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Bermuda Bliss

GO ALL IN
Dining
£1,419pp
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

Voyage Code: WIND1021067
moon 8 nights
anchor Star Pride
calendar 20 Oct '26

Cruise overview

Embark on a voyage from the East Coast to San Juan with an overnight in St. George’s, Bermuda. Indulge in the luxury of multiple sea days, where you’ll have uninterrupted relaxation. Explore the UNESCO World Heritage Site of St. George’s, Bermuda. Take in the charming streets lined with colonial buildings, visit the iconic St. Peter’s Church, one of the oldest Anglican churches in the Western Hemisphere, and discover the fascinating history at the Bermuda National Trust Museum. For nature enthusiasts, St. George’s offers stunning coastal views, and Tobacco Bay provides an opportunity for snorkeling in crystal-clear waters teeming with marine life. Arrive in the historic and vibrant city of San Juan, Puerto Rico. Traverse the cobblestone streets of Old San Juan, visit ancient forts, and immerse yourself in the rich local culture. From colonial charm to lively markets, San Juan welcomes you with a blend of history and Caribbean flair.

Boston, Massachusetts
Hamilton
Hamilton
Saint George
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

San Juan (Puerto Rico)

Star Porthole Suitefrom£1,419pp
Ocean View Suitefrom£1,519pp
Star Ocean View Suitefrom£1,599pp
Gracious Balcony from£2,029pp
Star Balcony Suitefrom£2,049pp
Deluxe Suitefrom£2,639pp
Grand Owner's Suite Midshipfrom£3,609pp
Owner's Suite Midshipfrom£3,609pp
Ocean View SuiteCall for price
Classic SuitesCall for price
Sea Island SuiteCall for price
Broadmoor SuiteCall for price

Star Porthole Suite

from£1,419pp
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.