Star Collector: Beaches & Bastions of the BVI and Spanish Caribbean
 
San Juan to Colón
Sat Nov 29, 2025 - Sat Dec 13, 2025,
 14 days
 on Star Pride
?All-inclusive from
$5,645
?Cruise Only From
$4,399
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San Juan to Colón
This is the kind of voyage where each day is postcard-perfect and no two are exactly alike. Get a champagne facial at BVI’s Jost Van Dyke’s Bubbly Pool with its effervescent fizz powered by the ocean, and trek through huge round granite boulders on Virgin Gorda, BVI to find The Baths, its eerie grottoes dancing with light from the turquoise water. Kayak through a bioluminescent bay near San Juan, your paddle drawing glowing patterns in the dark waters. Find a bevy of other beautiful beaches with their own quirks and qualities, from St. Barts’ Maho Beach, where you’ll feel like ducking as planes land and depart overhead, to the black sand beaches of Montserrat. There are days of flamboyance here too, as you snorkel the underwater trail on St. John surrounded by schools of blue tangs and jewel-colored damsel fish, shop for neon-colored molas in the San Blas Islands and wander the rainbow-colored streets of Old Cartagena. Add in a handful of imposing colonial forts, delicious cuisines from French to Puerto Rican, and duty-free shopping, and you have the makings for an unforgettable holiday.
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: St John US Virgin Islands
With limited ferry service and no airport, the best way to see the smallest of the 3 U.S. Virgin Islands is by small ship. St. John is the home of Virgin Islands National Park which encompasses more than half of the island and is home to cuckoos, warblers and hummingbirds, while the waters around the island host dolphins, green an hawksbill turtles.
 
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Day 3: 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 4: 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 5: 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 6: 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 7: Virgin Gorda / Prickly Pear
The  beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Althought uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns
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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: Isla Catalina
Small Isla Catalina boasts gleaming white-sand beaches ringed by coral reefs beckoning snorkelers. The island is a protected Natural Park where one beach is completely protected from the wind and the sea is delightfully calm. While beaches occupy more than 2/3 of the coastline, Isla Catalina also has unique rocky coasts and cliffs. One of the best diving sites of the Dominican Republic, Muro, can be found here. It boasts an impressive underwater wall over 328 feet deep. Isla Catalina is also the only place in the D.R. where raccoons and wild hares can be found.
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Day 10: Santo Domingo
La Capital, as Santo Domingo is affectionately known, is a UNESCO site and one of the oldest cities in the Caribbean, with Zona Colonial buildings dating back to the 1500s. Santo Domingo is also considered the most modern metropolis in the Caribbean doing a great job of converging old and new.  At the heart of the Zona Colonial, a pedestrian-friendly maze of cobblestones and interesting architecture is the first cathedral built in the New World. Find time to sample the aromatic coffee and cacao.
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Day 12: Cartagena
Welcome to the sparkling city of Cartagena, where the gold and jewels of the Spanish Main awaited shipment across the Atlantic. No pirate could resist, nor will you be able to when you visit this historic city. The Old Town, a UNESCO World Heritage Site, is surrounded by 400-year-old walls and contains a plethora of churches, fortresses, and restored colonial mansions. Outside the walls are more treasures: Climb the massive Castillo de San Felipe to investigate its maze of hidden tunnels, or shop for the perfect emerald.
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Day 13: Cartagena
Welcome to the sparkling city of Cartagena, where the gold and jewels of the Spanish Main awaited shipment across the Atlantic. No pirate could resist, nor will you be able to when you visit this historic city. The Old Town, a UNESCO World Heritage Site, is surrounded by 400-year-old walls and contains a plethora of churches, fortresses, and restored colonial mansions. Outside the walls are more treasures: Climb the massive Castillo de San Felipe to investigate its maze of hidden tunnels, or shop for the perfect emerald.
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Day 14: San Blas
The San Blas Islands of Panama is an archipelago comprising approximately 378 islands and cays, of which 49 are inhabited, some by the Kuna people.  Scattered over an area of about 100 square miles, the islands are the number 1 vacation destination in Panama although the Kuna work hard to protect their land against overwhelming tourism and keep the islands healthy and lovely, unique and untouched by culture. These white-sand and palm tree lined islands are encompassed by a coral reef and warm, crystal-clear water that is perfect for snorkeling and is home to a variety of marine life including dolphins, sharks and giant manta rays.
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Day 15: Colón
Explore the inner workings of the Panama Canal, head into the jungle to meet with Embera Indians, or take an aerial tram ride through the rainforest canopy.
Popular Highlights
cartagena
Overnight in Cartagena with extra time to explore this lovely venue.
 
