Star Pride | San Juan The Virgin Islands from San Juan, Puerto Rico | The Cruise Web
 
Windstar Cruises

San Juan & The Virgin Islands departing from San Juan, Puerto Rico

Highlights

  • Get away from the crowd and journey to unique destinations aboard Windstar’s intimate small ships.

  • Sail away to the sun-soaked islands of the Caribbean for a unique tropical retreat with Windstar Cruises.

  • San Juan is a gateway to the Caribbean with activities for everyone. Enjoy an old-world feel as you wander around Old San Juan, relax on the many beaches or explore the rainforests.

  • Star Pride - Passenger Capacity: 312 (double occupancy) Year Built: 1988 Last Refurbished: 2021
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Take advantage of limited-time offers and special deals


Special Promotions*

Viking: up to $1000 OBC or FREE Beverage Package*

Norwegian Cruise Line: 70% OFF Guest 2 and FREE...

Princess: up to 40% off and $400 Instant Savings*

Silversea: up to 40% OFF*

Azamara: up to $500 Onboard Credit*

Uniworld: up to 40% OFF select 2025 river cruises*

Free Gratuities for Balcony and above on NCL*

Windstar: up to 35% off on Select Voyages*

Seabourn: up to 15% OFF*

Royal Caribbean: 60% OFF 2nd Guest and Kids Free*

Celebrity Cruises: 75% OFF 2nd Guest*

Seabourn: up to $1,000 Shipboard Credit*

Avalon Waterways: FREE 1-Night Hotel Stay*

Viking Rivers: up to FREE Airfare*

Celebrity Cruises: up to $400 Bonus Savings*

Cunard: up to $800 Onboard Credit*

MSC Cruises: Kids Sail FREE on select sailings*

Exclusive: Free Excursion Credits for NCL*

Exclusive $300 OBC per couple - SUR251026

Exclusive $300 OBC per couple - STA251026

Silversea: Choose from THREE All-Inclusive Fares!

NEW! Choose from 3 Cruise Packages for Princess

Regent: FREE Air, Excursions, Drinks, WiFi, Tips

Viking Oceans: up to FREE Airfare*

Seabourn: up to 30% OFF Last Minute Cruises*

Oceania Cruises: FREE Gratuities and WiFi*

Windstar: Choose Your FREE Perk*

Holland America: Have It All

Princess MedallionClass Vacation

Celebrity Cruises: Choose ALL INCLUDED or NO PERK*

RSSC Ambassador Program: $250 Future Cruise Credit

Up to $500 FREE Onboard Credit* - TCW Exclusive

Norwegian Cruise Line: up to $50 Onboard Credit*

Atlas: ALL-INCLUSIVE Luxury Expedition Cruises

Princess: up to $250 Onboard Credit for Military

Seabourn: FREE Tips, Drinks, Gourmet Dining...

Uniworld: Free Gratuities, Unlimited Drinks...

Silversea: FREE Gratuities, FREE Drinks, Butler...

Cunard: up to $250 Onboard Credit for Military

Windstar: Exclusive Private Event and MORE

MSC Cruises Military Discount: up to 10% OFF*

Celebrity Alaska Cruisetour Packages

Celebrity Asia Cruisetour Packages

Celebrity Australia Cruisetour Packages

Celebrity Europe Cruisetour Packages

Celebrity South America Cruisetour Packages

Celebrity Cruises Europe Cruisetours

Holland America Alaska Cruisetour Packages

Norwegian Europe Cruisetour Packages

Norwegian Hawaii Cruisetour Packages

Norwegian Europe Cruisetours

Princess Alaska Cruisetour Packages

Princess Asia Cruisetour Packages

Princess Australia Cruisetour Packages

Princess Canada and New England Cruisetours

Princess Europe Cruisetour Packages

Princess South America Cruisetours

Princess Europe Cruisetours

Royal Caribbean Alaska Cruisetour Packages

Get Deal

San Juan & The Virgin Islands sailing on the Star Pride

Departure Dates: Oct 2025 - Jan 2027

Stateroom prices for Oct. 26, 2025

Oceanview

Star Pride Oceanview Stateroom

Published prices from

$2,662

per person*

Taxes & Fees Included


Balcony

Star Pride Balcony Stateroom

Published prices from

$3,922

per person*

Taxes & Fees Included


Suite

Star Pride Suite Stateroom

Published prices from

$5,162

per person*

Taxes & Fees Included


Special Promotions*

Viking: up to $1000 OBC or FREE Beverage Package*

Norwegian Cruise Line: 70% OFF Guest 2 and FREE...

