Island Windjammers Cruises

2014 & 2015 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.

Sailing Dates Ship Itinerary Embark/
Disembark
Cabin Pricing
July 25, 2014 -
August 03, 2014
Diamant Windward Grenada/
St Lucia
Cozy Cabin $2,300
|
Standard Cabin $2,450
|
Deluxe Cabin $2,600
9 Night Wanderer Cruise
July 27, 2014 -
August 02, 2014
Sagitta French West Indies RT St Lucia
Solo Cabin $1,499
|
Standard Cabin $1,799
|
Owners' Suite $2,499
August 05, 2014 -
August 14, 2014
Diamant Windward St Lucia/
Grenada
Cozy Cabin $2,300
|
Standard Cabin $2,450
|
Deluxe Cabin $2,600
9 Night Wanderer Cruise
August 15, 2014 -
August 21, 2014
Diamant Windward Grenada/
St Lucia
Cozy Cabin $1,199
|
Standard Cabin $1,299
|
Deluxe Cabin $1,399
August & September Savings
August 15, 2014 -
August 21, 2014
Sagitta French West Indies RT St Lucia
Solo Cabin $999
|
Standard Cabin $1,299
|
Owners' Suite $1,999
August & September Savings
August 22, 2014 -
August 28, 2014
Diamant Windward St Lucia/
Grenada
Cozy Cabin $1,199
|
Standard Cabin $1,299
|
Deluxe Cabin $1,399
August & September Savings
August 22, 2014 -
August 28, 2014
Sagitta Windward St Lucia/
Grenada
Solo Cabin $999
|
Standard Cabin $1,299
|
Owners' Suite $1,999
August & September Savings
August 29, 2014 -
September 04, 2014
Diamant Windward RT Grenada
Cozy Cabin $1,199
|
Standard Cabin $1,299
|
Deluxe Cabin $1,399
August & September Savings
August 29, 2014 -
September 04, 2014
Sagitta Windward RT Grenada
Solo Cabin $999
|
Standard Cabin $1,299
|
Owners' Suite $1,999
August & September Savings
September 05, 2014 -
September 11, 2014
Sagitta Windward RT Grenada
Solo Cabin $999
|
Standard Cabin $1,299
|
Owners' Suite $1,999
Pirate Week
October 03, 2014 -
October 09, 2014
Diamant Windward RT Grenada
Cozy Cabin $1,699
|
Standard Cabin $1,799
|
Deluxe Cabin $1,899
October 03, 2014 -
October 15, 2014
Sagitta Leeward Grenada/
St Maarten
Solo Cabin $2,375
|
Standard Cabin $2,875
|
Owners' Suite $3,775
12 Night Explorer Cruise
October 10, 2014 -
October 16, 2014
Diamant Windward RT Grenada
Cozy Cabin $1,699
|
Standard Cabin $1,799
|
Deluxe Cabin $1,899
October 17, 2014 -
October 23, 2014
Diamant Windward RT Grenada
Cozy Cabin $1,699
|
Standard Cabin $1,799
|
Deluxe Cabin $1,899
October 19, 2014 -
October 25, 2014
Sagitta Leeward RT St Maarten
Solo Cabin $1,499
|
Standard Cabin $1,799
|
Owners' Suite $2,499
October 24, 2014 -
October 30, 2014
Diamant Windward RT Grenada
Cozy Cabin $1,699
|
Standard Cabin $1,799
|
Deluxe Cabin $1,899
Solo Sojourn
October 26, 2014 -
November 01, 2014
Sagitta Leeward RT St Maarten
Solo Cabin $1,499
|
Standard Cabin $1,799
|
Owners' Suite $2,499
October 31, 2014 -
November 06, 2014
Diamant Windward RT Grenada
Cozy Cabin $1,699
|
Standard Cabin $1,799
|
Deluxe Cabin $1,899
November 02, 2014 -
November 08, 2014
Sagitta Leeward RT St Maarten
Solo Cabin $1,499
|
Standard Cabin $1,799
|
Owners' Suite $2,499
Solo Sojourn
November 07, 2014 -
November 16, 2014
Diamant Windward Grenada/
St Lucia
Cozy Cabin $2,300
|
Standard Cabin $2,450
|
Deluxe Cabin $2,600
9 Night Wanderer Cruise
November 09, 2014 -
November 15, 2014
Sagitta Leeward RT St Maarten
Solo Cabin $1,499
|
Standard Cabin $1,799
|
Owners' Suite $2,499
Solo Sojourn
November 16, 2014 -
November 22, 2014
Sagitta Leeward RT St Maarten
Solo Cabin $1,499
|
Standard Cabin $1,799
|
Owners' Suite $2,499
Rum Cruise
November 17, 2014 -
November 26, 2014
Diamant Windward St Lucia/
Grenada
Cozy Cabin $2,300
|
Standard Cabin $2,450
|
Deluxe Cabin $2,600
9 Night Wanderer Cruise
November 23, 2014 -
November 29, 2014
Sagitta Leeward RT St Maarten
Solo Cabin $1,499
|
Standard Cabin $1,799
|
Owners' Suite $2,499
November 28, 2014 -
December 10, 2014
Diamant Windward RT Grenada
Cozy Cabin $2,675
|
Standard Cabin $2,875
|
Deluxe Cabin $3,075
12 Night Explorer Cruise
November 30, 2014 -
December 12, 2014
Sagitta Leeward RT St Maarten
Solo Cabin $2,375
|
Standard Cabin $2,875
|
Owners' Suite $3,775
12 Night Explorer Cruise
December 12, 2014 -
December 18, 2014
Diamant Windward RT Grenada
Cozy Cabin $1,699
|
Standard Cabin $1,799
|
Deluxe Cabin $1,899
December 14, 2014 -
December 20, 2014
Sagitta Leeward RT St Maarten
Solo Cabin $1,499
|
Standard Cabin $1,799
|
Owners' Suite $2,499
December 19, 2014 -
December 25, 2014
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
December 21, 2014 -
December 27, 2014
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
December 26, 2014 -
January 01, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
December 28, 2014 -
January 03, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
January 02, 2015 -
January 14, 2015
Diamant Windward Grenada/
St Lucia
Cozy Cabin $3,075
|
Standard Cabin $3,275
|
Deluxe Cabin $3,475
