--- type: cruise schema_type: TouristTrip id: 0de65a7d-404d-45ee-8f09-baa1528b20dc slug: 2317089 voyage_code: PR20271022-17D cruise_line: Windstar Cruises ship: Star Pride departure_date: return_date: nights: 17 embarkation_port: Boston, USA disembarkation_port: San Juan starting_price_usd: 4599.0 bookable: false last_updated: 2026-05-05T01:46:43Z --- # Star Collector: Bermuda & Caribbean Island Explorer > Windstar Cruises · Star Pride · Oct 22 – Nov 8, 2027   (17 nights) ## Quick Facts | Attribute | Value | |-----------|-------| | **Cruise Line** | Windstar Cruises | | **Ship** | Star Pride | | **Duration** | 17 nights | | **Departure Date** | N/A | | **Return Date** | N/A | | **Embarkation Port** | Boston, USA | | **Disembarkation Port** | San Juan | | **Starting Price** | 4,599 USD per person | | **Voyage Code** | PR20271022-17D | ## Itinerary ### Day 1: Boston, USA **Arrives:** 12:00 AM · **Departs:** 05:00 PM Boston is the capital and most populous city of the Commonwealth of Massachusetts in the United States and 21st most populous city in the United States. The city proper covers 48.4 square miles with an estimated population of 692,600 in 2019, also making it the most populous city in New England. ### Day 2: At Sea Enjoy a relaxing day at sea exploring the ship's amenities. ### Day 3: At Sea Enjoy a relaxing day at sea exploring the ship's amenities. ### Day 4: Hamilton, Bermuda **Arrives:** 08:45 AM · **Departs:** 11:59 PM Hamilton is the capital city of Bermuda, a British island territory in the North Atlantic. Along the harbour, Front Street features pastel-coloured colonial buildings and high-end shops. The stone Cathedral of the Most Holy Trinity has a tower with city views. The Bermuda Underwater Exploration Institute offers ocean discovery exhibits. Northeast is the Bermuda Aquarium, Museum and Zoo, home to sharks and turtles. ### Day 5: Hamilton, Bermuda **Arrives:** 12:00 AM · **Departs:** 07:00 AM Hamilton is the capital city of Bermuda, a British island territory in the North Atlantic. Along the harbour, Front Street features pastel-coloured colonial buildings and high-end shops. The stone Cathedral of the Most Holy Trinity has a tower with city views. The Bermuda Underwater Exploration Institute offers ocean discovery exhibits. Northeast is the Bermuda Aquarium, Museum and Zoo, home to sharks and turtles. ### Day 5: St. George's **Arrives:** 10:00 AM · **Departs:** 11:59 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 6: St. George's **Arrives:** 12:00 AM · **Departs:** 12:00 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 7: At Sea Enjoy a relaxing day at sea exploring the ship's amenities. ### Day 8: At Sea Enjoy a relaxing day at sea exploring the ship's amenities. ### Day 9: Gustavia, St. Barthelemy **Arrives:** 10:00 AM · **Departs:** 10:00 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 10: Virgin Gorda / Prickly Pear, British Virgin Island **Arrives:** 08:00 AM · **Departs:** 06:00 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 11: 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 12: Cruz Bay, St. John, Virgin Islands (u.S.) **Arrives:** 08:00 AM · **Departs:** 06:00 PM ### Day 13: Basseterre, St. Kitts **Arrives:** 08:00 AM · **Departs:** 05:00 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 14: Gustavia, St. Barthelemy **Arrives:** 07:00 AM · **Departs:** 10:00 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 15: St. Maarten **Arrives:** 08:00 AM · **Departs:** 10:00 PM Sint Maarten, part of the Kingdom of the Netherlands, is a country on the southern part of a Caribbean island shared with Saint Martin, a French overseas collectivity. Its natural features span lagoons, beaches and salt pans. The capital, Philipsburg, has cobblestone streets and colorful, colonial-style buildings lining its Front Street shopping area. The port is a popular cruise-ship stop. ### Day 16: Jost Van Dyke, Great Harbour **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 17: Virgin Gorda / Prickly Pear, British Virgin Island **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 18: 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 | $4,599 | | Balcony | $7,019 | | Suite | $9,499 | ## 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 ### Boston, USA *Coordinates: 42.3589, -71.0578* Boston is the capital and most populous city of the Commonwealth of Massachusetts in the United States and 21st most populous city in the United States. The city proper covers 48.4 square miles with an estimated population of 692,600 in 2019, also making it the most populous city in New England. ### Hamilton, Bermuda *Coordinates: 35.1619, -85.1479* Hamilton is the capital city of Bermuda, a British island territory in the North Atlantic. Along the harbour, Front Street features pastel-coloured colonial buildings and high-end shops. The stone Cathedral of the Most Holy Trinity has a tower with city views. The Bermuda Underwater Exploration Institute offers ocean discovery exhibits. Northeast is the Bermuda Aquarium, Museum and Zoo, home to sh... ### St. George's *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 whali... ### 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. ### Virgin Gorda / Prickly Pear, British Virgin Island *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 for s... ### 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, Virgin Islands (u.S.) *Coordinates: 18.3321, -64.797* ### 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. ### St. Maarten *Coordinates: 18.0237, -63.0458* Sint Maarten, part of the Kingdom of the Netherlands, is a country on the southern part of a Caribbean island shared with Saint Martin, a French overseas collectivity. Its natural features span lagoons, beaches and salt pans. The capital, Philipsburg, has cobblestone streets and colorful, colonial-style buildings lining its Front Street shopping area. The port is a popular cruise-ship stop. ### Jost Van Dyke, Great Harbour *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! ## Booking Information - **Book This Cruise:** https://cruisepirate.ai/cruise/2317089 - **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/2317089 - **Markdown URL:** https://cruisepirate.ai/cruise/2317089.md - **API Endpoint:** https://cruisepirate.ai/api/cruises/2317089/ - **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 01:46:43 UTC