Windstar Cruises luxury itinerary

Star Pride November 29-December 13 2027 Cruise & Offers

SAN JUAN to PUERTO CALDERA, SAN JOSE'

VoyagePR20271129-14D DatesNovember 29-December 13 2027 Duration14 nights ShipStar Pride

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

Star Pride November 29-December 13 2027 route map from SAN JUAN to PUERTO CALDERA, SAN JOSE'
Star Pride · Voyage PR20271129-14D · SAN JUAN to PUERTO CALDERA, SAN JOSE' · local schematic map based on the published itinerary sequence

November 29-December 13 2027 ยท Voyage PR20271129-14D

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.

13 destination panels · 21 verified voyage-specific shore experiences · 9 panels with planning notices

Official voyage overview

Combine Central America’s majestic natural scenery with Caribbean small-port charms during this 2-week cruise through Costa Rica, Panama, Colombia, the Dominican Republic and Puerto Rico. Learn the ecological importance of cloud forests from an engaging naturalist as you search leafy rainforest canopies for sleepy sloths, rare birds and skittering primates. Dive, swim and hike among the refreshing tropical splendors of Windstar’s Signature Beach Party on Panama’s Isla Parida archipelago. Discover the engineering challenges and triumphs during a narrated daylight transit of the Panama Canal. Sink your teeth in doughy, cheese-stuffed Arepas paired with rich, fresh-roasted artisan coffees at a Colombian café. Wander the length of El Morro’s fortress walls in San Juan, Puerto Rico, a former sanctuary for New World seafarers and daring smugglers aligned with the Spanish Empire.

November 29, 2027 SAN JUAN Puerto Rico · Departure 17:00

About SAN JUAN

SAN JUAN gives this stage of the itinerary its individual destination focus. Wander the length of El Morro’s fortress walls in San Juan, Puerto Rico, a former sanctuary for New World seafarers and daring smugglers aligned with the Spanish Empire.

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

  • November 29, 2027 · Embarkation · Departure 17:00
November 30, 2027 ISLA CATALINA Dominican Republic · Arrival 10:00 · Departure 21:00 · 2 listed experiences

About ISLA CATALINA

ISLA CATALINA gives this stage of the itinerary its individual destination focus. Dive, swim and hike among the refreshing tropical splendors of Windstar’s Signature Beach Party on Panama’s Isla Parida archipelago. This context places the destination within the Latin America route; exact call times and any experiences published for this sailing are listed below.

Shore experiences currently listed

  • Isla Catalina, Snorkeling Experience in Catalina Island — Easy-Moderate activity
  • Isla Catalina, Saona Island Beach Escape — Easy-Moderate activity

Published call times

  • November 30, 2027 · Arrival 10:00 · Departure 21:00
December 1, 2027 SANTO DOMINGO Dominican Republic · Arrival 07:00 · Departure 15:00 · 4 listed experiences

About SANTO DOMINGO

SANTO DOMINGO is a Windstar destination in Dominican Republic within the Latin America sailing region. Across the current published program, locally focused experience themes include Santo Domingo City Tour, Dominican Cacao Experience & Bike Tour of Old Santo Domingo. 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

  • Santo Domingo, Panoramic Views of Santo Domingo — Easy activity
  • Santo Domingo, Santo Domingo City Tour — Moderate-Strenuous activity
  • Santo Domingo, Dominican Cacao Experience — Easy-Moderate activity
  • Santo Domingo, Bike Tour of Old Santo Domingo — Moderate activity

Published call times

  • December 1, 2027 · Arrival 07:00 · Departure 15:00
December 2 & December 9, 2027 Sea Days International waters · No separately published port call

Published sea days aboard Star Pride

The official Windstar timetable names no port call on December 2 & December 9, 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 2, 2027 · No separately published port call
  • December 9, 2027 · No separately published port call
December 3-4, 2027 CARTAGENA, COLOMBIA Colombia · 2-day overnight call · 10 listed experiences

About CARTAGENA, COLOMBIA

CARTAGENA, COLOMBIA gives this stage of the itinerary its individual destination focus. Combine Central America’s majestic natural scenery with Caribbean small-port charms during this 2-week cruise through Costa Rica, Panama, Colombia, the Dominican Republic and Puerto Rico. This context places the destination within the Latin America route; exact call times and any experiences published for this sailing are listed below.

