New World Caribbean Trio
GO ALL IN
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

Cruise overview
Embark on a voyage that’s bursting with colonial charm and blissful island interludes. Delve deep into the history of the Americas as you visit Santo Domingo, San Juan, and Cartagena – three of the oldest colonial cities in the New World. After 500 years their forts are still imposing and their magnificent historical districts still exude a timeless charisma with their graceful arches and wrought-iron balconies. The tiny islands of Isla Catalina and Isla Aroma make perfect intermissions from the past and are your gateway to vibrant coral reefs, picture-perfect Parque Nacional del Este with its Taíno caves and wildlife, and fascinating Kuna culture. Taste authentic mofongo, Dominican chocolate and Colombian coffee. Take a hands-on cooking class. Wander a botanical garden so resplendent it’s known for its birds as well as plant life. And enjoy two Windstar Signature Events: an onboard barbecue in Cartagena and beach party and barbecue in the San Blas Islands, each a delicious celebration of cuisine and local culture.
Itinerary
San Juan (Puerto Rico)
If you associate Puerto Rico’s capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island’s nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico (“rich port”).Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico’s administrative and population center remained firmly in Spain’s hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.
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Isla Catalana
Santo Domingo
At sea
Cartagena
Cartagena
San Blas Islands
Colón
Deluxe Suite
The Deluxe Suite blends bright, open-plan living with refined décor and ocean-facing views. A comfortable sitting area, plush bedding and marble bathroom offer luxurious relaxation, while large windows ensure natural light fills the space, creating a calm and elegant onboard sanctuary.
Amenities
- Queen or Twin Configuration
- Vanity Area
- Shower
- Toiletries Provided
- TV
- Media/Entertainment Station
- Safe
- Hair Dryer
- Telephone
- Desk
- Air Conditioning
- Wi-Fi (Additional Cost)
- Mini Bar (Additional Cost)
Ship features
Star Seeker combines elegant yacht-style design with new innovations, offering Windstar’s most advanced ship to date.
- All-suite accommodation for 224 guests
- New suite categories, including Horizon Owner’s, Infinity, and Vista Suites
- Four restaurants, including a new speciality dining venue
- Infinity pool and spacious sun deck
- World Spa by Windstar with ocean-view treatment rooms
- Water sports marina with complimentary kayaks and paddleboards
- State-of-the-art sustainability technology and water filtration systems
- Ice-strengthened hull for polar itineraries
- Hybrid-ready propulsion and ship-to-shore connectivity
- Friendly, inclusive atmosphere and open-seating dining







