14 nightsCaribbean
Windstar Cruises
14-Night Caribbean Cruise from San Juan
San Juan to San Juan
Departure
Nov 8, 2026
Return
Nov 22, 2026
From port
San Juan
Ship
Star Pride
Day-by-day itinerary
Day
1
San Juan
Day
2
At sea
Day
3
St. George's
Day
4
Bequia, Grenadines
Day
5
Mayreau, Grenadines
Day
6
Les Saintes, Guadeloupe
Day
7
At sea
Day
8
San Juan
Day
9
Cruz Bay, St. John, Virgin Islands (u.S.)
Day
10
Basseterre, St. Kitts
Day
11
Gustavia, St. Barthelemy
Day
12
Philipsburg, St. Martin
Day
13
Jost Van Dyke, Great Harbour
Day
14
Virgin Gorda / Prickly Pear, British Virgin Island
Day
15
San Juan
From, per stateroom category · 2 guests
Owner's Suite · Deck Deck 6
With 575 square feet, your Owner’s Suite offers separate living room and dining areas. A veranda, two flat-screen TVs and DVD play…
$28,344
from · Suite · 2 guests · incl. taxes & fees
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Prices shown are the lowest available fare in each stateroom category for 2 guests, double-occupancy basis, including taxes, fees and port expenses. Individual staterooms within a category may price higher. Gratuities, drinks and excursions not included. Rates refresh daily — your advisor confirms the exact price on the quote.
What's included
✓ Stateroom accommodation
✓ Main dining and buffet meals
✓ Onboard shows and entertainment
✓ Pools, kids' clubs and deck activities
✓ Transportation between ports
✗ Gratuities, premium drinks and shore excursions
About the ship · Star Pride
Cruise line: Windstar Cruises
Built: 1988
Tonnage: 9,975 GT
Guests: 212
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