Windstar Cruises luxury itinerary

Star Pride December 13-20 2026 Cruise & Offers

SAN JUAN to SAN JUAN

VoyagePR20261213-7DDatesDecember 13-20 2026Duration7 nightsShipStar Pride

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

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Star Pride December 13-20 2026 route map from SAN JUAN to SAN JUAN
Star Pride · Voyage PR20261213-7D · SAN JUAN to SAN JUAN · local schematic map based on the published itinerary sequence

December 13-20 2026 · Voyage PR20261213-7D

Ports & shore experiences

Published journey: San Juan & the Virgin Islands

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 · 29 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.

December 13 & December 20, 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: Old San Juan Fortress & City Walking Tour with Transfer to Windstar Hotel (Moderate-Strenu — Moderate-Strenuous activity
  • San Juan: Old San Juan Fortress & City Walking Tour with Transfer to Airport (Moderate-Strenuous) — Moderate-Strenuous activity
  • San Juan: Barilito Rum Tour & Tasting with Transfer to Airport (Easy-Moderate) — Easy-Moderate activity
  • San Juan, Concierge Collection: Half Day Private SUV with Guide (Easy) — Easy activity
  • San Juan: Barilito Rum Tour & Tasting with Transfer to Windstar Hotel (Easy-Moderate) — Easy-Moderate activity

Published call times

  • December 13, 2026 · Embarkation · Departure 19:00
  • December 20, 2026 · Arrival 07:00 · Disembarkation
December 14, 2026 CRUZ BAY, ST. JOHN U.S. Virgin Islands · Arrival 08:00 · Departure 18:00 · 3 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, Trunk Bay Snorkeling Experience & Island tour Featuring Annaberg Ruins. 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, Island tour Featuring Annaberg Ruins — Easy activity

Published call times

  • December 14, 2026 · Arrival 08:00 · Departure 18:00
December 15, 2026 GUSTAVIA, ST. BARTHELEMY Saint Barthelemy · Arrival 08:00 · Departure 22:00 · 7 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 & St. Barts: Independent Explorer by Car. 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: Intimate Island Tour (Easy) — Easy activity
  • St. Barts: Independent Explorer by Car (Easy-Moderate) — Easy-Moderate activity
  • St. Barts, Concierge Collection: Sunset Cruise (Easy-Moderate) — Easy-Moderate activity
  • St Barts, Concierge Collection: St. Barthelemy Beach Day (Easy-Moderate) — Easy-Moderate activity
  • Sailing Catamaran to St Barth Nature Reserve — Moderate activity
  • Gustavia, Concierge Collection: Jet Ski — Strenuous activity
  • Gustavia, Concierge Collection: Scuba Dive 2 Tank — Strenuous activity

Published call times

  • December 15, 2026 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
December 16, 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 St Kitts Quad ATV Adventure, Island History & Rum Tasting & Sky Safari Zipline Adventure. 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: St Kitts Quad ATV Adventure — Strenuous activity
  • Basseterre, Brimstone Hill Fortress & Fairview Great House — Easy-Moderate activity
  • Basseterre, Island History & Rum Tasting — Moderate activity
  • Basseterre, Nevis Panoramic and Beach Tour (Easy-Moderate) — Easy-Moderate activity
  • Basseterre, Irie Rider Speed Boat (Moderate-Strenuous) — Moderate-Strenuous activity
  • Basseterre, Concierge Collection: Caribbean Cooking, History & Folklore in St. Kitts (Easy) — Easy activity
  • Basseterre: Sky Safari Zipline Adventure (Strenuous) — Strenuous activity

Published call times

  • December 16, 2026 · Arrival 08:00 · Departure 17:00
December 17, 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 Half Day Private Island Tour in SUV or Deluxe Mini Van, America's Cup Sailboat Racing with Transfer to Airport & America's Cup Sailboat Racing 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

  • St. Maarten, Concierge Collection: Half Day Private Island Tour in SUV or Deluxe Mini Van (Easy) — Easy activity
  • Philipsburg: Beach Day at KKO with Lunch — Easy activity
  • St. Maarten: Under Two Flags Island Tour (Easy) — Easy activity
  • Philipsburg, Savor St. Maarten Foodie Tour — Easy-Moderate activity

Published call times

  • December 17, 2026 · Arrival 08:00 · Departure 22:00
December 18, 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

  • December 18, 2026 · Arrival 09:00 · Departure 22:00 · Watersports platform scheduled
December 19, 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: Highlights & Bath Tour (Moderate) — Strenuous activity
  • Virgin Gorda: Snorkel Adventure (Moderate-Strenuous) — Moderate-Strenuous activity

Published call times

  • December 19, 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 December 13-20 2026, Star Pride sails 7 nights from SAN JUAN to SAN JUAN. The published route brings together CRUZ BAY, ST. JOHN, GUSTAVIA, ST. BARTHELEMY, BASSETERRE, ST. KITTS, 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 PR20261213-7D, 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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Ask a specialist to compare the itinerary, suite category, current fare, inclusions, eligible promotions, and available amenities.

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Luxury cruise planning summary

Star Pride December 13-20 2026: is Voyage PR20261213-7D right for you?

