Star Collector: Lovely Leewards
 
San Juan to San Juan
Sat Mar 4, 2023 - Sat Mar 18, 2023,
 14 days
 on Star Pride
?All-inclusive from
$4,245
?Cruise Only From
$2,999
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San Juan to San Juan
Whether you’re passionate about swimming among rarely seen undersea wildlife or the intricate cultures and intertwined European histories of the Windward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands normally associated with places like Madison Avenue, but displayed in an ambiance that’s anything but intimidating. Stare in wonder at the glow from miniscule bioluminescent organisms stirred by your kayak paddle during a tour of the Fajardo Bio Bay nature reserve near San Juan. Master the art of cooking with distinct spices like nutmeg, cloves, and allspice in authentic Caribbean cuisine while taking direction from a highly-skilled native chef in Philipsburg. This Caribbean getaway is the perfect duration for lovers of island life and those who want to spend more time exploring the Windward Islands overlooked by other cruise lines.
voyage map
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Day 1: 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. 
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Day 2:
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Day 3: St. George's
Inhale the intoxicating aroma of the “Isle of Spice” as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must. 
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Day 4: Bequia
The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia’s whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island’s famed model boat builders at work on their miniature masterpieces. 
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Day 5: Pigeon Island
The UNESCO site Pitons’ with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.
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Day 6: Les Saintes
This is the Caribbean as you’ve always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.
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Day 7: St. Maarten
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
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Day 8: 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. 
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Day 9: St. Thomas
St. Thomas has something for everyone who loves the outdoors.  Magen’s Bay, the island’s most popular beach with its heart-shaped protected bay, the incomparable view of the Caribbean found climbing the famous 99 steps of Charlotte Amalie, world-famous Mahogany Run Golf Course, the Skyride that soars 700 feet above the city, and snorkeling and sailing, Sightsee the St. Thomas Synagogue, built in 1833, Fort Christian, built in 1680, Blackbeard’s Castle, a 1679 watchtower, and the childhood home of French Impressionist Camille Pissarro, now an art gallery.
 
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Day 10: 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 11: Little Bay
Today we visit “Pompeii of the Caribbean”—an island that is half lush and green, half gray and covered in ash by a volcano in 1995. And if a half-buried city isn’t intriguing enough, there are black-sand beaches and a perplexing Irish heritage to explore.
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Day 12: St. Maarten
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
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Day 13: Jost Van Dyke, Great Harbour
For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor. 
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Day 14: 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 15: 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. 
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Sat Mar 4
San Juan
Arrive:  
Depart:  7:00 PM
Watersports Platform: 
Sun Mar 5
AT SEA
Arrive:   N/A
Depart:   N/A
Watersports Platform: 
Mon Mar 6
St. George's
Arrive:  9:00 AM
Depart:  10:00 PM
Watersports Platform: 
Tue Mar 7
Bequia
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Wed Mar 8
Pigeon Island
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Thu Mar 9
Les Saintes
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Fri Mar 10
St. Maarten
Arrive:  8:00 AM
Depart:  2:00 PM
Watersports Platform: 
Sat Mar 11
San Juan
Arrive:  7:00 AM
Depart:  10:00 PM
Watersports Platform: 
Sun Mar 12
St. Thomas
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Mon Mar 13
Gustavia
Arrive:  9:00 AM
Depart:  10:00 PM
Watersports Platform: 
Tue Mar 14
Little Bay
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Wed Mar 15
St. Maarten
Arrive:  7:00 AM
Depart:  10:00 PM
Watersports Platform: 
Thu Mar 16
Jost Van Dyke, Great Harbour
Arrive:  8:00 AM
Depart:  11:59 PM
Watersports Platform: 
Fri Mar 17
Virgin Gorda
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Sat Mar 18
San Juan
Arrive:  7:00 AM
Depart:  
Watersports Platform: 
WINDSTAR SIGNATURE
A Complimentary Windstar Destination Discovery Event

Bora Bora is surrounded by a number of tiny islets called "motu" - small, pristine, secluded paradises that offer privacy, beauty, and relaxing ambiance. You will spend the evening on one of these perfect Polynesian oases accompanied only by other Windstar guests. As has long been the tradition in Tahiti, you will be welcomed to the motu with a fragrant flower lei.

Your private feast on the beach promises to be extraordinary. The menu has been carefully selected by Windstar's executive chef and is sure to please and tantalize your palate.

