Windstar Cruises luxury itinerary

Star Legend December 6-27 2027 Cruise & Offers

CADIZ to SAN JUAN

VoyageLE20271206-21D DatesDecember 6-27 2027 Duration21 nights ShipStar Legend

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

Request a Quote Suites, Photos & Deck Plans Full 2027 Calendar December Sailings
Star Legend December 6-27 2027 route map from CADIZ to SAN JUAN
Star Legend · Voyage LE20271206-21D · CADIZ to SAN JUAN · local schematic map based on the published itinerary sequence

December 6-27 2027 ยท Voyage LE20271206-21D

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.

10 destination panels · 18 verified voyage-specific shore experiences · 6 panels with planning notices

Official voyage overview

This extended Atlantic-to-Caribbean sailing follows a rare winter route that links Europe, the open ocean, and the islands of the eastern Caribbean in one continuous journey, with experiences shaped by both destination and time at sea. Begin in Lisbon with its historic neighborhoods and riverfront cafés, then pause in Madeira for botanical gardens, coastal walks, and views from Monte. A true transoceanic crossing follows, offering days to settle into shipboard life before landfall in the Caribbean. Once there, small-ship access opens the door to snorkeling off Jost Van Dyke, beach time at Virgin Gorda’s Prickly Pear, exploring colonial streets in San Juan, and dining ashore in Gustavia after sunset. Cruz Bay and Basseterre invite hiking, sailing, and easy island exploration, creating a journey defined by variety, distance, and unhurried discovery.

December 6, 2027 CADIZ Spain · Departure 17:00

About CADIZ

CADIZ is a Windstar destination in Spain within the Transoceanic sailing region. Across the current published program, locally focused experience themes include Cadiz & Flamenco, A Day in Seville & Highlights on Foot. 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 6, 2027 · Embarkation · Departure 17:00
11 sea days · December 7-December 18, 2027 Sea Days International waters · No separately published port call

Published sea days aboard Star Legend

The official Windstar timetable names no port call on 11 sea days · December 7-December 18, 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 7, 2027 · No separately published port call
  • December 8, 2027 · No separately published port call
  • December 10, 2027 · No separately published port call
  • December 11, 2027 · No separately published port call
  • December 12, 2027 · No separately published port call
  • December 13, 2027 · No separately published port call
  • December 14, 2027 · No separately published port call
  • December 15, 2027 · No separately published port call
  • December 16, 2027 · No separately published port call
  • December 17, 2027 · No separately published port call
  • December 18, 2027 · No separately published port call
December 9, 2027 SANTA CRUZ DE TENERIFE Spain · Arrival 08:00 · Departure 16:00 · 5 listed experiences

About SANTA CRUZ DE TENERIFE

SANTA CRUZ DE TENERIFE gives this stage of the itinerary its individual destination focus. Cruz Bay and Basseterre invite hiking, sailing, and easy island exploration, creating a journey defined by variety, distance, and unhurried discovery. This context places the destination within the Transoceanic route; exact call times and any experiences published for this sailing are listed below.

Shore experiences currently listed

  • Tenerife, A Tale of Two Cities with Transfer to airport TFN NORTH — Moderate activity
  • Tenerife, UNESCO Mt. Teide with Transfer to TFS SOUTH — Moderate activity
  • Tenerife, Charming Villages of Tenerife with Transfer to airport TFN NORTH — Moderate activity
  • Tenerife, Art & Wine with Transfer to Hotel Mencey — Easy-Moderate activity
  • Tenerife, A Tale of Two Cities with Transfer to Hotel — Moderate activity

Published call times

  • December 9, 2027 · Arrival 08:00 · Departure 16:00
December 19 & December 25, 2027 GREAT HARBOUR, JOST VAN DYKE British Virgin Islands · 2 published calls

About GREAT HARBOUR, JOST VAN DYKE

GREAT HARBOUR, JOST VAN DYKE gives this stage of the itinerary its individual destination focus. Once there, small-ship access opens the door to snorkeling off Jost Van Dyke, beach time at Virgin Gorda’s Prickly Pear, exploring colonial streets in San Juan, and dining ashore in Gustavia after sunset.

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 19, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
  • December 25, 2027 · Arrival 09:00 · Departure 22:00 · Watersports platform scheduled
December 20 & December 27, 2027 SAN JUAN Puerto Rico · 2 published calls

About SAN JUAN

SAN JUAN gives this stage of the itinerary its individual destination focus. Once there, small-ship access opens the door to snorkeling off Jost Van Dyke, beach time at Virgin Gorda’s Prickly Pear, exploring colonial streets in San Juan, and dining ashore in Gustavia after sunset.

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 20, 2027 · Arrival 07:00 · Departure 19:00
  • December 27, 2027 · Arrival 07:00 · Disembarkation
December 21, 2027 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 gives this stage of the itinerary its individual destination focus. Cruz Bay and Basseterre invite hiking, sailing, and easy island exploration, creating a journey defined by variety, distance, and unhurried discovery. This context places the destination within the Transoceanic route; exact call times and any experiences published for this sailing are listed below.

