Star Collector: Bermuda & Caribbean Island Explorer
17 nights
Star Pride
22 Oct '27Cruise overview
Sail from the North Atlantic into the heart of the Caribbean on an extended journey shaped by island character and days unrushed at sea. Take advantage of rare overnights in Bermuda’s historic towns before continuing toward San Juan’s timeless fortresses and colorful shoreline. You’ll also have two full days to experience Gustavia and Virgin Gorda, giving you more time to enjoy their beaches, cafés, and sheltered bays. From there, explore quiet anchorages in the Virgin Islands, snorkel pristine bays, and wander small-ship harbors like Jost Van Dyke and Virgin Gorda.
Itinerary
Boston, Massachusetts
There’s history and culture around every bend in Boston—skyscrapers nestle next to historic hotels while modern marketplaces line the antique cobblestone streets. But to Bostonians, living in a city that blends yesterday and today is just another day in beloved Beantown.
At sea
At sea
Hamilton
Hamilton
Saint George
At sea
At sea
Gustavia
At sea
San Juan (Puerto Rico)
At sea
Basseterre, Saint Kitts
Gustavia
Philipsburg
Great Harbour, Jost Van Dyke
At sea
San Juan (Puerto Rico)
Star Porthole Suite
The Star Porthole Suite offers cosy sophistication with charming porthole windows providing a classic maritime feel. Well-appointed and thoughtfully designed, these suites feature comfortable sleeping and sitting areas, ideal for guests seeking intimate, elegant accommodation without compromising on Windstar’s renowned luxury and service.
Amenities
- Queen or Twin Configuration
- Shower
- Room Service Available
- TV
- Safe
- Hair Dryer
- Telephone
- Desk
- Lounge Area
- Mini Bar (Additional Cost)
- Wi-Fi (Additional Cost)
Ship features
Star Pride offers suite-only luxury, refreshed venues and modern amenities tailored for boutique cruising.
- Completely all-suite ship after Star Plus refit
- New dining options: Cuadro 44, Star Grill
- Infiniti pool with ocean views
- Watersports platform with complimentary use of kayaks and paddleboards
- Open-bridge access for guests
- Refreshed lounges, spa, fitness facilities and library
- Beauty salon, boutique, destination office and screening room
- Low-key evening entertainment and local music