12 Night Explorer Cruise
January 04, 2015 -
January 16, 2015
Sagitta U.S. & British Virgin Islands St Maarten/
St Thomas
Solo Cabin $2,775
|
Standard Cabin $3,275
|
Owners' Suite $4,175
12 Night Explorer Cruise
January 16, 2015 -
January 28, 2015
Diamant Windward St Lucia/
Grenada
Cozy Cabin $3,075
|
Standard Cabin $3,275
|
Deluxe Cabin $3,475
12 Night Explorer Cruise
January 18, 2015 -
January 30, 2015
Sagitta U.S. & British Virgin Islands St Thomas/
St Maarten
Solo Cabin $2,775
|
Standard Cabin $3,275
|
Owners' Suite $4,175
12 Night Explorer Cruise
January 30, 2015 -
February 05, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
February 01, 2015 -
February 07, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
February 06, 2015 -
February 12, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
February 08, 2015 -
February 14, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
February 13, 2015 -
February 19, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
February 15, 2015 -
February 21, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
February 20, 2015 -
February 26, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
February 22, 2015 -
February 28, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
February 27, 2015 -
March 05, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
March 01, 2015 -
March 07, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
March 06, 2015 -
March 12, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
March 08, 2015 -
March 14, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
March 13, 2015 -
March 19, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
March 15, 2015 -
March 21, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
March 20, 2015 -
March 26, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
March 22, 2015 -
March 28, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
March 27, 2015 -
April 02, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
March 29, 2015 -
April 04, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
April 03, 2015 -
April 09, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
April 05, 2015 -
April 11, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
April 10, 2015 -
April 16, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
April 12, 2015 -
April 18, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,900
|
Standard Cabin $2,200
|
Owners' Suite $2,900
April 17, 2015 -
April 23, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
April 19, 2015 -
April 28, 2015
Sagitta U.S. & British Virgin Islands St Maarten/
St Thomas
Solo Cabin $2,350
|
Standard Cabin $2,750
|
Owners' Suite $3,550
9 Night Wanderer Cruise
April 24, 2015 -
April 30, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
April 29, 2015 -
May 08, 2015
Sagitta U.S. & British Virgin Islands St Thomas/
St Maarten
Solo Cabin $2,350
|
Standard Cabin $2,750
|
Owners' Suite $3,550
9 Night Wanderer Cruise
May 01, 2015 -
May 07, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,100
|
Standard Cabin $2,200
|
Deluxe Cabin $2,300
May 08, 2015 -
May 20, 2015
Diamant Windward RT Grenada
Cozy Cabin $3,075
|
Standard Cabin $3,275
|
Deluxe Cabin $3,475
12 Night Explorer Cruise
May 10, 2015 -
May 22, 2015
Sagitta Leeward St Maarten/
St Lucia
Solo Cabin $2,775
|
Standard Cabin $3,275
|
Owners' Suite $4,175
12 Night Explorer Cruise
May 22, 2015 -
May 28, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
May 24, 2015 -
May 30, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
May 29, 2015 -
June 04, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
May 31, 2015 -
June 06, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
June 05, 2015 -
June 11, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
June 07, 2015 -
June 13, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
June 12, 2015 -
June 18, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
June 14, 2015 -
June 20, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
June 19, 2015 -
June 25, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
June 21, 2015 -
June 27, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
June 26, 2015 -
July 02, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
June 28, 2015 -
July 04, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
July 03, 2015 -
July 09, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
July 05, 2015 -
July 11, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
July 10, 2015 -
July 16, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
Rum Cruise
July 12, 2015 -
July 18, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
July 17, 2015 -
July 23, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
July 19, 2015 -
