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Itineraries and cruises Windstar Cruises departing from Saint Johns

  • 2026
  • 2027
January 2026 February 2026 March 2026 April 2026 May 2026 June 2026 July 2026 August 2026 September 2026 October 2026 November 2026 December 2026
23 cruises
Saint Johns Itinerary Caribbean
Suite from $4,168
price per person Taxes included
Star Pride | Nov. 8, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. navigation,
3. Saint George,
4. Bequia,
5. Mayreau,
6. Les Saintes,
7. Marigot,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,168
price per person Taxes included
Star Pride | Nov. 22, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. navigation,
3. Saint George,
4. Bequia,
5. Mayreau,
6. Les Saintes,
7. Marigot,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,168
price per person Taxes included
Star Pride | Dec. 6, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. navigation,
3. Saint George,
4. Bequia,
5. Mayreau,
6. Les Saintes,
7. Marigot,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,221
price per person Taxes included
Star Pride | Nov. 29, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Gustavia,
4. Basseterre,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,221
price per person Taxes included
Star Pride | Nov. 15, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Basseterre,
4. Gustavia,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,221
price per person Taxes included
Star Pride | Dec. 13, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Gustavia,
4. Basseterre,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
Saint Johns Itinerary Mediterranean
Suite from $4,341
price per person Taxes included
Star Pride | Dec. 7, 2025
Duration: 6 nights
Departure from: Saint Johns Landing: Colon
Itinerary:
1. Saint Johns,
2. Santo Domingo,
3. navigation,
4. Cartagena ,
5. Cartagena ,
6. San Blas Island,
7. Colon
sold out
Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, British Virgin Islands
Saint Johns Itinerary Caribbean
Suite from $4,386
price per person Taxes included
Star Pride | Nov. 16, 2025
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Basseterre,
4. Gustavia,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
sold out
Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, British Virgin Islands
Saint Johns Itinerary Caribbean
Suite from $4,386
price per person Taxes included
Star Pride | Oct. 26, 2025
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Basseterre,
4. Gustavia,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
sold out
Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Sint Maarten, British Virgin Islands
Saint Johns Itinerary Caribbean
Suite from $4,386
price per person Taxes included
Star Pride | Nov. 30, 2025
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Gustavia,
4. Basseterre,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,498
price per person Taxes included
Star Pride | Dec. 20, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. navigation,
3. Saint George,
4. Bequia,
5. Mayreau,
6. Les Saintes,
7. Marigot,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,498
price per person Taxes included
Star Pride | Jan. 3, 2027
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. navigation,
3. Saint George,
4. Bequia,
5. Mayreau,
6. Les Saintes,
7. Marigot,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,498
price per person Taxes included
Star Pride | Nov. 9, 2025
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. navigation,
3. Saint George,
4. Bequia,
5. Mayreau,
6. Les Saintes,
7. Marigot,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,550
price per person Taxes included
Star Pride | Oct. 26, 2025
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Basseterre,
4. Gustavia,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,550
price per person Taxes included
Star Pride | Jan. 10, 2027
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Basseterre,
4. Gustavia,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,550
price per person Taxes included
Star Pride | Nov. 16, 2025
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Basseterre,
4. Gustavia,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
sold out
Antigua and Barbuda, Dominican Republic, Spain, Panama
Saint Johns Itinerary Mediterranean
Suite from $4,671
price per person Taxes included
Star Pride | Dec. 7, 2025
Duration: 6 nights
Departure from: Saint Johns Landing: Colon
Itinerary:
1. Saint Johns,
2. Santo Domingo,
3. navigation,
4. Cartagena ,
5. Cartagena ,
6. San Blas Island,
7. Colon
Saint Johns Itinerary Caribbean
Suite from $4,715
price per person Taxes included
Star Pride | Nov. 30, 2025
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Gustavia,
4. Basseterre,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
sold out
Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, British Virgin Islands
Saint Johns Itinerary Caribbean
Suite from $4,715
price per person Taxes included
Star Pride | Nov. 2, 2025
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Basseterre,
4. Gustavia,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,827
price per person Taxes included
Star Pride | Nov. 23, 2025
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. navigation,
3. Saint George,
4. Bequia,
5. Mayreau,
6. Les Saintes,
7. Marigot,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,880
price per person Taxes included
Star Pride | Dec. 27, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Gustavia,
4. Basseterre,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $4,880
price per person Taxes included
Star Pride | Nov. 2, 2025
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Basseterre,
4. Gustavia,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $6,025
price per person Taxes included
Star Pride | Oct. 28, 2026
Duration: 11 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Gustavia,
4. Basseterre,
5. navigation,
6. Les Saintes,
7. Pigeon Island,
8. Saint George,
9. navigation,
10. Jost Van Dyke,
11. Virgin Gorda,
12. Saint Johns
23 cruises