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Star Collector: Bermuda & Caribbean Island Explorer

Dining
£3,389pp
08000 086 677Enquire Now
Voyage Code: WIND1050238
moon 17 nights
anchor Star Pride
calendar 22 Oct '27

Cruise 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.

Boston, Massachusetts
Hamilton
Hamilton
Saint George
Gustavia
San Juan (Puerto Rico)
Basseterre, Saint Kitts
Gustavia
Philipsburg
Great Harbour, Jost Van Dyke
San Juan (Puerto Rico)

Itinerary

Day 1

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.

Day 2

at-sea At sea

Day 3

at-sea At sea

Day 4

Hamilton

Day 5

Hamilton

Day 6

Saint George

Day 7

at-sea At sea

Day 8

at-sea At sea

Day 9

Gustavia

Day 10

at-sea At sea

Day 11

San Juan (Puerto Rico)

Day 12

at-sea At sea

Day 13

Basseterre, Saint Kitts

Day 14

Gustavia

Day 15

Philipsburg

Day 16

Great Harbour, Jost Van Dyke

Day 17

at-sea At sea

Day 18

San Juan (Puerto Rico)

Star Porthole Suitefrom£3,389pp
Ocean View Suitefrom£3,499pp
Ocean View Suitefrom£3,609pp
Star Ocean View Suitefrom£3,839pp
Gracious Balcony from£5,149pp
Star Balcony Suitefrom£5,199pp
Deluxe Suitefrom£6,939pp
Classic Suitesfrom£8,249pp
Grand Owner's Suite Midshipfrom£9,839pp
Owner's Suite Midshipfrom£9,839pp
Sea Island SuiteCall for price
Broadmoor SuiteCall for price

Star Porthole Suite

from£3,389pp
Enquire now

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.

Overview
Accommodation
Dining
Amenities
Spa
Families
  • 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
Star Pride Accommodation

Accommodation

Star Pride’s 156 suites range from Star Porthole and Ocean View to Balcony, Deluxe, Classic and the top-tier Owner’s Suite. All offer queen-size beds (convertible), ensuite bath with tub or shower, sitting areas, televisions, and generous storage. Larger suites feature separate dining, guest bedrooms or balconies. Four wheelchair-accessible suites are located near the lifts.

Star Pride Dining

Dining

Dining aboard Star Pride embraces culinary innovation and inclusive flair. Amphora remains the main restaurant with globally inspired menus served course by course, open seating, and no reservations required. The Veranda offers buffet lunches and à la carte options against panoramic views. Candles provides intimate evening dining under the stars, specialising in steak and seafood. Star Grill by Steven Raichlen introduces a new al fresco grilled menu of meats, fish and fresh salads. Cuadro 44, a reservation-only Spanish tapas restaurant, offers a sharing-style experience curated by a multi-Michelin-starred chef. Room service is available 24/7 for guests preferring in-suite dining.

Star Pride Amenities

Amenities

Guests can unwind in the World Spa, featuring treatment rooms, sauna and calming décor. The fitness centre is equipped with modern gym facilities, and open-deck areas offer lounging, sunbathing and viewing. Additional amenities include a boutique, salon, destination office, screening room, library, and bars such as the Passages Lounge, Star Bar and Compass Rose.

Star Pride Wellness

Spa

The World Spa by Windstar provides indulgent treatments, relaxation spaces, sauna and wellness services that complement the ship’s calm, elegant ambience.

 

Entertainment

Entertainment is relaxed and destination-driven. Guests enjoy live musicians, local performances, cocktail socials, sail-raising ceremonies, and nightly gatherings in the lounges. The onboard team leads fun activities such as quizzes and cooking classes.

Star Pride Families

Families

Star Pride is designed primarily for adult travellers, but families can be accommodated in larger suites. The publication of family-oriented programming is limited given the yacht-style format.