Windstar Cruises luxury itinerary

Star Pride November 15-22 2026 Cruise & Offers

SAN JUAN to SAN JUAN

VoyagePR20261115-7D DatesNovember 15-22 2026 Duration7 nights ShipStar Pride

Review the complete published itinerary, source-status notes, suite guidance, and current offer assistance with Deluxe Cruises.

Star Pride November 15-22 2026 route map from SAN JUAN to SAN JUAN
Star Pride · Voyage PR20261115-7D · SAN JUAN to SAN JUAN · local schematic map based on the published itinerary sequence

November 15-22 2026 ยท Voyage PR20261115-7D

Ports & shore experiences

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 · 32 verified voyage-specific shore experiences · 0 panels with planning notices

Official voyage overview

Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen — like you. Skip more common and commercial ports like St. Thomas in favor of less-visited destinations like Montserrat. Bypass the major cruise terminals in favor of marinas and anchorages exclusive to small yachts on this Caribbean cruise. And as guests on larger cruise ships take an excursion from Tortola to reach tiny Jost Van Dyke, your elegant yacht is already there.

November 15 & November 22, 2026 SAN JUAN Puerto Rico · 2 published calls · 5 listed experiences

About SAN JUAN

SAN JUAN gives this stage of the itinerary its individual destination focus. Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. This context places the destination within the Caribbean route; exact call times and any experiences published for this sailing are listed below.

Shore experiences currently listed

  • San Juan, Bacardi Rum Tour & Tasting- With Transfer to Windstar Hotel — 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 Windstar Hotel (Moderate-Strenu — Moderate-Strenuous activity
  • San Juan, Bacardi Rum Tour & Tasting- With Transfer to Airport — Easy-Moderate activity
  • San Juan: Old San Juan Fortress & City Walking Tour with Transfer to Airport (Moderate-Strenuous) — Moderate-Strenuous activity

Published call times

  • November 15, 2026 · Embarkation · Departure 19:00
  • November 22, 2026 · Arrival 07:00 · Disembarkation
November 16, 2026 CRUZ BAY, ST. JOHN U.S. Virgin Islands · Arrival 08:00 · Departure 18:00 · 4 listed experiences

About CRUZ BAY, ST. JOHN

CRUZ BAY, ST. JOHN is a Windstar destination in U.S. Virgin Islands within the Caribbean sailing region. Across the current published program, locally focused experience themes include Cinnamon Beach Getaway, Lind Point Trail Eco Hike & Trunk Bay Snorkeling Experience. 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. John, Cinnamon Beach Getaway — Moderate activity
  • St. John, Trunk Bay Snorkeling Experience — Moderate activity
  • St. John, Lind Point Trail Eco Hike — Moderate activity
  • St. John, Island tour Featuring Annaberg Ruins — Easy activity

Published call times

  • November 16, 2026 · Arrival 08:00 · Departure 18:00
November 17, 2026 BASSETERRE, ST. KITTS Saint Kitts and Nevis · Arrival 08:00 · Departure 17:00 · 7 listed experiences

About BASSETERRE, ST. KITTS

BASSETERRE, ST. KITTS is a Windstar destination in Saint Kitts and Nevis within the Caribbean sailing region. Across the current published program, locally focused experience themes include Snorkel Safari, St Kitts Quad ATV Adventure & Island History & Rum Tasting. 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

  • Basseterre, Brimstone Hill Fortress & Fairview Great House — Easy-Moderate activity
  • Basseterre, Island History & Rum Tasting — Moderate activity
  • Basseterre, Concierge Collection: Caribbean Cooking, History & Folklore in St. Kitts (Easy) — Easy activity
  • Basseterre, Nevis Panoramic and Beach Tour (Easy-Moderate) — Easy-Moderate activity
  • Basseterre: Sky Safari Zipline Adventure (Strenuous) — Strenuous activity
  • Basseterre: St Kitts Quad ATV Adventure — Strenuous activity
  • Basseterre: Snorkel Safari (Moderate) — Moderate activity

Published call times

  • November 17, 2026 · Arrival 08:00 · Departure 17:00
November 18, 2026 GUSTAVIA, ST. BARTHELEMY Saint Barthelemy · Arrival 07:00 · Departure 22:00 · 9 listed experiences

About GUSTAVIA, ST. BARTHELEMY

GUSTAVIA, ST. BARTHELEMY is a Windstar destination in Saint Barthelemy within the Caribbean sailing region. Across the current published program, locally focused experience themes include St. Barts: Intimate Island Tour, Jet Ski & Sailing Catamaran to St Barth Nature Reserve. 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. Barts: Independent Explorer by Car (Easy-Moderate) — Easy-Moderate activity
  • Gustavia, Concierge Collection: Scuba Dive 1 Tank — Strenuous activity
  • St. Barts: Intimate Island Tour (Easy) — Easy activity
  • Gustavia, Concierge Collection: Scuba Dive 2 Tank — Strenuous activity
  • Gustavia, Concierge Collection: Savor St Barts — Moderate activity
  • St. Barts, Concierge Collection: Sunset Cruise (Easy-Moderate) — Easy-Moderate activity
  • Sailing Catamaran to St Barth Nature Reserve — Moderate activity
  • St Barts, Concierge Collection: St. Barthelemy Beach Day (Easy-Moderate) — Easy-Moderate activity
  • Gustavia, Concierge Collection: Jet Ski — Strenuous activity