July 25, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
July 24, 2015 -
July 30, 2015
Diamant Windward Grenada/
St Lucia
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
July 26, 2015 -
August 01, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
Solo Sojourn
July 31, 2015 -
August 06, 2015
Diamant French West Indies RT St Lucia
Cozy Cabin $1,400
|
Standard Cabin $1,500
|
Deluxe Cabin $1,600
August & September Savings
August 02, 2015 -
August 08, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,200
|
Standard Cabin $1,500
|
Owners' Suite $2,200
August & September Savings
August 07, 2015 -
August 13, 2015
Diamant Windward St Lucia/
Grenada
Cozy Cabin $1,400
|
Standard Cabin $1,500
|
Deluxe Cabin $1,600
August & September Savings
August 09, 2015 -
August 15, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,200
|
Standard Cabin $1,500
|
Owners' Suite $2,200
August & September Savings
August 14, 2015 -
August 20, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,400
|
Standard Cabin $1,500
|
Deluxe Cabin $1,600
August & September Savings
August 21, 2015 -
August 27, 2015
Sagitta Windward St Lucia/
Grenada
Solo Cabin $1,200
|
Standard Cabin $1,500
|
Owners' Suite $2,200
August & September Savings
August 21, 2015 -
August 27, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,400
|
Standard Cabin $1,500
|
Deluxe Cabin $1,600
August & September Savings
August 28, 2015 -
September 03, 2015
Sagitta Windward RT Grenada
Solo Cabin $1,200
|
Standard Cabin $1,500
|
Owners' Suite $2,200
August & September Savings
August 28, 2015 -
September 03, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,400
|
Standard Cabin $1,500
|
Deluxe Cabin $1,600
August & September Savings
September 04, 2015 -
September 10, 2015
Sagitta Windward RT Grenada
Solo Cabin $1,200
|
Standard Cabin $1,500
|
Owners' Suite $2,200
Pirate Week
September 04, 2015 -
September 10, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,400
|
Standard Cabin $1,500
|
Deluxe Cabin $1,600
Pirate Week
October 02, 2015 -
October 08, 2015
Sagitta Windward Grenada/
St Lucia
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
October 02, 2015 -
October 08, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
October 09, 2015 -
October 15, 2015
Sagitta French West Indies RT St Lucia
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
October 09, 2015 -
October 15, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
October 16, 2015 -
October 22, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
October 18, 2015 -
October 30, 2015
Sagitta Leeward St Lucia/
St Maarten
Solo Cabin $2,775
|
Standard Cabin $3,275
|
Owners' Suite $4,175
12 Night Explorer Cruise
October 23, 2015 -
October 29, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
October 30, 2015 -
November 05, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
November 01, 2015 -
November 07, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
Solo Sojourn
November 06, 2015 -
November 15, 2015
Diamant Windward Grenada/
St Lucia
Cozy Cabin $2,600
|
Standard Cabin $2,750
|
Deluxe Cabin $2,900
9 Night Wanderer Cruise
November 08, 2015 -
November 14, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
November 15, 2015 -
November 21, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
Rum Cruise
November 16, 2015 -
November 25, 2015
Diamant Windward St Lucia/
Grenada
Cozy Cabin $2,600
|
Standard Cabin $2,750
|
Deluxe Cabin $2,900
9 Night Wanderer Cruise
November 22, 2015 -
November 28, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
November 27, 2015 -
December 09, 2015
Diamant Windward RT Grenada
Cozy Cabin $3,075
|
Standard Cabin $3,275
|
Deluxe Cabin $3,475
12 Night Explorer Cruise
November 29, 2015 -
December 11, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $2,775
|
Standard Cabin $3,275
|
Owners' Suite $4,175
12 Night Explorer Cruise
December 11, 2015 -
December 17, 2015
Diamant Windward RT Grenada
Cozy Cabin $1,900
|
Standard Cabin $2,000
|
Deluxe Cabin $2,100
December 13, 2015 -
December 19, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,700
|
Standard Cabin $2,000
|
Owners' Suite $2,700
December 18, 2015 -
December 24, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,175
|
Standard Cabin $2,275
|
Deluxe Cabin $2,375
December 20, 2015 -
December 26, 2015
Sagitta Leeward RT St Maarten
Solo Cabin $1,975
|
Standard Cabin $2,275
|
Owners' Suite $2,975
December 25, 2015 -
December 31, 2015
Diamant Windward RT Grenada
Cozy Cabin $2,175
|
Standard Cabin $2,275
|
Deluxe Cabin $2,375
December 27, 2015 -
January 02, 2016
Sagitta Leeward RT St Maarten
Solo Cabin $1,975
|
Standard Cabin $2,275
|
Owners' Suite $2,975
  • Cruise Itineraries

Begin your adventure today! Call 877.772.4549 for reservations.