19, 2017 Diamant Windward St Lucia/
Grenada
Navigator Cabin $2,025
Owners' Suite $2,725
August & September Savings
Aug 20, 2017 - Aug 26, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,025
Owners' Suite $2,725
August & September Savings
Aug 20, 2017 - Aug 26, 2017 Sagitta French W. Indies RT St Lucia
Solo Cabin $1,325
Standard Cabin $1,625
Deluxe Cabin $1,825
Owners' Suite $2,725
August & September Savings
Aug 27, 2017 - Sep 02, 2017 Vela Windward RT Grenada
Standard Cabin $1,625
Deluxe Cabin $1,825
Cadet Solo Cabin $1,925
Compass Cabin $2,125
Topsail Cabin $2,325
Owners' Suite $2,725
August & September Savings
Aug 27, 2017 - Sep 02, 2017 Diamant Windward RT Grenada Available for charter
Sep 03, 2017 - Sep 09, 2017 Vela Windward RT Grenada
Standard Cabin $1,625
Deluxe Cabin $1,825
Cadet Solo Cabin $1,925
Compass Cabin $2,125
Topsail Cabin $2,325
Owners' Suite $2,725
Pirate Week - August & September Savings
Sep 03, 2017 - Sep 09, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,025
Owners' Suite $2,725
Pirate Week - August & September Savings
Sep 10, 2017 - Sep 16, 2017 Vela Windward RT Grenada
Standard Cabin $1,625
Deluxe Cabin $1,825
Cadet Solo Cabin $1,925
Compass Cabin $2,125
Topsail Cabin $2,325
Owners' Suite $2,725
August & September Savings
Sep 10, 2017 - Sep 16, 2017 Diamant Windward RT Grenada Available for charter
Sep 17, 2017 - Sep 23, 2017 Diamant Windward RT Grenada Available for charter
Sep 17, 2017 - Sep 23, 2017 Vela Windward RT Grenada
Standard Cabin $1,625
Deluxe Cabin $1,825
Cadet Solo Cabin $1,925
Compass Cabin $2,125
Topsail Cabin $2,325
Owners' Suite $2,725
Taste of the Islands - August & September Savings
Sep 24, 2017 - Sep 30, 2017 Vela Windward RT Grenada
Standard Cabin $1,625
Deluxe Cabin $1,825
Cadet Solo Cabin $1,925
Compass Cabin $2,125
Topsail Cabin $2,325
Owners' Suite $2,725
Fleet Week - August & September Savings
Sep 24, 2017 - Sep 30, 2017 Sagitta Windward RT Grenada
Solo Cabin $1,325
Standard Cabin $1,625
Deluxe Cabin $1,825
Owners' Suite $2,725
Fleet Week - August & September Savings
Sep 24, 2017 - Sep 30, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,025
Owners' Suite $2,725
Fleet Week - August & September Savings
Oct 01, 2017 - Oct 07, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,025
Owners' Suite $2,725
Fleet Week - August & September Savings
Oct 01, 2017 - Oct 07, 2017 Sagitta Windward RT Grenada
Solo Cabin $1,325
Standard Cabin $1,625
Deluxe Cabin $1,825
Owners' Suite $2,725
Fleet Week - August & September Savings
Oct 01, 2017 - Oct 07, 2017 Vela Windward RT Grenada
Standard Cabin $1,625
Deluxe Cabin $1,825
Cadet Solo Cabin $1,925
Compass Cabin $2,125
Topsail Cabin $2,325
Owners' Suite $2,725
Fleet Week - August & September Savings
Oct 08, 2017 - Oct 14, 2017 Vela Windward Grenada/
St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Oct 08, 2017 - Oct 14, 2017 Sagitta Windward RT Grenada
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Solo Sojourn
Oct 15, 2017 - Oct 21, 2017 Sagitta Windward RT Grenada
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Oct 15, 2017 - Oct 21, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Oct 22, 2017 - Oct 28, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Rum Cruise
Oct 22, 2017 - Oct 28, 2017 Sagitta Windward Grenada/
St Lucia
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Oct 29, 2017 - Nov 10, 2017 Sagitta Leeward St Lucia/
St Maarten
Solo Cabin $2,525
Standard Cabin $3,025
Deluxe Cabin $3,425
Owners' Suite $5,225
12 Night Explorer Cruise - Captain's Special
Oct 29, 2017 - Nov 04, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Nov 05, 2017 - Nov 11, 2017 Vela Windward RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Nov 05, 2017 - Nov 11, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,525
Owners' Suite $3,225
Nov 12, 2017 - Nov 18, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,525
Owners' Suite $3,225
Nov 12, 2017 - Nov 18, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Nov 12, 2017 - Nov 18, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Nov 19, 2017 - Nov 25, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Nov 19, 2017 - Nov 25, 2017 Vela Windward RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Nov 19, 2017 - Nov 25, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,525
Owners' Suite $3,225
Nov 26, 2017 - Dec 02, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,525
Owners' Suite $3,225
Nov 26, 2017 - Dec 02, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Nov 26, 2017 - Dec 02, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Dec 03, 2017 - Dec 09, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Dec 03, 2017 - Dec 09, 2017 Vela Windward RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Dec 03, 2017 - Dec 15, 2017 Diamant Windward RT Grenada
Navigator Cabin $4,325
Owners' Suite $5,725
12 Night Explorer Cruise
Dec 10, 2017 - Dec 16, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Dec 10, 2017 - Dec 16, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Dec 17, 2017 - Dec 23, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $1,825
Standard Cabin $2,125
Deluxe Cabin $2,325
Owners' Suite $3,225
Dec 17, 2017 - Dec 23, 2017 Vela Windward RT St Lucia
Standard Cabin $2,125
Deluxe Cabin $2,325
Cadet Solo Cabin $2,425
Compass Cabin $2,625
Topsail Cabin $2,825
Owners' Suite $3,225
Dec 17, 2017 - Dec 23, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,525
Owners' Suite $3,225
Dec 24, 2017 - Dec 30, 2017 Diamant Windward RT Grenada
Navigator Cabin $2,775
Owners' Suite $3,475
Dec 24, 2017 - Dec 30, 2017 Vela French W. Indies RT St Lucia
Standard Cabin $2,375
Deluxe Cabin $2,575
Cadet Solo Cabin $2,675
Compass Cabin $2,875
Topsail Cabin $3,075
Owners' Suite $3,475
Dec 24, 2017 - Dec 30, 2017 Sagitta Leeward RT St Maarten
Solo Cabin $2,075
Standard Cabin $2,375
Deluxe Cabin $2,575
Owners' Suite $3,475
  • Cruise Itineraries

Begin your adventure today! Call 877.772.4549 for reservations.