Windstar Cruises from San Juan, Puerto Rico 2023/2024
Save up to 75% on Windstar cruises
As a large-scale seller of Windstar Cruises from San Juan, Puerto Rico 2023/2024, we are able to offer you unbeatable prices and unparalleled value. With cruise line volume buys plus our low everyday prices you can save up to 75% versus the brochure price! Once you have found the discounted Windstar cruise of your choice, please call our cruise consultants to book your vacation and save money with our first-rate personalized service! Book your Windstar cruise today with AffordableTours.com, your discounted cruise headquarters.

Sail Date | Cruise Line | Ship | Destination | Departs | Length | Price | You Save | Discounts | |
---|---|---|---|---|---|---|---|---|---|
10 reviews ![]() | Feb 11, 2023 | Windstar | Star Pride | San Juan | San Juan | 14 Nights | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | San Juan | St. George's | St. Maarten | St. Thomas | Virgin Gorda | $2,899 Up To $300 Onboard Credit | Suite! |
10 reviews ![]() | Feb 11, 2023 | Windstar | Star Pride | San Juan | San Juan | 7 Nights | Gustavia | Jost Van Dyke, Great Harbour | Little Bay | San Juan | St. Maarten | St. Thomas | Virgin Gorda | $1,799 Up To $200 Onboard Credit | |
10 reviews ![]() | Feb 18, 2023 | Windstar | Star Pride | San Juan | San Juan | 14 Nights | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | San Juan | St. George's | St. Maarten | St. Thomas | Virgin Gorda | $2,599 Up To $300 Onboard Credit | Suite! |
10 reviews ![]() | Feb 18, 2023 | Windstar | Star Pride | San Juan | San Juan | 7 Nights | Bequia | Les Saintes | Pigeon Island | San Juan | St. George's | St. Maarten | $1,599 Up To $200 Onboard Credit | |
10 reviews ![]() | Feb 25, 2023 | Windstar | Star Pride | San Juan | San Juan | 14 Nights | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | San Juan | St. George's | St. Maarten | St. Thomas | Virgin Gorda | $2,799 Up To $300 Onboard Credit | Suite! |
10 reviews ![]() | Feb 25, 2023 | Windstar | Star Pride | San Juan | San Juan | 7 Nights | Gustavia | Jost Van Dyke, Great Harbour | Little Bay | San Juan | St. Maarten | St. Thomas | Virgin Gorda | $1,599 Up To $200 Onboard Credit | Suite! |
10 reviews ![]() | Mar 04, 2023 | Windstar | Star Pride | San Juan | San Juan | 14 Nights | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | San Juan | St. George's | St. Maarten | St. Thomas | Virgin Gorda | $3,199 Up To $500 Onboard Credit | Suite! |
10 reviews ![]() | Mar 04, 2023 | Windstar | Star Pride | San Juan | San Juan | 7 Nights | Bequia | Les Saintes | Pigeon Island | San Juan | St. George's | St. Maarten | $1,599 Up To $200 Onboard Credit | |
10 reviews ![]() | Mar 11, 2023 | Windstar | Star Pride | San Juan | San Juan | 7 Nights | Gustavia | Jost Van Dyke, Great Harbour | Little Bay | San Juan | St. Maarten | St. Thomas | Virgin Gorda | $1,799 Up To $200 Onboard Credit | Suite! |
10 reviews ![]() | Mar 25, 2023 | Windstar | Star Pride | San Juan | Lisbon | 12 Nights | Lisbon | San Juan | $1,499 Up To $150 Onboard Credit | |
10 reviews ![]() | Mar 25, 2023 | Windstar | Star Pride | San Juan | Barcelona | 22 Nights | Barcelona | Cádiz | Cartagena | Casablanca | Gibraltar | Lisbon | Málaga | Portimao | San Juan | $3,099 Up To $500 Onboard Credit | Suite! |
10 reviews ![]() | Nov 03, 2024 | Windstar | Star Pride | San Juan | San Juan | 13 Nights | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | San Juan | St. George's | St. Maarten | Virgin Gorda | $4,999 Up To $750 Onboard Credit | |
10 reviews ![]() | Nov 03, 2024 | Windstar | Star Pride | San Juan | San Juan | 6 Nights | Gustavia | Jost Van Dyke, Great Harbour | Little Bay | San Juan | St. Maarten | Virgin Gorda | $2,899 Up To $300 Onboard Credit | Suite! |
10 reviews ![]() | Nov 09, 2024 | Windstar | Star Pride | San Juan | San Juan | 7 Nights | Bequia | Les Saintes | Pigeon Island | San Juan | St. George's | St. Maarten | $3,299 Up To $500 Onboard Credit | Suite! |
10 reviews ![]() | Nov 16, 2024 | Windstar | Star Pride | San Juan | San Juan | 14 Nights | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | San Juan | St. George's | St. Maarten | St. Thomas | Virgin Gorda | $5,299 Up To $750 Onboard Credit | Suite! |
10 reviews ![]() | Nov 16, 2024 | Windstar | Star Pride | San Juan | San Juan | 7 Nights | Gustavia | Jost Van Dyke, Great Harbour | Little Bay | San Juan | St. Maarten | St. Thomas | Virgin Gorda | $3,299 Up To $500 Onboard Credit | Suite! |
10 reviews ![]() | Nov 23, 2024 | Windstar | Star Pride | San Juan | San Juan | 14 Nights | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | San Juan | St. George's | St. Maarten | St. Thomas | Virgin Gorda | $5,299 Up To $750 Onboard Credit | |
10 reviews ![]() | Nov 23, 2024 | Windstar | Star Pride | San Juan | San Juan | 7 Nights | Bequia | Les Saintes | Pigeon Island | San Juan | St. George's | St. Maarten | $3,299 Up To $500 Onboard Credit | Suite! |
10 reviews ![]() | Nov 30, 2024 | Windstar | Star Pride | San Juan | San Juan | 7 Nights | Gustavia | Jost Van Dyke, Great Harbour | Little Bay | San Juan | St. Maarten | St. Thomas | Virgin Gorda | $3,299 Up To $500 Onboard Credit | |
10 reviews ![]() | Dec 07, 2024 | Windstar | Star Pride | San Juan | Bridgetown | 7 Nights | Bridgetown | Gustavia | Little Bay | Pigeon Island | Roseau | San Juan | St. George's | St. Thomas | $3,299 Up To $500 Onboard Credit |
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