Princess: up to 40% off and $400 Instant Savings*

Silversea: up to 40% OFF*

Azamara: up to $500 Onboard Credit*

Uniworld: up to 40% OFF select 2025 river cruises*

Free Gratuities for Balcony and above on NCL*

Windstar: up to 35% off on Select Voyages*

Seabourn: up to 15% OFF*

Royal Caribbean: 60% OFF 2nd Guest and Kids Free*

Celebrity Cruises: 75% OFF 2nd Guest*

Seabourn: up to $1,000 Shipboard Credit*

Avalon Waterways: FREE 1-Night Hotel Stay*

Viking Rivers: up to FREE Airfare*

Celebrity Cruises: up to $400 Bonus Savings*

Cunard: up to $800 Onboard Credit*

MSC Cruises: Kids Sail FREE on select sailings*

Exclusive: Free Excursion Credits for NCL*

Exclusive $300 OBC per couple - SUR251026

Exclusive $300 OBC per couple - STA251026

Silversea: Choose from THREE All-Inclusive Fares!

NEW! Choose from 3 Cruise Packages for Princess

Regent: FREE Air, Excursions, Drinks, WiFi, Tips

Viking Oceans: up to FREE Airfare*

Seabourn: up to 30% OFF Last Minute Cruises*

Oceania Cruises: FREE Gratuities and WiFi*

Windstar: Choose Your FREE Perk*

Holland America: Have It All

Princess MedallionClass Vacation

Celebrity Cruises: Choose ALL INCLUDED or NO PERK*

RSSC Ambassador Program: $250 Future Cruise Credit

Up to $500 FREE Onboard Credit* - TCW Exclusive

Norwegian Cruise Line: up to $50 Onboard Credit*

Atlas: ALL-INCLUSIVE Luxury Expedition Cruises

Princess: up to $250 Onboard Credit for Military

Seabourn: FREE Tips, Drinks, Gourmet Dining...

Uniworld: Free Gratuities, Unlimited Drinks...

Silversea: FREE Gratuities, FREE Drinks, Butler...

Cunard: up to $250 Onboard Credit for Military

Windstar: Exclusive Private Event and MORE

MSC Cruises Military Discount: up to 10% OFF*

Celebrity Alaska Cruisetour Packages

Celebrity Asia Cruisetour Packages

Celebrity Australia Cruisetour Packages

Celebrity Europe Cruisetour Packages

Celebrity South America Cruisetour Packages

Celebrity Cruises Europe Cruisetours

Holland America Alaska Cruisetour Packages

Norwegian Europe Cruisetour Packages

Norwegian Hawaii Cruisetour Packages

Norwegian Europe Cruisetours

Princess Alaska Cruisetour Packages

Princess Asia Cruisetour Packages

Princess Australia Cruisetour Packages

Princess Canada and New England Cruisetours

Princess Europe Cruisetour Packages

Princess South America Cruisetours

Princess Europe Cruisetours

Royal Caribbean Alaska Cruisetour Packages

Get Deal
Daily Itinerary
Date Port Arrival Time Departure Time

San Juan, Puerto Rico

-- 7:00 PM

Cruising

8:00 AM 6:00 PM

Port of Basseterre, St. Kitts, St. Kitts and Nevis

8:00 AM 5:00 PM

Gustavia, St. Barts

7:00 AM 10:00 PM

Philipsburg, St. Maarten

8:00 AM 10:00 PM

Jost Van Dyke, British Virgin Islands

9:00 AM 10:00 PM

Virgin Gorda, British Virgin Islands

8:00 AM 5:00 PM

San Juan, Puerto Rico

7:00 AM --

Rates & offers are subject to select dates & categories, cruise only, per person, based on double occupancy, in US Dollars, & include government taxes & fees. All rates & offers are capacity controlled, are subject to availability & confirmation, & may change without notice. Additional restrictions may apply. Information deemed reliable but not guaranteed -- please confirm details at time of booking. Stateroom photos are for sample purposes only -- actual design and layout may vary.

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