Windstar Cruises Caribbean: 7 nights from San Juan with Star Pride
Oct 26, 2025
Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, British Virgin Islands
Cruise itinerary
Departure Port: San Juan ➞
Landing: San Juan
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Sunday, October 26, 2025 - 07:00San Juan
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Monday, October 27, 2025 08:00 - 06:00St. John
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Tuesday, October 28, 2025 08:00 - 05:00Basseterre
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Wednesday, October 29, 2025 07:00 - 10:00Gustavia
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Thursday, October 30, 2025 08:00 - 10:00Philipsburg
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Friday, October 31, 2025 09:00 - 10:00Jost Van Dyke
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Saturday, November 1, 2025 08:00 - 05:00Virgin Gorda
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Sunday, November 2, 2025 07:00 11:59San Juan
San Juan
San Juan is a wonderful city, which is located on the shores of the Caribbean Sea. It’s the capital of Puerto Rico. This vibrant city is brimming with cultural and historical richness and gorgeous landscapes, making it one of the most captivating tourist destinations in the region.
One of the main attractions of San Juan is its historic center, Viejo San Juan, it is a UNESCO World Heritage site. You can find narrow cobblestone streets, colorful Spanish colonial houses, fortress walls and numerous historical monuments, including the San Felipe del Morro Fortress and the San Cristobal Fortress. San Juan is also renowned for its beautiful beaches, such as Isla Verde and Condado. These beach resorts offer a variety of water activities, from surfing to diving. The city hosts numerous music and art festivals, exhibitions, and performances.
The culinary heritage of the city is equally impressive, offering a variety of Puerto Rican and Latin American dishes that will delight any food lovers. San Juan is a city that uniquely blends history, culture, nature and entertainment.
You will have an unforgettable experience brimming with bright memories and inspiration for new adventures. Cruises from San Juan offer a unique way to explore the Caribbean. You will definitely enjoy the beauty of the islands in this region. Puerto Rico is one of the key ports for cruise liners in the Caribbean Sea, making San Juan a popular departure point for many cruise journeys.
St. John
Basseterre
Gustavia
Philipsburg
Jost Van Dyke
Virgin Gorda
San Juan
San Juan is a wonderful city, which is located on the shores of the Caribbean Sea. It’s the capital of Puerto Rico. This vibrant city is brimming with cultural and historical richness and gorgeous landscapes, making it one of the most captivating tourist destinations in the region.
One of the main attractions of San Juan is its historic center, Viejo San Juan, it is a UNESCO World Heritage site. You can find narrow cobblestone streets, colorful Spanish colonial houses, fortress walls and numerous historical monuments, including the San Felipe del Morro Fortress and the San Cristobal Fortress. San Juan is also renowned for its beautiful beaches, such as Isla Verde and Condado. These beach resorts offer a variety of water activities, from surfing to diving. The city hosts numerous music and art festivals, exhibitions, and performances.
The culinary heritage of the city is equally impressive, offering a variety of Puerto Rican and Latin American dishes that will delight any food lovers. San Juan is a city that uniquely blends history, culture, nature and entertainment.
You will have an unforgettable experience brimming with bright memories and inspiration for new adventures. Cruises from San Juan offer a unique way to explore the Caribbean. You will definitely enjoy the beauty of the islands in this region. Puerto Rico is one of the key ports for cruise liners in the Caribbean Sea, making San Juan a popular departure point for many cruise journeys.