Published call times

  • November 18, 2026 · Arrival 07:00 · Departure 22:00 · Watersports platform scheduled
November 19, 2026 PHILIPSBURG, ST. MAARTEN Sint Maarten · Arrival 08:00 · Departure 22:00 · 4 listed experiences

About PHILIPSBURG, ST. MAARTEN

PHILIPSBURG, ST. MAARTEN is a Windstar destination in Sint Maarten within the Caribbean sailing region. Across the current published program, locally focused experience themes include America's Cup Sailboat Racing with Transfer to Airport, America's Cup Sailboat Racing with Transfer to Windstar Hotel & Post Island Tour with Transfer to 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

  • St. Maarten, Concierge Collection: Half Day Private Island Tour in SUV or Deluxe Mini Van (Easy) — Easy activity
  • Philipsburg, Savor St. Maarten Foodie Tour — Easy-Moderate activity
  • St. Maarten: Under Two Flags Island Tour (Easy) — Easy activity
  • St. Maarten: America's Cup Sailboat Racing — Moderate-Strenuous activity

Published call times

  • November 19, 2026 · Arrival 08:00 · Departure 22:00
November 20, 2026 GREAT HARBOUR, JOST VAN DYKE British Virgin Islands · Arrival 09:00 · Departure 22:00 · 1 listed experience

About GREAT HARBOUR, JOST VAN DYKE

GREAT HARBOUR, JOST VAN DYKE gives this stage of the itinerary its individual destination focus. And as guests on larger cruise ships take an excursion from Tortola to reach tiny Jost Van Dyke, your elegant yacht is already there.

Shore experiences currently listed

  • Jost Van Dyke, Catamaran Cruise & Swim to Norman Island (Moderate-Strenuous) — Moderate-Strenuous activity

Published call times

  • November 20, 2026 · Arrival 09:00 · Departure 22:00 · Watersports platform scheduled
November 21, 2026 VIRGIN GORDA/PRICKLY PEAR, BVI British Virgin Islands · Arrival 08:00 · Departure 17:00 · 2 listed experiences

About VIRGIN GORDA/PRICKLY PEAR, BVI

VIRGIN GORDA/PRICKLY PEAR, BVI gives this stage of the itinerary its individual destination focus. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. This context places the destination within the Caribbean route; exact call times and any experiences published for this sailing are listed below.

Shore experiences currently listed

  • Virgin Gorda: Snorkel Adventure (Moderate-Strenuous) — Moderate-Strenuous activity
  • Virgin Gorda: Highlights & Bath Tour (Moderate) — Strenuous activity

Published call times

  • November 21, 2026 · Arrival 08:00 · Departure 17:00

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 November 15-22 2026, Star Pride sails 7 nights from SAN JUAN to SAN JUAN. The published route brings together CRUZ BAY, ST. JOHN, BASSETERRE, ST. KITTS, GUSTAVIA, ST. BARTHELEMY, PHILIPSBURG, ST. MAARTEN, 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 8 route entries, including embarkation, disembarkation, scenic passages, and any sea days exactly as published.

For PR20261115-7D, Deluxe Cruises can compare suite availability, deck location, current fares, eligible promotions, and available amenities. Request a personalized review before reserving so the ship, suite, timing, and complete value fit your plans.

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Contact Deluxe Cruises before you reserve

Ask a specialist to compare the itinerary, suite category, current fare, inclusions, eligible promotions, and available amenities.

Why not check the complete value at the outset? Personal guidance can make important differences in suite location and voyage fit.

Luxury cruise planning summary

Star Pride November 15-22 2026: is Voyage PR20261115-7D right for you?

This 7-night voyage aboard Star Pride sails SAN JUAN to SAN JUAN, with calls including CRUZ BAY, BASSETERRE, GUSTAVIA, and PHILIPSBURG. Voyage PR20261115-7D matches the latest verified voyage-search dataset used by this website. Before reserving, ask Deluxe Cruises to compare accommodations, deck location, inclusions, current availability, and any family, medical, dietary, or accessibility arrangements for this exact departure.

Best for
Travelers considering a 7-night SAN JUAN to SAN JUAN aboard Star Pride, including CRUZ BAY, BASSETERRE, GUSTAVIA, and PHILIPSBURG.
Why Deluxe Cruises
Personal guidance for Voyage PR20261115-7D, including accommodation, deck location, itinerary, inclusion, and special-request comparisons.
Before you book
Confirm current availability, exact itinerary details, accommodation benefits, applicable preferred-rate opportunities, and documented guest requirements.

Questions travelers ask

Why book Star Pride Voyage PR20261115-7D with Deluxe Cruises?

