14 Night Caribbean - Extended Cruise

Cruise LineWindstar Cruises

ShipStar Pride

Nights14

DepartsSun, Nov 8th 2026

ReturnsSun, Nov 22nd 2026

Departing PortSan Juan

Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, Marigot Bay, San Juan, St. John Island, Basseterre, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan

Inside Cabin

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Outside

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Balcony

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Suite

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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
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Itinerary

Itinerary for 14 Night Caribbean - Extended Cruise

Additional Sailings

Ship Details

Year Built
1998
Capacity
312
Meeting Rooms
No
Year Refurbished
2021
Elevators
2
Casino
No
Registry
Bahamas
Restaurants
1
Disco
No
Tonnage
9
Bars
2
Fitness Center
Yes
Cabins
156
Pools
1
Children's Program
No
Wheelchair Accessible Cabins
N/A
Theaters
No
Internet Cafe
Yes
Shops
Yes
Library
Yes
Spa
Yes

Ship Categories

Deluxe Suite
Brand new Deluxe Suites welcome you with 468 square feet of casually elegant living space and an ocean viewing French balcony. All these suites feature 3rd berths, and a sleep-inducing queen bed easily converted to twins.Newly Redesigned RestroomsWe re-imagined our restrooms to provide you a private oasis within your own room.All Accommodations FeatureQueen Size Bed with Luxurious LinensWaffle Weave Robe and SlippersInteractive TVFully Stocked Mini Bar/RefrigeratorSafeDirect Dial PhoneL'Occitane Bath AmenitiesFresh FruitHair Dryers and 110/220 outletsWi-Fi Internet Access(various plans available for purchase)Mirrored closet with ample drawer spaceGranite vanity with magnifying mirror and chair
Sea Island Suite
Available March 2024This suite will offer a coastal airy space with curved arches, lovely "hardwood" floors, gorgeous inset carpeting, light walls, and white trim with black finishes. New antique-style furnishings and custom wallpapers have been specially commissioned in the resort's style. You'll never see a TV at Sea Island (they are all tucked away in cabinets), so you won't see one in this suite, either. Historical black and white images of Sea Island will be on display.
Owner's Suite Midship
A stunning brand new owner’s suites with 820 square feet of space featuring two bedrooms and two bathrooms, a verandah, and plenty of space in the sitting area for entertaining. This is the most sought after suite on the entire ship and once you stay here, you’ll never stay anywhere else.
Broadmoor Suite
Available March 2024 Inspired by the design of The Broadmoor, the suite offers a traditional space with classic furniture, floral motifs, white trim with gold finishes, and wide crown molding. New furnishings, and wall sconces have been specially commissioned in the resort's style. The striking wallpaper used in the suite's walk-in closet is an exact replica of the wallpaper used throughout The Broadmoor. The resort's signature carpeting, with shades of light blue, brown, yellow and gold, was also recreated for the space. Historical black and white images of The Broadmoor will be on display.
Gracious Balcony
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
Star Porthole Suite
All Accommodations Feature Queen Size Bed with Luxurious Linens Waffle Weave Robe and Slippers Flat Screen TV with DVD Player Fully Stocked Mini Bar/Refrigerator Safe Direct Dial Phone L'Occitane Bath Amenities Fresh Flowers Fresh Fruit Hair Dryers and 110/220 outlets Wi-Fi (internet cards can be purchased at reception) Mirrored closet with ample drawer space Bathroom with granite countertop and shower Granite vanity with magnifying mirror and chair
Star Oceanview Suite
All Accommodations Feature Queen Size Bed with Luxurious Linens Waffle Weave Robe and Slippers Flat Screen TV with DVD Player Fully Stocked Mini Bar/Refrigerator Safe Direct Dial Phone L'Occitane Bath Amenities Fresh Flowers Fresh Fruit Hair Dryers and 110/220 outlets Wi-Fi (internet cards can be purchased at reception) Mirrored closet with ample drawer space Bathroom with granite countertop and shower Granite vanity with magnifying mirror and chair
Star Balcony Suite
All Accommodations Feature Queen Size Bed with Luxurious Linens Waffle Weave Robe and Slippers Flat Screen TV with DVD Player Fully Stocked Mini Bar/Refrigerator Safe Direct Dial Phone L'Occitane Bath Amenities Fresh Flowers Fresh Fruit Hair Dryers and 110/220 outlets Wi-Fi (internet cards can be purchased at reception) Mirrored closet with ample drawer space Bathroom with granite countertop and shower Granite vanity with magnifying mirror and chair
Owner's Suite Foward
With 575 square feet, your Owner’s Suite offers separate living room and dining areas. A veranda, two flat-screen TVs and DVD players, and a full master bath and separate powder room indulge you in spacious comfort. *Please note this suite has a shower only
Grand Owner's Suite Midship
The Owner’s Suite Midship combines with the adjoining suite for a three bedroom and three bath suite totaling 1,374 square feet. Bring your friends and share the suite like a villa, or luxuriate with just the two of you for accommodations as unique as your travels. There’s no other suite like this at sea.
Oceanview Suite
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle weave robe and slippers, enjoy a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers. S3 suites are located on deck 6 • Queen Size Bed with Luxurious Linens• Waffle Weave Robe and Slippers• Flat Screen TV with DVD player• Fully-Stocked Mini Bar/Refrigerator• Safe• Direct Dial Phone• L’Occitane Bath Amenities• Wi-Fi (internet cards can be purchased at reception)• Fresh Flowers• Fresh Fruit• Granite vanity with magnifying mirror and chair• Walk-in closet and ample drawer space• Bathroom with granite countertop, full-size tub, and shower• 110/220 outlets
Ocean View Suite
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle weave robe and slippers, enjoy a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers. S1 staterooms are located on deck 4   • Queen Size Bed with Luxurious Linens• Waffle Weave Robe and Slippers• Flat Screen TV with DVD player• Fully-Stocked Mini Bar/Refrigerator• Safe• Direct Dial Phone• L’Occitane Bath Amenities• Wi-Fi (internet cards can be purchased at reception)• Fresh Flowers• Fresh Fruit• Granite vanity with magnifying mirror and chair• Walk-in closet and ample drawer space• Bathroom with granite countertop, full-size tub, and shower• 110/220 outlets
Balcony Suite
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle weave robe and slippers, enjoy a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers. BS1 Staterooms are located on deck 6 • Queen Size Bed with Luxurious Linens• Waffle Weave Robe and Slippers• Flat Screen TV with DVD player• Fully-Stocked Mini Bar/Refrigerator• Safe• Direct Dial Phone• L’Occitane Bath Amenities• Wi-Fi (internet cards can be purchased at reception)• Fresh Flowers• Fresh Fruit• Granite vanity with magnifying mirror and chair• Walk-in closet and ample drawer space• Bathroom with granite countertop, full-size tub, and shower• 110/220 outlets
Classic Suite
Relax in 400 to 530 spacious square feet. Your living area offers beautiful views from the forward-facing window and French doors onto your private veranda. Two spacious closets give you plenty of room to unpack.