--- type: cruise schema_type: TouristTrip id: 653d9092-45b7-4cfa-bfd7-ab373b9cdafc slug: 2220596 voyage_code: PR20261129-14D cruise_line: Windstar Cruises ship: Star Pride departure_date: return_date: nights: 14 embarkation_port: San Juan disembarkation_port: San Juan starting_price_usd: 4899.0 bookable: false last_updated: 2026-05-05T04:47:08Z --- # San Juan to San Juan > Windstar Cruises · Star Pride · Nov 29 – Dec 13   (14 nights) ## Quick Facts | Attribute | Value | |-----------|-------| | **Cruise Line** | Windstar Cruises | | **Ship** | Star Pride | | **Duration** | 14 nights | | **Departure Date** | N/A | | **Return Date** | N/A | | **Embarkation Port** | San Juan | | **Disembarkation Port** | San Juan | | **Starting Price** | 4,899 USD per person | | **Voyage Code** | PR20261129-14D | ## Itinerary ### Day 1: San Juan **Arrives:** 12:00 AM · **Departs:** 07:00 PM San Juan, Puerto Rico's capital and largest city, sits on the island's Atlantic coast. Its widest beach fronts the Isla Verde resort strip, known for its bars, nightclubs and casinos. Cobblestoned Old San Juan features colorful Spanish colonial buildings and 16th-century landmarks including El Morro and La Fortaleza, massive fortresses with sweeping ocean views, as well as the Paseo de la Princesa bayside promenade. ### Day 2: Cruz Bay, St. John **Arrives:** 08:00 AM · **Departs:** 06:00 PM ### Day 3: Gustavia, St. Barthelemy **Arrives:** 08:00 AM · **Departs:** 05:00 PM Gustavia is the main town and capital of the island of Saint Barthélemy. Originally called Le Carénage, it was renamed in honor of King Gustav III of Sweden. ### Day 4: Basseterre, St. Kitts **Arrives:** 07:00 AM · **Departs:** 10:00 PM Basseterre, set against the irresistible backdrop of St. Kitts' emerald green hills and punctuated by elegant Georgian architecture, is one of the best of the Caribbean's small capitals. ### Day 5: Philipsburg, St. Martin **Arrives:** 08:00 AM · **Departs:** 10:00 PM Philipsburg is the capital of Sint Maarten, the Dutch side of the Caribbean island Saint Martin. Beachfront bars line the boardwalk along Great Bay. Voorstraat, or Front Street, has duty-free shops and casinos. The St. Maarten Zoo is home to parrots, monkeys and a playground. Sint Maarten Museum displays artifacts from the indigenous Arawak people. The ruins of 17th-century Fort Amsterdam stand on a nearby peninsula. ### Day 6: Jost Van Dyke, B.V.I **Arrives:** 09:00 AM · **Departs:** 10:00 PM Inviting beaches and tiny shops selling local treasures welcome you to this quiet island haven. Don't miss dining with your feet in the sand at Foxy's on the beach-a perfect lunch stop! ### Day 7: Virgin Gorda, B.V.I **Arrives:** 08:00 AM · **Departs:** 05:00 PM The most chic resorts of the British Virgin Isles are located on Virgin Gorda, an eight-square-mile island divided nearly in two, with settlements at each end. The south of the island is best known for the curious assembly of house- sized rocks called “the Baths,” which are jumbled together to form huge underground pools and caverns. The beach at the Baths is large, wide, and sandy – perfect for sunning and swimming. ### Day 8: San Juan **Arrives:** 07:00 AM · **Departs:** 07:00 PM San Juan, Puerto Rico's capital and largest city, sits on the island's Atlantic coast. Its widest beach fronts the Isla Verde resort strip, known for its bars, nightclubs and casinos. Cobblestoned Old San Juan features colorful Spanish colonial buildings and 16th-century landmarks including El Morro and La Fortaleza, massive fortresses with sweeping ocean views, as well as the Paseo de la Princesa bayside promenade. ### Day 9: At Sea Enjoy a relaxing day at sea exploring the ship's amenities. ### Day 10: St Georges, Grenada **Arrives:** 09:00 AM · **Departs:** 10:00 PM St. George’s is the capital city of the Caribbean island of Grenada. In the town center, the 18th-century Fort George offers panoramic views of the island and St. George’s Bay. Nearby, Fort Matthew was formerly a battleground and, later, an asylum, and has underground tunnels. The Grenada National Museum hosts exhibits about the history of the region, including the plantation economy and the whaling industry. ### Day 11: Bequia, Grenadines **Arrives:** 08:00 AM · **Departs:** 10:00 PM Life in Bequia revolves around the sea. Walk through the pretty town of Port Elizabeth, set on one of the loveliest and best-sheltered harbors in the Caribbean, and you’ll see fish nets drying in the sun. Boats are built on the beach in the shade of palm trees, and many yachtsmen have come here to have a fine schooner built by hand. (Or take home a model ship, perfect in detail.) Once an active whaling station, Bequia today is a favorite among Caribbean insiders and yachties for its unspoiled ... ### Day 12: Mayreau, Grenadines **Arrives:** 08:00 AM · **Departs:** 05:00 PM In the north of Mayreau is Salt