Deluxe Cruises provides personal planning for Voyage PR20261115-7D, including accommodation and deck-location comparisons, current availability and preferred-rate guidance, and help documenting family, medical, dietary, or accessibility requests before departure.

What should travelers compare for Voyage PR20261115-7D?

For the November 15-22 2026 SAN JUAN to SAN JUAN, compare the published schedule, accommodation category and location, included services, current availability, and any special requirements before you reserve.

How do I request a personalized luxury cruise quote?

Email info@deluxecruises.com, call +1-702-501-7105, or use WhatsApp +1-702-900-9975 and mention Voyage PR20261115-7D to request a personalized quote from Deluxe Cruises.

What are Star Pride's verified headline statistics?
312Guests
200Crew
6Guest decks
522 ftLength
12,995 GRTGross tonnage
What clothes should I bring for this November itinerary?

Deluxe Cruises packing guidance for this November warm-weather itinerary

  • Pack lightweight breathable clothing, swimwear, strong sun protection, and a light rain layer for tropical showers.
  • Bring secure non-slip walking shoes plus suitable beach or water footwear where the published activities and local conditions call for it.
  • Add a light wrap or sweater for air-conditioned interiors and breezy evenings, and review local customs before visits to religious or community sites.

Windstar Cruises dress guidance

  • Windstar has no formal nights. Daytime dress is relaxed resort wear, while dinner in the main evening restaurants calls for casually elegant clothing.
  • Published evening examples include slacks or non-distressed jeans with a collared, button-down or polo shirt, or a blouse, skirt, casual dress or sundress. Reserve shorts, T-shirts, hats and flip-flops for daytime.

Packing suggestions are Deluxe Cruises editorial guidance; the cruise line's final documents and the weather forecast control the last check.

What services and amenities are available aboard Star Pride?
  • Published fleet experiences include open-seating dining, lounges, 24-hour room service from a limited menu, World Spa by Windstar, pools or whirlpools and an Open Bridge when operational.
  • Dining venues, watersports platforms, pools, spa spaces, entertainment and included services differ between Wind Class sailing yachts, Star Plus all-suite yachts and the newer Star Class yachts.

Venues, hours, inclusions, equipment, and operating conditions can vary by ship and sailing. Deluxe Cruises will reconfirm the details for this departure.

What fitness, sports, or wellness facilities does Star Pride have?
  • Watersports-platform access, swimming and paddle activities depend on sea state, weather, anchorage, local rules and the captain's approval.

Class schedules, age rules, treatment access, operating hours, and equipment availability are confirmed for the exact ship and voyage.

What accommodation features and services can Star Pride guests expect?
  • Wind Class sailing yachts publish ocean-view staterooms and suites without a fleetwide private-veranda promise. Star Plus yachts are all-suite, while Star Seeker and Star Explorer publish suites with private verandas or infinity windows among their categories.
  • Room size, window or veranda, bed arrangement, bath, accessibility and amenities differ by yacht, category and room number; use the exact deck plan before reserving.

Review the exact room or suite number, category, deck position, layout, and benefits for Voyage PR20261115-7D before reserving.

Can children and babies sail aboard Star Pride?
  • Windstar cannot accommodate children under eight years old. A guest under 21 must be accompanied in the room by a parent, guardian or chaperone who is at least 21.
  • Windstar does not publish a fleetwide supervised children's program or babysitting service. Shore operators can impose separate age and participation limits, and minors require direct adult supervision.
  • A guest may not board if she will have entered the 24th week of pregnancy when travel with Windstar begins. Notify Windstar early and confirm current documentation requirements.

For Voyage PR20261115-7D: do not assume a supervised program, babysitting, crib, or child-specific service unless it is confirmed for this sailing.

How does Star Pride handle special needs, medical arrangements, and accessibility?
  • Notify Windstar at booking and complete its Guest Accommodation Request Form. Current guidance requests advance notice for interpreters, equipment, oxygen, dialysis supplies and other services, with timing depending on the request.
  • Guests normally bring an approved wheelchair or scooter; size, weight and storage can prevent acceptance, and crew cannot lift guests or heavy devices. Standard rooms are not barrier-free.
  • Modified suites are published on Star Pride, Star Breeze and Star Legend, but features are limited. Gangways, tenders, stairs, ports and shore transport can restrict access, and personal daily care is not provided.
  • Windstar states that its yachts do not have full medical services. Serious emergencies are referred ashore, and evacuation at sea or from a tender or remote port may be delayed or infeasible.
  • Carry a medical summary and adequate medication, and arrange oxygen, dialysis supplies, sharps or refrigerated medication in advance through the accessibility process. Not every request can be accommodated.

Important: access varies by accommodation, gangway, pier, tender, shore transport, and operating conditions. Document needs when requesting the booking and reconfirm them before travel.

What is the smoking policy aboard Star Pride?
  • Smoking and vaping are prohibited in every stateroom, suite and indoor public space, including restaurants and corridors. They are permitted only in designated outside-deck smoking areas.

Designated locations and onboard rules can change. Follow the policy, posted signs, and crew instructions in force for the voyage.