New York Lights, Warm Caribbean Nights
 
11 DAYS
Star Pride
New York City to San Juan
Departure Date:
Price from $2,199 per guest
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New York City to San Juan
Venture from the cosmopolitan Big Apple to warm Bermuda beaches and the picturesque Caribbean shorelines of Grenada, St. Barts, St. Kitts, and the British Virgin Islands during this 11-day cruise. Kayak amid gliding sea turtles and radiant tropical fish, explore pastel-hued Bermuda shops, and dine on traditional codfish dishes, spiny lobster and seared tuna steaks during an overnight stay in Hamilton. Sample aromatic nutmeg and rich chocolates on a flavorful Grenada spice factory tour. Measure your progress on a St. George’s foodie and history walking with frosty Piña Coladas, citrusy painkillers, and varied rum punches during your overnight port stay. Shop for one-of-a-kind jewelry or distinctly classic island casual wear at St. Bart boutiques in Gustavia. Sunbathe and snorkel near the golden sands and green hills defining iconic South Friars Bay near Basseterre. Dance, dine and savor the company of good friends and attentive crew at Windstar’s exclusive Signature beach party on Virgin Gorda.
voyage map
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Day 1: New York City
The largest city in the United States, New York City sits at the mouth of the Hudson River and is made up of five boroughs – Brooklyn, Queens, Manhattan, The Bronx and Staten Island. It is the premier gateway for immigrants, with almost 800 languages spoken there. Full of attractions, its iconic sites include the Empire State Building, Times Square, Central Park, The Museum of Modern Art, the Statue of Liberty and The Metropolitan Museum of Art to name just a few.
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Day 4: Hamilton
The capital of Bermuda is the energetic heart of Bermuda. A walk along Front Street on the harbor features interesting pastel-colored colonial buildings and boutiques. Sites to see here include the Cathedral of the Most Holy Trinity, built in 1869 with a tower that displays panoramic views of the city. Find the Bermuda National Gallery and the Bermuda Aquarium, Museum and Zoo.
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Day 5: Hamilton
The capital of Bermuda is the energetic heart of Bermuda. A walk along Front Street on the harbor features interesting pastel-colored colonial buildings and boutiques. Sites to see here include the Cathedral of the Most Holy Trinity, built in 1869 with a tower that displays panoramic views of the city. Find the Bermuda National Gallery and the Bermuda Aquarium, Museum and Zoo.
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Day 5: St. George's
In 2000 St. George’s was named a UNESCO World Heritage Site, founded in 1609 by an English ship that got blown off course, Strolling the streets of St George’s will feel like a step back in time. The well-preserved buildings and fortress have made it a haven of British colonial architecture including St. Peter’s Church. Natural sites to see here in addition include Tobacco Bay Beach, Tom Moore’s Jungle, Cooper’s Island Nature Reserve, Ferry Reach National Park, and the Crystal Caves of Bermuda.
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Day 6: St. George's
In 2000 St. George’s was named a UNESCO World Heritage Site, founded in 1609 by an English ship that got blown off course, Strolling the streets of St George’s will feel like a step back in time. The well-preserved buildings and fortress have made it a haven of British colonial architecture including St. Peter’s Church. Natural sites to see here in addition include Tobacco Bay Beach, Tom Moore’s Jungle, Cooper’s Island Nature Reserve, Ferry Reach National Park, and the Crystal Caves of Bermuda.
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Day 9: Gustavia
Affectionately known as St. Barts, the Caribbean’s most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island’s signature ti punch as kite surfers fly by. 
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Day 10: Basseterre
With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean’s small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site.
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Day 11: Virgin Gorda
A beautiful coral reef wavers just beneath you as your ship makes the break into the heart of Spanish Town, the Yacht Harbor Marina, Located to the south of Spanish Town lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns that you’re free to explore.
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Day 12: San Juan
The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan. 
Popular Highlights
Hamilton
Overnight in Hamilton with plenty of time for snorkeling amid the abundance of marine life.
St. Barts
Shop the duty-free boutiques of St. Barts.
St. Georges
Overnight in UNESCO site St. George’s with its famous pink-sand beaches and 18th century Town Hall.
Beach Party
Bring your appetite to Windstar’s Signature Beach Party on Virgin Gorda.
St. Kitts
Walk through Brimstone Hill Fortress National Park, St. Kitts’ UNESCO site.
Spa
Spend relaxing days at sea with time for making new friends, visiting the spa and attending onboard informational lectures.
El Morro
Have your camera ready for the incredible views from El Morro, San Juan’s UNESCO site.
The Windstar Life
The Windstar staff-to-guest ratio is 1:1.5, and it shows.The moment you board you’ll feel it: an ever-attentive crew at your service, providing you with what you want and need, when you want and need it.
Attentive Crew
Signature Onboard BBQ
Shopping With The Chef
Watersports Platform
Cooking Demonstrations
Open Bridge
Local and Live Performances
Signature Sail Away
Crew Talent Show
Enjoy regionally inspired treatments at World Spa by Windstar
Take In The Sun
24 Hour Room Service
Relax At The Pool or Hot Tub
Relax With A Morning Yoga Session
Accommodations & Pricing
This all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love.
Guaranteed Suite** (chosen by Windstar)
Guaranteed Suite** (chosen by Windstar)
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Star Porthole Suite
Star Porthole Suite
These rooms represent a nod to the sailing tradition of porthole windows. And while sailors might have had cramped quarters, your 277 square foot stateroom is wonderfully spacious and furnished with all the modern amenities and comforts of home.
$2,199 per guest
Ocean View Suite
Ocean View Suite
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
$2,399 per guest
Ocean View Suite 1
Ocean View Suite 1
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
$2,499 per guest
Star Ocean View Suite 1
Star Ocean View Suite 1
As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.
$2,599 per guest
Ocean View Suite 2
Ocean View Suite 2
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
$2,699 per guest
Ocean View Suite 3
Ocean View Suite 3
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
$2,899 per guest
Guaranteed Bridge Suite** (chosen by Windstar)
Guaranteed Bridge Suite** (chosen by Windstar)
Guaranteed Bridge Suite** (chosen by Windstar)
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Balcony Suite
Balcony Suite
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
$3,299 per guest
Star Balcony Suite
Star Balcony Suite
As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.
$3,399 per guest
Balcony Suite 1
Balcony Suite 1
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
$3,599 per guest
Star Balcony Suite 1
Star Balcony Suite 1
As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.
$3,699 per guest
Deluxe Suite
Deluxe Suite
Relax in 400 to 530 spacious square feet. Your living area offers beautiful views from the forward-facing window and French doors onto your private veranda. Two spacious closets give you plenty of room to unpack.
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Classic Suite
Classic Suite
Relax in 400 to 530 spacious square feet. Your living area offers beautiful views from the forward-facing window and French doors onto your private veranda. Two spacious closets give you plenty of room to unpack.
$5,099 per guest
Owner's Suite
Owner's Suite
With 575 square feet, your Owner’s Suite offers separate living room and dining areas. A veranda, two flat-screen TVs and DVD players, and a full master bath and separate powder room indulge you in spacious comfort. 
$6,099 per guest
Star Pride
Carrying only 312 guests, Star Pride still tucks into small ports like Le Lavandou and Wrangell or narrow waterways like the Corinth and Keil Canal. We can’t wait to welcome you onboard for your next 180 degree from ordinary adventure! Learn more about the newly renovated ship and the $250 Million Star Plus Initiative.
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