Shore experiences currently listed

  • Cartagena, Historical Getsemani and Old City Walking Tour (Moderate-Strenuous) — Moderate-Strenuous activity
  • Cartagena, Romancing the Stone (Easy-Moderate) — Easy-Moderate activity
  • Cartagena, Concierge Collection, Colombian Cooking Class (Moderate) — Moderate activity
  • Cartagena, The National Aviary Tour (Moderate-Strenuous) — Moderate-Strenuous activity
  • Cartagena: Baru Island Snorkel Adventure (Moderate) — Moderate activity
  • Cartagena, Cartagena On Your Own (Moderate) — Moderate activity
  • Cartagena, A Taste of Getsemani at Night (Moderate) — Moderate activity
  • Cartagena, Colombian Coffee Experience (Moderate) — Moderate activity
  • Cartagena, Day Pass to Las Americas Beachfront Resort (Easy-Moderate) — Easy-Moderate activity
  • Cartagena: Cartagena City Highlights (Moderate-Strenuous) — Moderate-Strenuous activity

Published call times

  • December 3, 2027 · Arrival 14:30 · Departure 23:59 · Overnight stay
  • December 4, 2027 · Departure 13:30 · Overnight stay
December 5, 2027 SAN BLAS ISLANDS, PANAMA Panama · Arrival 08:00 · Departure 17:00

About SAN BLAS ISLANDS, PANAMA

The San Blas Islands form a Caribbean archipelago governed by the Indigenous Guna people. Small coral islands, clear water, reefs, village communities, and traditional textile art shape the experience. Visits require respect for local customs and community rules, making cultural awareness as important as the remote tropical setting.

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 5, 2027 · Arrival 08:00 · Departure 17:00
December 6, 2027 COLON Panama · Arrival 07:00 · Departure 18:00

About COLON

Colón stands on Panama’s Caribbean coast at the Atlantic entrance to the Panama Canal. The city is a gateway to the canal’s locks, the historic ruins of Fort San Lorenzo, and rainforest landscapes along the Chagres River. Its Afro-Caribbean heritage and strategic port setting give this embarkation point a distinctive identity.

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 · Arrival 07:00 · Departure 18:00
December 7, 2027 PANAMA CANAL TRANSIT Panama · Arrival 04:00 · Departure 18:00

About PANAMA CANAL TRANSIT

The Panama Canal links the Atlantic and Pacific through a waterway of locks, channels, and Gatún Lake. A daylight transit reveals the engineering system that raises and lowers ships between sea level and the continental divide. Open-deck viewing makes the passage itself the day’s principal destination experience.

Shore planning

No voyage-specific shore experience is published for this scenic navigation or transit call. Deluxe Cruises can help review the final voyage program closer to departure.

Published call times

  • December 7, 2027 · Arrival 04:00 · Departure 18:00
December 7-8, 2027 FUERTE AMADOR, PANAMA CITY Panama · 2-day overnight call

About FUERTE AMADOR, PANAMA CITY

Fuerte Amador occupies the Pacific entrance to the Panama Canal and connects with Panama City by the Amador Causeway. From here, travelers can reach the capital’s modern skyline, Casco Viejo’s colonial streets, Miraflores Locks, and rainforest habitats around the canal. An overnight stay allows broader exploration after dark.

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 7, 2027 · Arrival 22:00 · Departure 23:59 · Overnight stay
  • December 8, 2027 · Departure 17:00 · Overnight stay
December 10, 2027 ISLA PARIDA Panama · Arrival 08:00 · Departure 18:00

About ISLA PARIDA

Isla Parida lies within Panama’s Gulf of Chiriquí National Marine Park, an island landscape of forested shores, quiet beaches, and warm Pacific waters. The protected archipelago supports snorkeling, nature walks, dolphin watching, and small-boat exploration. Zodiac access preserves the remote character of this tropical destination.

