Windstar Cruises luxury itinerary
Star Legend December 27-January 3 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.
December 27 2027-January 3 2028 · Voyage LE20271227-7D
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 · 21 verified voyage-specific shore experiences · 4 panels 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.
December 27, 2027 & January 3, 2028 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 planning
No voyage-specific shore-experience list is available in the current verified Windstar data for this exact call. Deluxe Cruises can help review the confirmed program closer to departure.
Published call times
- December 27, 2027 · Embarkation · Departure 19:00
- January 3, 2028 · Arrival 07:00 · Disembarkation
December 28, 2027 Sea Days
Published sea days aboard Star Legend
The official Windstar timetable names no port call on December 28, 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
- December 28, 2027 · No separately published port call
December 29, 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, Spice of Our Lives (Easy-Moderate) — Easy-Moderate activity
- St. Georges, Fort Frederick Rainforest & Waterfall — Moderate activity
- St. George's, The Best of Grenada (Easy) — Easy activity
- St. George's, Sailing Cruise to the Statue Park (Moderate-Strenuous) — Moderate-Strenuous activity
- St. George's, Clear Bottom Kayaking — Moderate-Strenuous activity
- St. George's, Great Tower Estate with Tea (Easy-Moderate) — Easy-Moderate activity
- St. George's, Certified Two-Tank Dive — Moderate-Strenuous activity
- St. George's, Adventure River Tubing (Moderate) — Moderate activity
- St. George's, Certified One-Tank Dive — Moderate-Strenuous activity
- St. George's, Powerboat & Snorkeling at the Statues Park (Moderate-Strenuous) — Moderate-Strenuous activity
- St. George's, Discover Scuba — Moderate activity
Published call times
- December 29, 2027 · Arrival 09:00 · Departure 22:00
December 30, 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, Mustique Magic with Lunch (Moderate) — Moderate activity
- Bequia, Concierge Collection: Rum Tasting at Firefly Plantation — Moderate activity
- Bequia, Taste of Bequia (Easy-Moderate) — Easy-Moderate activity
- Bequia, Bequia Fort & Lower Beach Getaway (Easy-Moderate) — Easy-Moderate activity
- Bequia, Bequia Highlights (Easy-Moderate) — Easy-Moderate activity
- Bequia, Bequia Snorkel Adventure — Strenuous activity
Published call times
- December 30, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
December 31, 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 planning
No voyage-specific shore-experience list is available in the current verified Windstar data for this exact call. Deluxe Cruises can help review the confirmed program closer to departure.
Published call times
- December 31, 2027 · Arrival 08:00 · Departure 17:00
January 1, 2028 LES SAINTES, GUADELOUPE
About LES SAINTES, GUADELOUPE
LES SAINTES, GUADELOUPE gives this stage of the itinerary its individual destination focus. Swim among sea turtles and glide above dazzling coral reefs with a highly skilled diving guide off the coast of Les Saintes’ volcanic shoreline. This context places the destination within the Caribbean route; exact call times and any experiences published for this sailing are listed below.
Shore planning
No voyage-specific shore-experience list is available in the current verified Windstar data for this exact call. Deluxe Cruises can help review the confirmed program closer to departure.
Published call times
- January 1, 2028 · Arrival 10:00 · Departure 17:00 · Watersports platform scheduled
January 2, 2028 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, Beach Day at KKO With Lunch — Easy activity
- Marigot, French Creole Cooking Class — Easy-Moderate activity
- Marigot, French and Dutch Island Discovery — Easy-Moderate activity
- Marigot, Rhum and Rhythm — Easy activity
Published call times
- January 2, 2028 · 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 Legend
On December 27 2027-January 3 2028, Star Legend sails 7 nights from SAN JUAN to SAN JUAN. The published route brings together ST. GEORGE'S, GRENADA, BEQUIA, MAYREAU, LES SAINTES, GUADELOUPE, 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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