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14 Day Star Collector: Lovely Leewards

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Roundtrip San Juan
Whether you’re passionate about swimming among rarely seen undersea wildlife or the intricate cultures and intertwined European histories of the Windward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands normally associated with places like Madison Avenue, but displayed in an ambiance that’s anything but intimidating. Master the art of cooking with distinct spices like nutmeg, cloves, and allspice in authentic Caribbean cuisine while taking direction from a highly-skilled native chef in Philipsburg. This Caribbean getaway is the perfect duration for lovers of island life and those who want to spend more time exploring the Windward Islands overlooked by other cruise lines.
*14 nights in the same stateroom: + $100pp (double occupancy)
*14 nights in the same stateroom: +$200pp (single occupancy)
*There are only a limited amount of staterooms available on each sailing where moving is not going to be necessary.
Your Cruise
- 14 Day Cruise
- Taxes
CruisePlus Booking Bonus
- Onboard Credit - Ask Us!
Windstar Booking Bonus
- Early Bird All Inclusive Offer: Complimentary All-Inclusive experience, featuring Wi-Fi, unlimited select wine, beer and cocktails, and gratuities, Plus, enjoy an onboard credit of up to $200 per stateroom.

Priority Access
» Priority check-in
» Priority access to specialty restaurant reservations
» Priority line at the Guest Services desk
» Priority line at the Shore Excursions desk
» Priority access to tenders ashore in select ports
» Priority disembarkation
Premium Dining
» Expanded 24-hour room service breakfast menu
» Pinnacle Class ships: Private dining venue for breakfast and dinner with an expanded menu
» All other ships: Priority seating in the Dining Room for breakfast and dinner with an expanded menu
Exclusive Amenities
» Complimentary stateroom upgrade
» Dedicated concierge service
» Welcome glass of sparkling wine on embarkation day
» Premium bathrobes
» Club Orange keycard
» Exclusive Club Orange tote bag (one per stateroom)
More information
Old San Juan
Explore the colourful cobblestone streets of old San Juan, a UNESCO World Heritage Site and National Historic Site within the U.S. National Park Service.
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Shell Beach
The town of Gustavia is close to Shell Beach. The shoreline is covered in millions of shells, as befits the name. It's a terrific location for a quick swim and extensive beach exploration. The Eden Rock resort divides St. Jean's two beaches, making it the ideal place for a leisurely promenade. After that, you can eat lunch while admiring the scenery at one of the many establishments along the glistening dunes. It's common to sunbathe without a to
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