San Juan & the Virgin Islands Cruise with Flights & Hotel
Bespoke Cruise & Stay
Handpicked cruise and hotel stays pair together for more of the journey, with your Voyage Consultant shaping every detail to your taste.
11 nights
Star Pride
12 Nov '26Cruise overview
Cobblestoned streets, rum cocktails at sundown, and a historic city that pulses with colour long before you set sail. San Juan gives you two full days to find your feet before Star Pride slips quietly out of port and into the blue.
What follows is a voyage through some of the Caribbean’s most distinct personalities. St. Barts brings French boutiques and sun bleached hilltops. St. Kitts offers Georgian facades framed by volcanic green. And then there is Jost Van Dyke, a tiny British Virgin Island so unhurried it feels like a secret. The journey ends with a drift past the coral reefs of Prickly Pear, one of those rare moments at sea that stops conversation altogether. This is the Caribbean seen at its own pace, from a small ship designed to get close.
Itinerary
Fly to San Juan
Your flight from London carries you to the vibrant island of San Juan, Puerto Rico. On arrival, a private transfer takes you directly to your hotel to settle in and rest.
San Juan, Puerto Rico
Embarkation at San Juan
Cruz Bay, St. John, Virgin Islands
Basseterre, Saint Kitts and Nevis
Gustavia, Saint Barthélemy
Philipsburg, St. Maarten
Jost Van Dyke, Great Harbour, British Virgin Islands
Virgin Gorda / Prickly Pear, British Virgin Islands
Disembarkation at San Juan
Arrive home
What's Included
This exclusive cruise and stay experience includes:
- Return flights from London (alternative airports available on request)
- Private overseas transfers
- Three-night stay at the Doubletree by Hilton San Juan with breakfast (excluding local taxes of approx. USD 147.15, payable at the property)
- Seven-night Caribbean cruise aboard Star Pride
- All meals onboard, including specialty restaurants
- Signature onboard & beach barbecues
- Cruise taxes, fees and port expenses
Ocean View Suite
The Star Ocean View Suite provides a stylish and comfortable retreat with large picture windows showcasing sweeping sea views. Designed in soothing tones, the suite includes a sitting area, queen-size bed and marble bathroom, offering the perfect blend of luxury, light and space.
Amenities
- Queen or Twin Configuration
- Shower
- Toiletries Provided
- Room Service Available
- Suite Benefits
- TV
- Wi-Fi (Additional Cost)
- Safe
- Hair Dryer
- Desk
- Lounge Area
- Mini Bar (Additional Cost)
- Telephone
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