This 7-night voyage aboard Star Pride sails SAN JUAN to SAN JUAN, with calls including CRUZ BAY, GUSTAVIA, BASSETERRE, and PHILIPSBURG. Voyage PR20261213-7D 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, GUSTAVIA, BASSETERRE, and PHILIPSBURG.
Why Deluxe Cruises
Personal guidance for Voyage PR20261213-7D, 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 PR20261213-7D with Deluxe Cruises?

Deluxe Cruises provides personal planning for Voyage PR20261213-7D, 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 PR20261213-7D?

For the December 13-20 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 PR20261213-7D to request a personalized quote from Deluxe Cruises.

What is included and not included on Star Pride Voyage PR20261213-7D?

For the December 13-20, 2026 SAN JUAN to SAN JUAN sailing aboard Star Pride: Cruise-only fares publish accommodation, onboard meals and entertainment, including specialty dining, 24-hour room service, the signature barbecue and welcome champagne. Wi-Fi, selected beer, wine and cocktails and gratuities are included only with an All-Inclusive fare or package or a qualifying promotion, not with every cruise-only booking. Spa, shore excursions and personal services can cost extra. The exact fare and booking confirmation control.

What bed is provided for a child or third guest on Star Pride Voyage PR20261213-7D?

For the December 13-20, 2026 SAN JUAN to SAN JUAN sailing aboard Star Pride: Selected Star Plus suites publish third-guest capacity, but the current verified guide does not name the sleeping surface. Deluxe Cruises will confirm the exact suite number and will not assume a sofa bed, rollaway, Pullman or berth. Deluxe Cruises will confirm the exact room and occupancy before booking.

Are shore excursions included on Star Pride Voyage PR20261213-7D, and can Deluxe Cruises help with alternatives?

For the December 13-20, 2026 SAN JUAN to SAN JUAN sailing aboard Star Pride: Windstar shore excursions are optional and charged separately unless the exact booking states otherwise. Watersports-platform access and the Open Bridge are conditional onboard features, not shore-excursion inclusions. Each tour and booking term must be checked. If a preferred shore experience is not included, Deluxe Cruises can compare independent alternatives and check whether a lower price or better value is available than booking through the cruise line. Availability and savings vary and are confirmed before purchase.

How does Internet and Wi-Fi work aboard Star Pride for Voyage PR20261213-7D?

For the December 13-20, 2026 SAN JUAN to SAN JUAN sailing aboard Star Pride: Wi-Fi is included only with an All-Inclusive fare or package or a qualifying promotion, not every cruise-only fare. The published package permits up to two connected devices; coverage, speed and uninterrupted performance are not guaranteed. The exact booking confirmation controls.

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 December itinerary?

Deluxe Cruises packing guidance for this December 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 PR20261213-7D 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 PR20261213-7D: 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.

How can I find the best cruise airfare for Star Pride Voyage PR20261213-7D?

For round-trip flights to and from SAN JUAN around Voyage PR20261213-7D, compare schedules, fare rules, baggage allowances, connection times, and change options—not airfare alone. Visit the Deluxe Cruises Cruise Airfare page to explore flight options designed around your cruise and potential ways to save money. Airfares and savings vary, and Deluxe Cruises will help confirm suitable travel dates and connection time before booking.

Where can I review cruise travel insurance information?

Visit the Deluxe Cruises Cruise Travel Insurance page to prepare for a quote and compare optional protection with Travel Insured.

You can also search the Deluxe Cruises Cruise-Line Travel Insurance Directory for cruise-line-specific plan companies, insurer or administrator contacts, available policy-document links, and published pre-existing-condition purchase guidance. Plan terms and availability can change; the policy or certificate issued for your state controls.

How do I create a MyWindstar account and connect Star Pride Voyage PR20261213-7D after booking with Deluxe Cruises?

Before you begin: After Deluxe Cruises confirms Star Pride Voyage PR20261213-7D, use the email address associated with the Windstar reservation and Windstar's cruise-line confirmation details. Do not substitute a Deluxe Cruises invoice, receipt, or payment reference for a Windstar credential.

  1. Step 1 — Open Booked Guests: Choose Booked Guests or My Windstar from Windstar Cruises' official website.
  2. Step 2 — Create or open the account: Sign in with the registered email and password, or choose the account-creation option and use the email associated with the reservation. Existing Yacht Club members can follow Windstar's published profile instructions for their membership number and initial PIN.
  3. Step 3 — Use password recovery when needed: If the email already belongs to an account, use Forgot Password and follow Windstar's reset instructions instead of creating a duplicate.
  4. Step 4 — Find the voyage: Look for Star Pride Voyage PR20261213-7D after sign-in and complete any matching or guest-information prompts Windstar displays. A current public manual booking-link field sequence has not been verified.
  5. Step 5 — Review available planning: Use My Windstar for the itinerary and released booked-guest services, including applicable shore excursions, transfers, hotels, add-ons, and other planning information.

If Star Pride Voyage PR20261213-7D does not appear, verify that the My Windstar email matches the reservation, then contact Deluxe Cruises so your advisor can confirm the booking details with Windstar.

Portal functions and advance options vary by voyage and booking stage. Deluxe Cruises remains your travel advisor for reservation changes and assistance. Keep your My Windstar password private.

Ask Deluxe CruisesView Suites & Deck PlansEmail a cruise specialist
Ready to reserve Star Pride December 13-20 2026?

Contact Deluxe Cruises for current offers, personalized suite guidance, and attentive luxury cruise planning.

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