Star Seeker sailing on February 27th, 2026

14-Night Caribbean (Caribbean - Extended) Windstar Cruises
Windstar Cruises Star Seeker 14-Night Caribbean (Caribbean - Extended)
Departure Port:
San Juan
Sailing Date: 
Friday, 02/27/26
Return Date: 
Friday, 03/13/26
Nights: 
14
Ship: 
Star Seeker
Cruise Line: 
Windstar Cruises
 
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About The Cruise

Coming Dec. 2025, Star Seeker will be our first-ever Star Class new build, followed by Star Explorer in Dec. 2026. Serving 224 guests, each ship will feature 112 suites with full private verandas and infinity windows. They’ll also come with two new Owner’s suites with wrap-around balconies, perfect for evening cocktails or a private dinner. Each ship will include a Watersports platform, a cozy Yacht Club café and lounge, and a two-story spa and fitness facility, among other amenities. Plus, both ships will have ice-strengthened hulls, unlocking access to new destinations. Windstar Cruises is poised for remarkable growth and an exciting future ahead. We’re excited about the possibilities this opens up for our officers, crew, staff and especially our guests. Here’s to a future of sailing 180 degrees from ordinary!

 
Day # Date Port Arrive Depart
1 Friday, 2/27/26 San Juan, Puerto Rico --   7:00pm 
2 Saturday, 2/28/26 Philipsburg, St. Maarten 12:00pm  6:30pm 
3 Sunday, 3/1/26 Pointe a Pitre, Guadeloupe 9:00am  6:00pm 
4 Monday, 3/2/26 Soufriere Bay 9:00am  6:00pm 
5 Tuesday, 3/3/26 Admiralty Bay, Bequia 9:00am  10:00pm 
6 Wednesday, 3/4/26 Mayreau, Saint Vincent and the Grenadines 8:00am  4:30pm 
7 Thursday, 3/5/26 At Sea --   --  
8 Friday, 3/6/26 San Juan, Puerto Rico 7:00am  7:00pm 
9 Saturday, 3/7/26 St. John Island, U.S. Virgin Islands 8:00am  6:00pm 
10 Sunday, 3/8/26 Basseterre, Saint Kitts and Nevis 8:00am  5:00pm 
11 Monday, 3/9/26 Gustavia 7:00am  10:00pm 
12 Tuesday, 3/10/26 Philipsburg, St. Maarten 8:00am  10:00pm 
13 Wednesday, 3/11/26 Great Harbour, Jost Van Dyke BVI 9:00am  10:00pm 
14 Thursday, 3/12/26 Leverick Bay, Virgin Gorda, British Virgin Islands 8:00am  5:00pm 
15 Friday, 3/13/26 San Juan, Puerto Rico 7:00am  --  
Number of Nights: 14
Prices are per person, double occupancy, cruise only and on select sailings. Prices shown are for stateroom categories as noted and are shown in US Dollars. Government taxes and fees are additional. Airfare is not included. Prices and itineraries are based on availability and are subject to change without notice.