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 10, 2027 · Arrival 08:00 · Departure 18:00
December 11, 2027 PUERTO JIMENEZ, GOLFO DULCE Costa Rica · Arrival 08:30 · Departure 17:00 · 5 listed experiences

About PUERTO JIMENEZ, GOLFO DULCE

Puerto Jiménez sits on Costa Rica’s Osa Peninsula beside the sheltered waters of Golfo Dulce. It is a gateway to rainforest ecosystems associated with Corcovado National Park, where wildlife, mangroves, rivers, and tropical forest shape the landscape. Kayaking, nature walks, and marine encounters suit this environmentally focused call.

Shore experiences currently listed

  • Golfo Dulce: Dolphin Watch & Enchanted Beach (Easy) — Easy activity
  • Golfo Dulce, ECO FARM & COCOA EXPERIENCE — Moderate activity
  • Golfo Dulce: Oceans & Canal Kayaking (Strenuous) — Strenuous activity
  • Golfo Dulce, Concierge Collection, Sloth Walking Trails (Easy-Moderate) — Easy-Moderate activity
  • Golfo Dulce: Day Pass to Botanika Rainforest Resort (Easy) — Moderate activity

Published call times

  • December 11, 2027 · Arrival 08:30 · Departure 17:00 · Watersports platform scheduled
December 12, 2027 QUEPOS, MANUEL ANTONIO NATL PK Costa Rica · Arrival 06:00 · Departure 18:00

About QUEPOS, MANUEL ANTONIO NATL PK

Quepos is the coastal gateway to Manuel Antonio National Park, where rainforest trails meet Pacific beaches. The surrounding region is known for monkeys, sloths, tropical birds, mangroves, waterfalls, and rural mountain scenery. This compact port supports nature walks, boat trips, culinary experiences, and active rainforest adventures.

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 12, 2027 · Arrival 06:00 · Departure 18:00 · Watersports platform scheduled
December 13, 2027 PUERTO CALDERA, SAN JOSE' Costa Rica · Arrival 06:00

About PUERTO CALDERA, SAN JOSE'

Puerto Caldera lies on Costa Rica’s Gulf of Nicoya and serves as a maritime gateway to Puntarenas, San José, and the central Pacific region. Nearby landscapes include Carara National Park, the Tárcoles River, beaches, and forest habitat associated with scarlet macaws. It connects the coast with inland Costa Rica.

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 13, 2027 · Arrival 06:00 · Disembarkation

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 PUERTO CALDERA, SAN JOSE' aboard Star Pride

On November 29-December 13 2027, Star Pride sails 14 nights from SAN JUAN to PUERTO CALDERA, SAN JOSE'. The published route brings together ISLA CATALINA, SANTO DOMINGO, CARTAGENA, COLOMBIA, 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 14 route entries, including embarkation, disembarkation, scenic passages, and any sea days exactly as published.

For PR20271129-14D, 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.

Luxury cruise planning summary

Star Pride November 29-December 13 2027: is Voyage PR20271129-14D right for you?

This 14-night voyage aboard Star Pride sails SAN JUAN to PUERTO CALDERA, SAN JOSE', with calls including ISLA CATALINA, SANTO DOMINGO, Sea Days, and CARTAGENA and 1 published sea day. Voyage PR20271129-14D 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 14-night SAN JUAN to PUERTO CALDERA, SAN JOSE' aboard Star Pride, including ISLA CATALINA, SANTO DOMINGO, Sea Days, and CARTAGENA.
Why Deluxe Cruises
Personal guidance for Voyage PR20271129-14D, 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 PR20271129-14D with Deluxe Cruises?

Deluxe Cruises provides personal planning for Voyage PR20271129-14D, 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 PR20271129-14D?

For the November 29-December 13 2027 SAN JUAN to PUERTO CALDERA, SAN JOSE', 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 PR20271129-14D 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 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 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 PR20271129-14D 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 PR20271129-14D: 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.