Whistle Bay, a perfect half moon beach, separating the Atlantic from the Caribbean side with a sand spit only 50 yards wide, fringed by palm trees. The windward side of Mayreau is one huge deserted beach; you could spend days picnicking, sunbathing and snorkeling in the underwater world of Mayreau Garden. The southwestern, leeward beach is Saline Bay, nearly a mile of white sand with calm, clear water - ideal to bring your family! ### Day 13: Les Saintes, F.W.I. **Arrives:** 08:00 AM · **Departs:** 05:00 PM The Îles des Saintes, or Les Saintes, are dependency islands of Guadeloupe, a French overseas territory in the Caribbean. The main island, Terre-de-Haut, is known for Pain de Sucre Beach’s coral-rich waters and palm-lined Les Saintes Bay. Overlooking the bay is 19th-century Fort Napoléon, with a museum and cactus garden. Trails cross the volcanic landscape of Terre-de-Bas Island, home to tranquil Grand Anse Beach. ### Day 14: Marigot, St. Martin **Arrives:** 08:00 AM · **Departs:** 03:00 PM Marigot is the main town on the French side of the Caribbean island of Saint Martin. The island is widely known for its hundreds of gourmet restaurants on both sides of the island. Neighbouring islands include Saint-Barthélemy, Anguilla, Saba, Sint Eustatius "Statia", Saint Kitts and Nevis. With the exception of Nevis, all of these islands are easily visible on a clear day from St. Martin. ### Day 15: San Juan **Arrives:** 07:00 AM · **Departs:** 12:00 AM San Juan, Puerto Rico's capital and largest city, sits on the island's Atlantic coast. Its widest beach fronts the Isla Verde resort strip, known for its bars, nightclubs and casinos. Cobblestoned Old San Juan features colorful Spanish colonial buildings and 16th-century landmarks including El Morro and La Fortaleza, massive fortresses with sweeping ocean views, as well as the Paseo de la Princesa bayside promenade. ## Pricing Prices shown are per person based on double occupancy in USD. | Cabin Type | Starting Price | |------------|----------------| | Ocean View | $4,899 | | Balcony | $7,319 | | Suite | $9,799 | ## Cabin Options ### Outside Cabins **Star Porthole Suite** (Code: SP) These rooms represent a nod to the sailing tradition of porthole windows. And while sailors might have had cramped quarters, your 277 square foot stateroom is wonderfully spacious and furnished with all the modern amenities and comforts of home. **Ocean View Suite** (Code: S1) 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... **Ocean View Suite** (Code: S) 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... **Ocean View Suite** (Code: S2) 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... **Ocean View Suite** (Code: S3) 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... **Star Ocean View Suite** (Code: SS1) As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago. ### Balcony Cabins **Balcony Suite** (Code: BS1) 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... **Balcony Suite** (Code: BS) 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... **Star Balcony Suite** (Code: SBS) As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago. **Star Balcony Suite** (Code: SBS1) As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago. ### Suite Cabins **Owner's Suite** (Code: OW) 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. **Deluxe Suite** (Code: DS) 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. **Classic Suite** (Code: CS) 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. ## Ship Information ### Star Pride With only 212 guests, a Star Pride cruise will make you feel like you're on board your own private small ship almost as soon as you step aboard. The sitting area of your spacious, newly refurbished suite gives you an expansive ocean view — making it a welcome retreat. When you're ready to make an appearance, the lounges, club, screening room, and library are waiting to be explored. Take some "you" time in the tranquil WindSpa . . . enjoy a dip in the pool . . . work off that decadent dessert in the Fitness Center . . . and, of course, you are always welcome to visit the Bridge to examine navigation charts with the Captain. Star Pride is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can’t reach. #### Specifications | Specification | Value | |---------------|-------| | Passenger Capacity | 212 | | Crew | 151 | | Gross Tonnage | 9,975.0 | | Length | 440.0 ft | | Total Cabins | 0 | ## Ports of Call ### San Juan *Coordinates: 18.4665, -66.1183* San Juan, Puerto Rico's capital and largest city, sits on the island's Atlantic coast. Its widest beach fronts the Isla Verde resort strip, known for its bars, nightclubs and casinos. Cobblestoned Old San Juan features colorful Spanish colonial buildings and 16th-century landmarks including El Morro and La Fortaleza, massive fortresses with sweeping ocean views, as well as the Paseo de