When your meal is complete and the stars begin to shine, the highlight of this enchanted evening will begin. Fire dancing has long been deeply embedded in the Polynesian culture as a way to send messages to the gods. Your fire dancing experts will be wearing traditional loincloths and will dazzle you with high-speed acrobatic moves, throwing flames so hot you'll feel the warmth 10 feet away.

Please note: This DestinationDiscovery Event has been scheduled in a way that will allow you to book and experience another shore excursion on the same day and you will not miss anything.

Bora Bora is surrounded by a number of tiny islets called "motu" - small, pristine, secluded paradises that offer privacy, beauty, and relaxing ambiance. You will spend the evening on one of these perfect Polynesian oases accompanied only by other Windstar guests. As has long been the tradition in Tahiti, you will be welcomed to the motu with a fragrant flower lei.

Bora Bora is surrounded by a number of tiny islets called "motu" - small, pristine, secluded paradises that offer privacy, beauty, and relaxing ambiance. You will spend the evening on one of these perfect Polynesian oases accompanied only by other Windstar guests. As has long been the tradition in Tahiti, you will be welcomed to the motu with a fragrant flower lei.

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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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.
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.
? Call for Availability
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. 
? Call for Availability
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.
? Cruise only from $2,999 per guest
? All-inclusive price from $4,245 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.
? Cruise only from $3,099 per guest
? All-inclusive price from $4,345 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.
? Cruise only from $3,199 per guest
? All-inclusive price from $4,445 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.
? Cruise only from $3,299 per guest
? All-inclusive price from $4,545 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.
? Cruise only from $3,399 per guest
? All-inclusive price from $4,645 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.
? Cruise only from $3,499 per guest
? All-inclusive price from $4,745 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.
? Cruise only from $4,499 per guest
? All-inclusive price from $5,745 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.
? Cruise only from $4,699 per guest
? All-inclusive price from $5,945 per guest
Guaranteed Suite** (chosen by Windstar)
Guaranteed Suite** (chosen by Windstar)
? Call for Availability
Guaranteed Balcony Suite** (chosen by Windstar)
Guaranteed Balcony Suite** (chosen by Windstar)
Guaranteed Balcony Suite** (chosen by Windstar)
? Call for Availability
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.
? Call for Availability
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.
? Call for Availability
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.
? Call for Availability
ALL DATES &
FARES
Last Minute Cruise Deals
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited beer, wine, and cocktails, and gratuities. From $89 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Sat, Jan 28 - Sat, Feb 11, 2023
STAR PRIDE
$3,945
$2,699
Sat, Feb 4 - Sat, Feb 18, 2023
STAR PRIDE
$4,045
$2,799
Sat, Feb 11 - Sat, Feb 25, 2023
STAR PRIDE
$3,945
$2,699
Sat, Feb 18 - Sat, Mar 4, 2023
STAR PRIDE
$3,645
$2,399
Sat, Feb 25 - Sat, Mar 11, 2023
STAR PRIDE
$3,645
$2,399
Sat, Mar 4 - Sat, Mar 18, 2023
STAR PRIDE
$4,245
$2,999
THIS
SAILING
! ITINERARY CHANGE San Juan TO San Juan 14 days on Star Pride X
Please note: The ports in this itinerary have been updated as of XX/XX/XXXX
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Sat Mar 4
San Juan
Arrive:  
Depart:  7:00 PM
Watersports Platform: 
Sun Mar 5
AT SEA
Arrive:   N/A
Depart:   N/A
Watersports Platform: 
Mon Mar 6
St. George's
Arrive:  9:00 AM
Depart:  10:00 PM
Watersports Platform: 
Tue Mar 7
Bequia
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Wed Mar 8
Pigeon Island
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Thu Mar 9
Les Saintes
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Fri Mar 10
St. Maarten
Arrive:  8:00 AM
Depart:  2:00 PM
Watersports Platform: 
Sat Mar 11
San Juan
Arrive:  7:00 AM
Depart:  10:00 PM
Watersports Platform: 
Sun Mar 12
St. Thomas
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Mon Mar 13
Gustavia
Arrive:  9:00 AM
Depart:  10:00 PM
Watersports Platform: 
Tue Mar 14
Little Bay
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Wed Mar 15
St. Maarten
Arrive:  7:00 AM
Depart:  10:00 PM
Watersports Platform: 
Thu Mar 16
Jost Van Dyke, Great Harbour
Arrive:  8:00 AM
Depart:  11:59 PM
Watersports Platform: 
Fri Mar 17
Virgin Gorda
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Sat Mar 18
San Juan
Arrive:  7:00 AM
Depart:  
Watersports Platform: