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San Juan, Puerto Rico

14 nights · Central America

14-night Central America cruise: San Juan, Puerto Rico to Caldera, Costa Rica on Star Pride

The Star Collector: Coffee, Canal & Callaloo: Central America, Colombia & the Caribbean is a 14-night Central America cruise aboard Star Pride, operated by Windstar Cruises. Departing San Juan, Puerto Rico on November 29, 2027 and arriving in Caldera, Costa Rica on December 13, 2027, the voyage visits 11 ports including Catalina Island, Dominican Republic, Santo Domingo, Dominican Republic, Cartagena, Colombia. Fares start from $4,116 per person.

Length
14 nights
Departs
Nov 29, 2027
Returns
Dec 13, 2027
Ports of call
11
Days at sea
2

Voyage code PR20271129-14D

from $4,116 pp

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Why this route stands out

A closer look at the journey

Fixed editorial images from the places on this itinerary. They stay stable each time you return to this sailing.

San Juan, Puerto Rico

Blessed with some of the oldest buildings in the Western Hemisphere, San Juan, Puerto Rico’s cap-ital, is romantically charming with its bright pastel Spanish colonial facades, wrought-iron balconies abloom with flowers, narrow cobblestone streets and beloved park squares. Once you arrive on an MSC Caribbean and Antilles cruise at the port, explore Old San Juan (Viejo San Juan), a UNESCO World Heritage district, widely renowned for the fortresses of Castillo San Felipe del Morro and the Castillo San Cristóbal. The old town occupies the headland of a 2.5-mile-long island (connected by bridge to the mainland) that shelters San Juan Bay, for centuries a key port in the New World. It was originally known as Puerto Rico, or “rich port,” because its location made it the perfect stop for shipping. Several MSC excursions offer walking tours that let you soak up amazing views of San Juan, while making cultural discoveries of a lifetime. Wander through the old town along the Paseo de la Princesa, San Juan’s oldest tree-lined avenue; head up its southern city wall, La Muralla, which until the late 19th century encircled all of Old San Juan with sandstone; and tour the 16th-century fortress of El Morro, with its six different lines of defence. Take a coffee-tasting walking tour to explore Puerto Rico’s rich coffee culture, and learn how the island’s rich volcanic soil and climate have contributed to the rise of coffee as one of its main crops. Taste a delicious cup of freshly brewed Puerto Rican café con leche, learn about the island's historical ties with the caffeine-rich beverage, and explore how coffee and the church are connected on this MSC excursion through the streets of Old San Juan. Or savour San Juan’s culinary delights, in a Martha Stewart excursion curated exclusively for MSC that will have you tasting local cuisine and drinks at five destinations along the route through the fortified colonial city. From Puerto Rican fritters at historic El Convento Hotel, to chocolate tasting at a fourth-generation chocolatier, you won’t want to miss this tour, which ends at La Casita de Rones for a rum lesson and a piña colada, the national drink of Puerto Rico. With more than 80% of the world's rum coming from Puerto Rico, delve deeper into the spirit on an MSC excursion to Casa Bacardí in the town of Cataño. Discover the story behind Bacardí’s legendary cocktails, sniff the products on display and learn about the rum-making process including wood barrelling, ageing and finishing. For the grand finale, enjoy a fascinating mixology show. Nature lovers will not want to miss a visit to El Yunque, the only tropical rainforest in the U.S. territory and one of Puerto Rico's finest spots of natural beauty. Marvel at its small horsetail waterfalls, giant ferns and tropical hardwoods. For an enchanting experience, kayak into the enchanting bioluminescent bay at Laguna Grande of Fajardo on another MSC excursion. Under the blanket of the night sky and the lighthouse of Fajardo, paddle through the water and watch it glow with the bioluminescence of millions and millions of tiny organisms.

Santo Domingo, Dominican Republic

The Dominican Republic’s capital is the largest city by population in the Caribbean region. It is also the oldest continuously occupied European city in the Americas. It was founded in 1496 by Bartolomeo Columbus, and named La Nueva Isabel after his royal Spanish patron. The settlement became the gateway to the Americas for the Spanish conquest, and most of the expeditions that delineated the rest of the New World originated there, taking advantage of the deepwater delta of the Ozama River. Today the city’s Colonial Zone is a UNESCO World Heritage Site and contains a remarkable legacy of 16th Century buildings, including the first cathedral in America, Catedral de Santa Maria la Menor; the first monastery, Monasterio de San Francisco, the first castle, Alacazar Colón and the first fortress: Fortaleza Ozama. The Museo de Casas Reales is another treasury of significant buildings. The Dominican dictator Trujillo renamed the city after himself between 1936 and 1961, but it regained its previous name following his assassination. The city is a fascinating and colorful place, revealing a vibrant hybrid culture with recognizable influences from native Taino, African and European ancestry. Many visitors purchase souvenir jewelry created out of the fossil amber mined on the island of Hispaniola, which the Dominican Republic shares with the nation of Haiti.

Cartagena, Colombia

Cobbled streets, balconies overflowing with blooming bougainvillea and pastel-coloured buildings lining elegant plazas make Cartagena in Colombia one of the Caribbean's most photogenic cities, and a memorable stop on an MSC Caribbean and Antilles cruise. Founded in 1533, this Spanish colonial city, a UNESCO World Heritage Site, is steeped in history. Its location made it a popular target for plunderers and English pirates, and arguably features the most impressive collection of forts in the Caribbean. Today the city is eager to share its treasures with modern visitors. Magnificent colonial structures such as the 16th-century Santa Catalina Cathedral, with its striking stuccoes and dome tower, and the three-arch clock gate, the Torre del Reloj, are just two of the many landmarks of this enchanting city dotted with many squares and sidewalk cafés. A wonderful photo stop on our Cartagena City MSC excursion is the San Felipe de Barajas fortress, a marvel of colonial Spanish military engineering. Its construction began in 1536. Slaves la-boured for more than 120 years to erect this fortress - built on high ground with dominating ap-proaches to the city by land and sea to fend off pirates - and its network of tunnels. On yet another MSC excursion, enrich your palate as you learn about the rich aromas and flavours of Colombian coffee. Introduced by the Jesuits in 1723, coffee quickly became a key crop in Colombia, which is now one of the top producers of Arabica coffee in the world. Colombia is also the world’s top producer of emeralds. If jewellery and gems fascinate you, learn all about these green precious stones and make your own emerald-studded jewellery in sterling silver during a hands-on MSC excursion that guides you step-by-step. And you don’t need to go far to explore nature. An MSC excursion takes you by canoe through mangrove tunnels to Ciénaga de la Virgen, where you can witness a diversity of birds from king-fishers and white herons to pelicans and pink-feathered roseate spoonbills.

Price tracking

Today’s fare, in context

Price history

90 days
Fare details

Fare details

Per person · taxes & fees included
Current fares
Verified 1 day ago
Oceanview
$4,116
Balcony
$6,860
Suite
$10,220
Tracked range
157 days
Price history by cabin type
CabinCurrentLowestHighest
Oceanview $4,116 $4,032 on Jun 26 $5,125 on May 21
Balcony $6,860 $6,384 on Jun 5 $7,141 on May 21
Suite $10,220 $9,125 on May 21 $10,315 on Jun 20
Cabin grades
13 total
Balcony SuiteBalcony · BS
Balcony SuiteBalcony · BS1
Star Balcony SuiteBalcony · SBS
Star Balcony SuiteBalcony · SBS1
Ocean View SuiteOceanview · S
Ocean View SuiteOceanview · S1
Ocean View SuiteOceanview · S2
Ocean View SuiteOceanview · S3
Star Porthole SuiteOceanview · SP
Star Ocean View SuiteOceanview · SS1
Classic SuiteSuite · CS
Deluxe SuiteSuite · DS
Owner's SuiteSuite · OW

○ = last seen (sold out or delisted). · Verified 1 day ago.

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Current prices

Per person · 2 guests · incl. taxes & fees

Inside

Not available

Oceanview

from $4,116

$294 / night

Fare rows

Star Porthole Suite

Cabin grade

Available

from $4,116

$294 / night

per person · incl. taxes & fees

Ocean View Suite

Cabin grade

Available

from $4,340

$310 / night

per person · incl. taxes & fees

Ocean View Suite

Cabin grade

Available

from $4,480

$320 / night

per person · incl. taxes & fees

Ocean View Suite

Cabin grade

Available

from $4,648

$332 / night

per person · incl. taxes & fees

Star Ocean View Suite

Cabin grade

Available

from $4,788

$342 / night

per person · incl. taxes & fees

Ocean View Suite

Cabin grade

Available

from $4,984

$356 / night

per person · incl. taxes & fees

Balcony

from $6,860

$490 / night

Fare rows

Balcony Suite

Cabin grade

Available

from $6,860

$490 / night

per person · incl. taxes & fees

Star Balcony Suite

Cabin grade

Available

from $6,972

$498 / night

per person · incl. taxes & fees

Balcony Suite

Cabin grade

Available

from $7,196

$514 / night

per person · incl. taxes & fees

Star Balcony Suite

Cabin grade

Available

from $7,364

$526 / night

per person · incl. taxes & fees

Suite

from $10,220

$730 / night

Fare rows

Deluxe Suite

Cabin grade

Available

from $10,220

$730 / night

per person · incl. taxes & fees

Classic Suite

Cabin grade

Available

from $13,020

$930 / night

per person · incl. taxes & fees

Owner's Suite

Cabin grade

Available

from $15,820

$1,130 / night

per person · incl. taxes & fees

Prices verified Aug 28, 2026

Prices come from third-party data feeds via Windstar Cruises and may differ from the cruise line's current fare. Confirm the final price before booking. How our pricing works

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The journey

14 nights, in order

Follow the entire sailing from its first day to its last, with the route and schedule in one view.

San Juan, Puerto Rico

Day 1 Nov 29, 2027

San Juan, Puerto Rico

Blessed with some of the oldest buildings in the Western Hemisphere, San Juan, Puerto Rico’s cap-ital, is romantically charming with its bright pastel Spanish colonial facades,…

Explore San Juan, Puerto Rico

Day by day

The full itinerary

16 scheduled calls
Star Pride

Your ship

Star Pride

With only 212 guests, a Star Pride cruise will make you feel like you're on board your own private small ship almost as soon as you step aboard. The sitting area of your spacious, newly refurbished suite gives you an expansive ocean view — making it a welcome retreat. When you're ready to make an appearance, the lounges, club, screening room, and library are waiting to be explored. Take some "you" time in the tranquil WindSpa . . . enjoy a dip in the pool . . . work off that decadent dessert in the Fitness Center . . . and, of course, you are always welcome to visit the Bridge to examine navigation charts with the Captain. Star Pride is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can’t reach.

4★ 9,975 GT 212 Passengers Built 1988
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