The Spanish Main: Rise of the New World

 
San Juan to Colón
Mon Nov 29, 2027 - Mon Dec 6, 2027,
 7 days
 on Star Pride
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San Juan to Colón
History buffs, beach bums and xenophiles will all find something to celebrate on this unique itinerary to Central America and the Caribbean. Discover the barely inhabited tropical islands and friendly Guna Yala villagers of the San Blas Islands. Step back in time to the days of the Spanish Empire as you visit four of the oldest cities in the Americas. Explore forts pockmarked by time and cannon balls. Encounter pirate lore as you dive the wreck of Captain Kidd’s ship off Island Catalina. And relive it all over mofongo and rum in Old San Juan.
voyage map
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Day 1: San Juan
The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.
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Day 2: Isla Catalina
Small Isla Catalina boasts gleaming white-sand beaches ringed by coral reefs beckoning snorkelers. The island is a protected Natural Park where one beach is completely protected from the wind and the sea is delightfully calm. While beaches occupy more than 2/3 of the coastline, Isla Catalina also has unique rocky coasts and cliffs. One of the best diving sites of the Dominican Republic, Muro, can be found here. It boasts an impressive underwater wall over 328 feet deep. Isla Catalina is also the only place in the D.R. where raccoons and wild hares can be found.
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Day 3: Santo Domingo
La Capital, as Santo Domingo is affectionately known, is a UNESCO site and one of the oldest cities in the Caribbean, with Zona Colonial buildings dating back to the 1500s. Santo Domingo is also considered the most modern metropolis in the Caribbean doing a great job of converging old and new.  At the heart of the Zona Colonial, a pedestrian-friendly maze of cobblestones and interesting architecture is the first cathedral built in the New World. Find time to sample the aromatic coffee and cacao.
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Day 5: Cartagena
Welcome to the sparkling city of Cartagena, where the gold and jewels of the Spanish Main awaited shipment across the Atlantic. No pirate could resist, nor will you be able to when you visit this historic city. The Old Town, a UNESCO World Heritage Site, is surrounded by 400-year-old walls and contains a plethora of churches, fortresses, and restored colonial mansions. Outside the walls are more treasures: Climb the massive Castillo de San Felipe to investigate its maze of hidden tunnels, or shop for the perfect emerald.
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Day 6: Cartagena
Welcome to the sparkling city of Cartagena, where the gold and jewels of the Spanish Main awaited shipment across the Atlantic. No pirate could resist, nor will you be able to when you visit this historic city. The Old Town, a UNESCO World Heritage Site, is surrounded by 400-year-old walls and contains a plethora of churches, fortresses, and restored colonial mansions. Outside the walls are more treasures: Climb the massive Castillo de San Felipe to investigate its maze of hidden tunnels, or shop for the perfect emerald.
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Day 7: San Blas, Panama
The San Blas Islands of Panama is an archipelago comprising approximately 378 islands and cays, of which 49 are inhabited, some by the Kuna people.  Scattered over an area of about 100 square miles, the islands are the number 1 vacation destination in Panama although the Kuna work hard to protect their land against overwhelming tourism and keep the islands healthy and lovely, unique and untouched by culture. These white-sand and palm tree lined islands are encompassed by a coral reef and warm, crystal-clear water that is perfect for snorkeling and is home to a variety of marine life including dolphins, sharks and giant manta rays.
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Day 8: Colón
Explore the inner workings of the Panama Canal, head into the jungle to meet with Embera Indians, or take an aerial tram ride through the rainforest canopy.
Popular Highlights
Cartagena Coffee
Inhale the aroma and savor the flavor of fresh Colombian coffee accompanied by fresh-caught seafood in Cartagena
Isla Catalina
Discover the gleaming white-sand beaches of Isla Catalina with one of the Dominican Republic’s best diving sites
Overnight in Cartagena
Overnight in Cartagena with extra time to explore this lovely venue
San Blas Islands
Learn about their culture when you visit the Kuna Indians of the San Blas Islands
Santo Domingo
Find yourself in two of the oldest cities in the New World –– UNESCO sites Santo Domingo and San Juan
Small Ship
Explore the Spanish Main by small ship, going where larger ships can’t and exploring colonial towns that harken back to the New World’s beginnings
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Mon Nov 29
San Juan
Arrive:  
Depart:  5:00 PM
Watersports Platform: 
Tue Nov 30
Isla Catalina
Arrive:  10:00 AM
Depart:  9:00 PM
Watersports Platform: 
Wed Dec 1
Santo Domingo
Arrive:  7:00 AM
Depart:  3:00 PM
Watersports Platform: 
Thu Dec 2
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Fri Dec 3
Cartagena
Arrive:  2:30 PM
Depart:  
Watersports Platform: 
Sat Dec 4
Cartagena
Arrive:  
Depart:  1:30 PM
Watersports Platform: 
Sun Dec 5
San Blas, Panama
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Mon Dec 6
Colón
Arrive:  7:00 AM
Depart:  
Watersports Platform: 
Accommodations & Pricing
The Windstar Life
The Windstar staff-to-guest ratio is 1:1.5, and it shows.The moment you board you’ll feel it: an ever-attentive crew at your service, providing you with what you want and need, when you want and need it.
Friendly and Relaxed Atmosphere
Signature Onboard Barbecue
Cooking Demonstrations
Genuine and Thoughtful Crew
Crew Talent Show
Open Bridge
Local and Live Performances
Relax at the Pool or Hot Tub
Complimentary 24 Hour Room Service
Signature Sail Away
Shopping With The Chef
Take In The Sun
Marina
*Select voyages
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited select beer, wine, and cocktails, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Mon, Nov 29 - Mon, Dec 6, 2027
STAR PRIDE
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