Shore experiences currently listed

  • St. John, Island tour Featuring Annaberg Ruins — Easy activity
  • St. John, Cinnamon Beach Getaway — Moderate activity
  • St. John, Trunk Bay Snorkeling Experience — Moderate activity
  • St. John, Lind Point Trail Eco Hike — Moderate activity

Published call times

  • December 21, 2027 · Arrival 08:00 · Departure 18:00
December 22, 2027 BASSETERRE, ST. KITTS Saint Kitts and Nevis · Arrival 08:00 · Departure 17:00 · 7 listed experiences

About BASSETERRE, ST. KITTS

BASSETERRE, ST. KITTS gives this stage of the itinerary its individual destination focus. Cruz Bay and Basseterre invite hiking, sailing, and easy island exploration, creating a journey defined by variety, distance, and unhurried discovery. This context places the destination within the Transoceanic route; exact call times and any experiences published for this sailing are listed below.

Shore experiences currently listed

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

Published call times

  • December 22, 2027 · Arrival 08:00 · Departure 17:00
December 23, 2027 GUSTAVIA, ST. BARTHELEMY Saint Barthelemy · Arrival 07:00 · Departure 22:00

About GUSTAVIA, ST. BARTHELEMY

GUSTAVIA, ST. BARTHELEMY gives this stage of the itinerary its individual destination focus. Once there, small-ship access opens the door to snorkeling off Jost Van Dyke, beach time at Virgin Gorda’s Prickly Pear, exploring colonial streets in San Juan, and dining ashore in Gustavia after sunset.

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 23, 2027 · Arrival 07:00 · Departure 22:00 · Watersports platform scheduled
December 24, 2027 PHILIPSBURG, ST. MAARTEN Sint Maarten · Arrival 08:00 · Departure 22:00

About PHILIPSBURG, ST. MAARTEN

PHILIPSBURG, ST. MAARTEN is a Windstar destination in Sint Maarten within the Transoceanic 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 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 24, 2027 · Arrival 08:00 · Departure 22:00
December 26, 2027 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. Once there, small-ship access opens the door to snorkeling off Jost Van Dyke, beach time at Virgin Gorda’s Prickly Pear, exploring colonial streets in San Juan, and dining ashore in Gustavia after sunset.

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 26, 2027 · 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

CADIZ to SAN JUAN aboard Star Legend

On December 6-27 2027, Star Legend sails 21 nights from CADIZ to SAN JUAN. The published route brings together SANTA CRUZ DE TENERIFE, GREAT HARBOUR, JOST VAN DYKE, SAN JUAN, CRUZ BAY, ST. JOHN, 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 11 route entries, including embarkation, disembarkation, scenic passages, and any sea days exactly as published.

For LE20271206-21D, 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.

Request a personalized quote

Quick, low-cost quotes

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.

Request detailed information for Star Legend LE20271206-21D.

Request Best Pricing Phone +1-702-501-7105 WhatsApp +1-702-900-9975 2027 Itinerary Calendar Suites, Photos & Deck Plans Windstar Main Page

Luxury cruise planning summary

Star Legend December 6-27 2027: is Voyage LE20271206-21D right for you?

This 21-night voyage aboard Star Legend sails CADIZ to SAN JUAN, with calls including Sea Days, SANTA CRUZ DE TENERIFE, GREAT HARBOUR, and CRUZ BAY and 1 published sea day. Voyage LE20271206-21D 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 21-night CADIZ to SAN JUAN aboard Star Legend, including Sea Days, SANTA CRUZ DE TENERIFE, GREAT HARBOUR, and CRUZ BAY.
Why Deluxe Cruises
Personal guidance for Voyage LE20271206-21D, 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 Legend Voyage LE20271206-21D with Deluxe Cruises?

Deluxe Cruises provides personal planning for Voyage LE20271206-21D, 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 LE20271206-21D?

For the December 6-27 2027 CADIZ 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 LE20271206-21D to request a personalized quote from Deluxe Cruises.

What is included and not included on Star Legend Voyage LE20271206-21D?

For the December 6-27, 2027 CADIZ to SAN JUAN sailing aboard Star Legend: 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 Legend Voyage LE20271206-21D?

For the December 6-27, 2027 CADIZ to SAN JUAN sailing aboard Star Legend: 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 Legend Voyage LE20271206-21D, and can Deluxe Cruises help with alternatives?

For the December 6-27, 2027 CADIZ to SAN JUAN sailing aboard Star Legend: 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 Legend for Voyage LE20271206-21D?

For the December 6-27, 2027 CADIZ to SAN JUAN sailing aboard Star Legend: 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 Legend'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 itinerary

  • Pack versatile layers suited to the route and season, including a light sweater and compact wind- and water-resistant outer layer.
  • Bring comfortable, supportive, non-slip walking shoes for piers, steps, cobbled streets, and longer touring days.
  • Add sun protection, a compact umbrella, and clothing that covers shoulders and knees where local religious or cultural sites require modest dress.

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 Legend?
  • 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 Legend 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 Legend 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 LE20271206-21D before reserving.

Can children and babies sail aboard Star Legend?
  • 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 LE20271206-21D: do not assume a supervised program, babysitting, crib, or child-specific service unless it is confirmed for this sailing.

How does Star Legend 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 Legend?
  • 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.

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.

Ask Deluxe CruisesView Suites & Deck PlansEmail a cruise specialist
Ready to reserve Star Legend December 6-27 2027?

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

Request Best Pricing Phone +1-702-501-7105 WhatsApp +1-702-900-9975