Windstar Cruises luxury itinerary
Star Pride January 3-10 2027 Cruise & Offers
SAN JUAN to SAN JUAN
Review the complete published itinerary, source-status notes, suite guidance, and current offer assistance with Deluxe Cruises.
January 3-10 2027 · Voyage PR20270103-7D
Ports & shore experiences
Published journey: Windward Islands Surf & Sunsets
Each destination is shown once. Select a destination to reveal every published call date and time, its voyage-specific overview, and exact shore experiences currently listed for this departure.
7 destination panels · 30 verified voyage-specific shore experiences · 1 panel with planning notices
Official voyage overview
Revel in seven days of surf, sand and sunsets during this leisurely cruise up and down the Caribbean’s Windward Islands. It’s a perfect vacation getaway for anyone craving a quick escape from life’s everyday obligations. Swim among sea turtles and glide above dazzling coral reefs with a highly skilled diving guide off the coast of Les Saintes’ volcanic shoreline. Vacation time is always well spent among the Windward Islands, but nothing makes it more perfect than the personalized attention and unique excursion opportunities offered by Windstar.
January 3 & January 10, 2027 SAN JUAN
About SAN JUAN
SAN JUAN is a Windstar destination in Puerto Rico within the Caribbean sailing region. Across the current published program, locally focused experience themes include Half Day Private SUV with Guide, Barilito Rum Tour & Tasting with Transfer to Airport & Barilito Rum Tour & Tasting with Transfer to Windstar Hotel. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- San Juan: Barilito Rum Tour & Tasting with Transfer to Airport (Easy-Moderate) — Easy-Moderate activity
- San Juan: Old San Juan Fortress & City Walking Tour with Transfer to Windstar Hotel (Moderate-Strenu — Moderate-Strenuous activity
- San Juan: Barilito Rum Tour & Tasting with Transfer to Windstar Hotel (Easy-Moderate) — Easy-Moderate activity
- San Juan, Concierge Collection: Half Day Private SUV with Guide (Easy) — Easy activity
- San Juan: Old San Juan Fortress & City Walking Tour with Transfer to Airport (Moderate-Strenuous) — Moderate-Strenuous activity
Published call times
- January 3, 2027 · Embarkation · Departure 19:00
- January 10, 2027 · Arrival 07:00 · Disembarkation
January 4, 2027 Sea Days
Published sea days aboard Star Pride
The official Windstar timetable names no port call on January 4, 2027. These dates are grouped once as Sea Days; no onboard activity, route detail, or shore program has been inferred.
Shore planning
No shore experience applies to these Sea Days. Windstar's daily onboard program is confirmed aboard and is not estimated on this page.
Published call times
- January 4, 2027 · No separately published port call
January 5, 2027 ST. GEORGE'S, GRENADA
About ST. GEORGE'S, GRENADA
ST. GEORGE'S, GRENADA is a Windstar destination in Grenada within the Caribbean sailing region. Across the current published program, locally focused experience themes include Discover Scuba, Clear Bottom Kayaking & Spice of Our Lives. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- St. George's, Discover Scuba — Moderate activity
- St. George's, Clear Bottom Kayaking — Moderate-Strenuous activity
- St. George's, Certified Two-Tank Dive — Moderate-Strenuous activity
- St. Georges, Fort Frederick Rainforest & Waterfall — Moderate activity
- St. George's, Powerboat & Snorkeling at the Statues Park (Moderate-Strenuous) — Moderate-Strenuous activity
- St. George's, Great Tower Estate with Tea (Easy-Moderate) — Easy-Moderate activity
- St. George's, The Best of Grenada (Easy) — Easy activity
- St George's, Spice of Our Lives (Easy-Moderate) — Easy-Moderate activity
- St. George's, Certified One-Tank Dive — Moderate-Strenuous activity
- St. George's, Sailing Cruise to the Statue Park (Moderate-Strenuous) — Moderate-Strenuous activity
Published call times
- January 5, 2027 · Arrival 09:00 · Departure 22:00
January 6, 2027 BEQUIA
About BEQUIA
BEQUIA is a Windstar destination in Saint Vincent and the Grenadines within the Caribbean sailing region. Across the current published program, locally focused experience themes include Bequia Snorkel Adventure, Taste of Bequia & Bequia Highlights. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Bequia, Bequia Fort & Lower Beach Getaway (Easy-Moderate) — Easy-Moderate activity
- Bequia, Concierge Collection: Rum Tasting at Firefly Plantation — Moderate activity
- Bequia, Bequia Highlights (Easy-Moderate) — Easy-Moderate activity
- Bequia, Mustique Magic with Lunch (Moderate) — Moderate activity
- Bequia, Taste of Bequia (Easy-Moderate) — Easy-Moderate activity
- Bequia, Bequia Snorkel Adventure — Strenuous activity
Published call times
- January 6, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
January 7, 2027 MAYREAU
About MAYREAU
MAYREAU is a Windstar destination in Saint Vincent and the Grenadines within the Caribbean sailing region. Across the current published program, locally focused experience themes include Tobago Cays Escape. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Mayreau, Tobago Cays Escape — Moderate activity
Published call times
- January 7, 2027 · Arrival 08:00 · Departure 16:30
January 8, 2027 DESHAIES
About DESHAIES
Deshaies is a small fishing village on Guadeloupe’s lush Basse-Terre coast, gathered around a calm bay backed by green hills. Colorful waterfront buildings, nearby beaches, and a celebrated botanical garden give the stop an intimate scale. Rainforest scenery and Creole culture shape the wider island experience.
Shore experiences currently listed
- Deshaies, Mangrove Kayaking in a Marine Reserve — Moderate activity
- Deshaies, Botanical Garden Exploration in Guadeloupe Island — Strenuous activity
- Deshaies, Culinary Treasures and Beach Break — Easy activity
Published call times
- January 8, 2027 · Arrival 11:00 · Departure 18:00
January 9, 2027 MARIGOT BAY
About MARIGOT BAY
MARIGOT BAY is a Windstar destination in Saint Martin within the Caribbean sailing region. Across the current published program, locally focused experience themes include Beach Day at KKO With Lunch, French Creole Cooking Class & French and Dutch Island Discovery. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Marigot, Half Day Private Island Tour in SUV or Deluxe Mini Van (Easy) — Easy activity
- Marigot, America's Cup Sailboat Racing (Moderate-Strenuous) — Moderate-Strenuous activity
- Marigot, French Creole Cooking Class — Easy-Moderate activity
- Marigot, French and Dutch Island Discovery — Easy-Moderate activity
- Marigot, Beach Day at KKO With Lunch — Easy activity
Published call times
- January 9, 2027 · Arrival 08:00 · Departure 15:00
Published timetable status: Official Windstar itinerary entries and voyage-specific shore experiences are combined without estimating destinations, call times, experience names, or activity levels. Synthetic midnight continuation placeholders from the source are suppressed.
Please note: Shore-experience names, activity levels, availability, and schedules can change before departure. Confirm the final program with Deluxe Cruises closer to sailing. No excursion prices or cruise-line links are included on this page.
A closer look at this sailing
SAN JUAN to SAN JUAN aboard Star Pride
On January 3-10 2027, Star Pride sails 7 nights from SAN JUAN to SAN JUAN. The published route brings together ST. GEORGE'S, GRENADA, BEQUIA, MAYREAU, DESHAIES, creating a specific progression of ports for travelers comparing destination variety and voyage pace.
This route includes an official day-by-day schedule and published port times. The source lists 7 route entries, including embarkation, disembarkation, scenic passages, and any sea days exactly as published.
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