8-Day Windstar Caribbean Cruise

Winter Windward Islands Surf & Sunsets on New Star Seeker

Revel in seven days of surf, sand and sunsets during this leisurely cruise up and down the Caribbean's Windward Islands. It's a perfect vacation getaway for anyone craving a quick escape from life's everyday obligations. Clip into a zipline and hang on as moss-covered limbs and colorful wild birds rush by your head as you glide through St. Lucia's rainforest canopy. Vacation time is always well spent among the Windward Islands, but nothing makes it more than perfect than the personalized attention and unique excursion opportunities offered by Windstar.

Ask us for current pricing and offers plus get our exclusive extra of $300 Onboard Credit per stateroom.

Ship: Star Seeker | Cruise Line: Windstar| Sail Date: March 13, 2026 | From/To: Roundtrip San Juan | Length: 7-Days

Ocean View Suite From

$4,699

Per person including all taxes, fees and port expenses

Infinity Suite From

$4,999

Per person including all taxes, fees and port expenses

Veranda Suite From

$5,599

Per person including all taxes, fees and port expenses

Premier Veranda Suite From

$5,949

Per person including all taxes, fees and port expenses

All-Inclusive Package Includes:

~Wi-Fi

~Unlimited beer, wine and cocktails

~All gratuities

Popular Highlights:

  • Tour St. Barts to find a chic collection of designer boutiques, stunning beaches, and delightful restaurants
  • Beautiful Bequia's Admiralty Bay is only for small yachts and ships like ours and the island is famous for its model miniature boat builders
  • Pigeon Island National Park features splendid beaches, relics of Arawak Indians and English fort ruins
  • Discover the underwater world of Les Saintes and enjoy some of the best snorkeling around in the deep blue waters of Guadeloupe
  • Shop for spices especially nutmeg and cinnamon in St. George's local markets.
  • The UNESCO site Piton's two volcanic peaks, rising more than 2,400 feet, welcome you to St. Lucia
  • Shop the 100% duty free island of two nations, St. Maarten and St. Martin
Date Day Port Arrive Depart
Mar. 13, 2026 Fri. San Juan 7:00pm
Mar. 14, 2026 Sat. Marigot, St. Martin 11:00am 5:00pm
Mar. 15, 2026 Sun. Les Saintes 8:00am 3:00pm
Mar. 16, 2026 Mon. Mayreau 8:00am 6:00pm
Mar. 17, 2026 Tues. Bequia 8:00am 10:00pm
Mar. 18, 2026 Wed. Pigeon Island 8:00am 2:30pm
Mar. 18, 2026 Wed. The Pitons 5:30pm 6:30pm
Mar. 19, 2026 Thurs. At Sea
Mar. 20, 2026 Fri. San Juan 7:00am

Star Seeker: All Suite Ship

Windstar's newest yacht, Star Seeker starts sailing December 2025! Featuring our new specialty restaurant Basil + Bamboo, upgraded amenities and 112 spacious suites — nearly all 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.

A New All-suite Star on the Horizon

Star Seeker (December 2025) welcomes 224 guests in 112 total suites: 2 Horizon Owner’s Suites, 4 Star Suites, 2 Classic Suites, 2 Triple Infinity Suites, 4 Deluxe Suites, 24 Infinity Suites, 4 Vista Infinity Suites,10 Vista Veranda Suites, 2 Triple Premier Veranda Suites, 32 Premier Veranda Suites,16 Veranda Suites, and 10 Oceanview Suites

Always Included Complimentary:

  • Open dining with no reservation fees required
  • Non-alcoholic beverages, including coffee, tea and soda
  • Beautifully appointed ocean-view staterooms and suites
  • Plush bathrobes and slippers
  • Fresh flowers and fruit in your stateroom or suite
  • Flat-screen tv
  • Signature onboard deck barbeque
  • Onboard entertainment, including local performances in most regions
  • 24-Hour Room service
  • Fully equipped Watersports platform and use of all water sports equipment
  • Access to the Open Bridge
  • Champagne welcome reception
  • Signature Sail Away event from every port
  • Access to WorldSpa by Windstar sauna/steam room facilities, yoga and Pilates

*Prices are in USD, per person based on double occupancy, availability and subject to change without notice. Taxes, fees and port expenses are included in the above pricing. All promotions are capacity controlled by Windstar and can be eliminated at any time without notice. Exclusive offer is based on double occupancy. Other restrictions may apply. Ships’ registry: Bahamas