la Princesa... ### Cruz Bay, St. John *Coordinates: 18.3321, -64.797* ### Gustavia, St. Barthelemy *Coordinates: 17.895, -62.8493* Gustavia is the main town and capital of the island of Saint Barthélemy. Originally called Le Carénage, it was renamed in honor of King Gustav III of Sweden. ### Basseterre, St. Kitts Basseterre, set against the irresistible backdrop of St. Kitts' emerald green hills and punctuated by elegant Georgian architecture, is one of the best of the Caribbean's small capitals. ### Philipsburg, St. Martin *Coordinates: 18.0237, -63.0458* Philipsburg is the capital of Sint Maarten, the Dutch side of the Caribbean island Saint Martin. Beachfront bars line the boardwalk along Great Bay. Voorstraat, or Front Street, has duty-free shops and casinos. The St. Maarten Zoo is home to parrots, monkeys and a playground. Sint Maarten Museum displays artifacts from the indigenous Arawak people. The ruins of 17th-century Fort Amsterdam stand on... ### Jost Van Dyke, B.V.I *Coordinates: 18.4463, -64.7429* Inviting beaches and tiny shops selling local treasures welcome you to this quiet island haven. Don't miss dining with your feet in the sand at Foxy's on the beach-a perfect lunch stop! ### Virgin Gorda, B.V.I *Coordinates: 18.4829, -64.4023* The most chic resorts of the British Virgin Isles are located on Virgin Gorda, an eight-square-mile island divided nearly in two, with settlements at each end. The south of the island is best known for the curious assembly of house- sized rocks called “the Baths,” which are jumbled together to form huge underground pools and caverns. The beach at the Baths is large, wide, and sandy – perfect... ### St Georges, Grenada *Coordinates: 12.0561, -61.7488* St. George’s is the capital city of the Caribbean island of Grenada. In the town center, the 18th-century Fort George offers panoramic views of the island and St. George’s Bay. Nearby, Fort Matthew was formerly a battleground and, later, an asylum, and has underground tunnels. The Grenada National Museum hosts exhibits about the history of the region, including the plantation economy and the w... ### Bequia, Grenadines *Coordinates: 13.0123, -61.2277* Life in Bequia revolves around the sea. Walk through the pretty town of Port Elizabeth, set on one of the loveliest and best-sheltered harbors in the Caribbean, and you’ll see fish nets drying in the sun. Boats are built on the beach in the shade of palm trees, and many yachtsmen have come here to have a fine schooner built by hand. (Or take home a model ship, perfect in detail.) Once an active ... ### Mayreau, Grenadines *Coordinates: 12.6412, -61.3896* In the north of Mayreau is Salt Whistle Bay, a perfect half moon beach, separating the Atlantic from the Caribbean side with a sand spit only 50 yards wide, fringed by palm trees. The windward side of Mayreau is one huge deserted beach; you could spend days picnicking, sunbathing and snorkeling in the underwater world of Mayreau Garden. The southwestern, leeward beach is Saline Bay, nearly a mile ... ### Les Saintes, F.W.I. *Coordinates: 16.265, -61.551* The Îles des Saintes, or Les Saintes, are dependency islands of Guadeloupe, a French overseas territory in the Caribbean. The main island, Terre-de-Haut, is known for Pain de Sucre Beach’s coral-rich waters and palm-lined Les Saintes Bay. Overlooking the bay is 19th-century Fort Napoléon, with a museum and cactus garden. Trails cross the volcanic landscape of Terre-de-Bas Island, home to tranq... ### Marigot, St. Martin *Coordinates: 18.0675, -63.0822* Marigot is the main town on the French side of the Caribbean island of Saint Martin. The island is widely known for its hundreds of gourmet restaurants on both sides of the island. Neighbouring islands include Saint-Barthélemy, Anguilla, Saba, Sint Eustatius "Statia", Saint Kitts and Nevis. With the exception of Nevis, all of these islands are easily visible on a clear day from St. Martin. ## Booking Information - **Book This Cruise:** https://cruisepirate.ai/cruise/2220596 - **Compare Prices:** CruisePirate compares prices across multiple booking channels - **Price Alerts:** Set up alerts for price drops on this sailing - **Support:** Contact our AI-powered cruise assistant for personalized recommendations ### Why Book with CruisePirate? - Real-time price comparison across booking channels - AI-powered cruise recommendations - Transparent pricing with no hidden fees - Expert cruise search and filtering --- ## Technical Metadata - **Canonical URL:** https://cruisepirate.ai/cruise/2220596 - **Markdown URL:** https://cruisepirate.ai/cruise/2220596.md - **API Endpoint:** https://cruisepirate.ai/api/cruises/2220596/ - **Primary Image:** https://images.cruisepirate.ai/v3/static/cruise-lines/windstar-cruises/star-pride/other/133111.webp - **Data Source:** CruisePirate Cruise Database - **Last Updated:** 2026-05-05 04:47:08 UTC