Complimentary laundry
Pack light with complimentary daily laundry service
el morro
Admire the incredible views from El Morro’s 16th century ramparts, a UNESCO World Heritage Site, in San Juan
isla catalina
Discover the gleaming white-sand beaches of Isla Catalina with one of the Dominican Republic’s best diving sites
 
jost van dyke
Let the Bubbly Pool on Jost Van Dyke wash your cares away.
spanish main
Explore the Spanish Main by small ship, going where larger ships can’t and exploring colonial towns that harken back to the New World’s beginnings.
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Sat Nov 29
San Juan
Arrive:  
Depart:  10:00 PM
Watersports Platform: 
Sun Nov 30
St John US Virgin Islands
Arrive:  8:00 AM
Depart:  
Watersports Platform: 
Mon Dec 1
St. Maarten
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Tue Dec 2
Basseterre
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Wed Dec 3
Gustavia
Arrive:  7:00 AM
Depart:  10:00 PM
Watersports Platform: 
Thu Dec 4
Jost Van Dyke, Great Harbour
Arrive:  9:00 AM
Depart:  11:59 PM
Watersports Platform: 
Fri Dec 5
Virgin Gorda / Prickly Pear
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Sat Dec 6
San Juan
Arrive:  7:00 AM
Depart:  7:00 PM
Watersports Platform: 
Sun Dec 7
Isla Catalina
Arrive:  7:00 AM
Depart:  5:00 PM
Watersports Platform: 
Mon Dec 8
Santo Domingo
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Tue Dec 9
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Wed Dec 10
Cartagena
Arrive:  1:00 PM
Depart:  
Watersports Platform: 
Thu Dec 11
Cartagena
Arrive:  
Depart:  4:00 PM
Watersports Platform: 
Fri Dec 12
San Blas
Arrive:  9:00 AM
Depart:  5:00 PM
Watersports Platform: 
Sat Dec 13
Colón
Arrive:  7:00 AM
Depart:  
Watersports Platform: 
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 completed renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love.
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 $4,399 per guest
? All-inclusive price from $5,645 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, and savor a treat from the fresh fruit bowl.
? Cruise only from $4,599 per guest
? All-inclusive price from $5,845 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 $4,699 per guest
? All-inclusive price from $5,945 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 $4,999 per guest
? All-inclusive price from $6,245 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 $5,169 per guest
? All-inclusive price from $6,415 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 $5,499 per guest
? All-inclusive price from $6,745 per guest
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.
? Cruise only from $6,814 per guest
? All-inclusive price from $8,060 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.
? Cruise only from $6,899 per guest
? All-inclusive price from $8,145 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 $7,299 per guest
? All-inclusive price from $8,545 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 $7,499 per guest
? All-inclusive price from $8,745 per guest
Deluxe Suite
Deluxe Suite
Brand new Deluxe Suites welcome you with 468 square feet of casually elegant living space and an ocean viewing French balcony. All these suites feature 3rd berths, and a sleep-inducing queen bed easily converted to twins.
? Cruise only from $9,299 per guest
? All-inclusive price from $10,545 per guest
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.
? Cruise only from $11,099 per guest
? All-inclusive price from $12,345 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, Interactive TVs and a full master bath and separate powder room indulge you in spacious comfort. 
? Cruise only from $13,299 per guest
? All-inclusive price from $14,545 per guest
Guaranteed Suite** (chosen by Windstar)
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
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.
Friendly and Relaxed Atmosphere
Signature Onboard Barbecue
Cooking Demonstrations
Genuine and Thoughtful Crew
Crew Talent Show
Open Bridge
Local and Live Performances
Relax at the Pool or Hot Tub
Complimentary 24 Hour Room Service
Signature Sail Away
Shopping With The Chef
Take In The Sun
Watersports Platform
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
DISCOVER WINDSTAR’S DEGREES OF DIFFERENCE
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, Nov 29 - Sat, Dec 13, 2025
STAR PRIDE
$5,645
$4,399
THIS
SAILING