14-Day Windstar Caribbean Cruise
Explore the Caribbean Like Never Before During Star Seeker’s Inaugural Season. Windstar’s Fleet Goes Where The Big Ships Can’t.
This 2 week cruise on Windstar’s Newest Ship Star Seeker offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, master the art of Caribbean cooking in Philipsburg, and enjoy the spice market and some of the best snorkeling on Grenada. Visit the Pompeii of the Caribbean at Montserrat with its half buried city.
Receive our exclusive extra $200 onboard credit per stateroom* Ask us for current special offers and current pricing on Star Seeker itineraries!
- Ship: Star Seeker
- Cruise Line: Windstar Cruises
- Sail Date: February 13, 2026
- From/To: Roundtrip San Juan, Puerto Rico
- Length: 14-Days
Oceanview Suite w/small Window From
$5,490
per person including all taxes, fees and port expenses
Infinity Suite w/Floor-to-ceiling Window From
$5,990
per person including all taxes, fees and port expenses
Veranda Suite
From
$7,190
per person including all taxes, fees and port expenses
Triple Premier Veranda Suite From
$8,190
per person including all taxes, fees and port expenses
Introducing the Star Seeker!
Be One of the First to Enjoy Windstar’s Newest All Suite Yacht
Inaugural Season:
Star Seeker’s inaugural season will begin in the Caribbean in January 2026, where several Windstar yachts will come together in celebration. Then, the ship will then cross the Panama Canal toward Alaska, where it will sail from May to August before heading across the Pacific to Japan.
Stylish Accommodations:
Nearly all 112 suites on Star Seeker come with a full private veranda or a floor-to-ceiling infinity window for stunning ocean views.
Dining Options:
Star Seeker’s culinary offerings include the main restaurant Amphora, our beloved Star Grill, their Yacht Club Café, complimentary 24-hour room service and a specialty restaurant yet to be revealed.
Welcoming Atmosphere:
With a 1:2 staff-to-guest ratio, Star Seeker will deliver the perfect balance of warm, friendly service and a fun-loving ambiance.
Upgraded Amenities:
Guests will have access to a full-service spa with grand entrance from the deck above, a fitness facility and a fresh take on our iconic Watersports Platform.
| Date | Day | Port | Arrive | Depart |
|---|---|---|---|---|
| Feb. 13, 2026 | Fri. | San Juan, Puerto Rico | 7:00pm | |
| Feb. 14, 2026 | Sat. | At Sea | ||
| Feb. 15, 2026 | Sun. | Bequia | 9:00am | 10:00pm |
| Feb. 16, 2026 | Mon. | Mayreau | 8:00am | 6:00pm |
| Feb. 17, 2026 | Tues. | Soufriere | 8:00am | 6:00pm |
| Feb. 18, 2026 | Wed. | Les Saintes | 8:00am | 5:00pm |
| Feb. 19, 2026 | Thurs. | Marigot, St. Martin | 8:00am | 2:00pm |
| Feb. 20, 2026 | Fri. | San Juan, Puerto Rico | 7:00am | 7:00pm |
| Feb. 21, 2026 | Sat. | Cruz Bay, St. John, Virgin Islands | 8:00am | 6:00pm |
| Feb. 22, 2o26 | Sun. | Basseterre, St. Kitts | 8:00am | 5:00pm |
| Feb. 23, 2026 | Mon. | Philipsburg, St. Maarten | 8:00am | 10:00pm |
| Feb. 24, 2026 | Tues. | Gustavia | 7:00am | 6:00pm |
| Feb. 25, 2026 | Wed. | Jost Van Dyke | 8:00am | 10:00pm |
| Feb. 26, 2026 | Thurs. | Virgin Gorda, British Virgin Islands | 8:00am | 5:00pm |
| Feb. 27, 2026 | Fri. | San Juan, Puerto Rico | 7:00am |
Be one of the first to experience Star Seeker, Windstar’s newest yacht, during our inaugural sailing season beginning January 2026!
Featuring new dining options, upgraded amenities, and 112 spacious suites — all but 10 with a full private veranda or a floor-to-ceiling infinity window — Star Seeker is a fresh take on our Star Class that remains unmistakably Windstar.
Prices are in USD, per person based on double occupancy, availability and subject to change without notice. All taxes, fees and port expenses are included in the above prices. All promotions are capacity controlled by the cruise line and can be removed at any time without notice. The above promotion and pricing ends October 31, 2024. Other restrictions may apply. Ships’ registry: Bahamas
