| Cruise line | Windstar Cruises |
|---|---|
| Ship | Star Pride |
| Duration | 7 nights |
| Port calls | 6 |
| Departures | 1 sailings |
| From fare | $2,416 per person |
| Year built | 1988 |
| Guests | 343 |
| Cabins | 156 |
| Crew | 190 |
| Length | 159 m |
| Beam | 19 m |
| Cruising speed | 15.0 kn |
Puerto Rico Cruise from San Juan to Colón — 8 Days
7 nights · Puerto Rico · Departs San Juan · Visiting Catalina Island, Santo Domingo, Cartagena Colombia, San Blas Islands Panama, Colon · Aboard Windstar Cruises on the Star Pride

Image courtesy of Windstar Cruises ©
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Day 1
San Juan
San Juan puts a remarkable piece of Caribbean history within easy reach of your ship. Founded in 1521, Old San Juan is a compact district of blue cobbles, pastel façades and Spanish colonial landmarks. Walk its steep lanes to El Morro, the 16th-century fortress that guards the harbor. From its ramparts, the Atlantic comes into view. Beyond the old walls, cafés, galleries and contemporary restaurants show a city still shaped by its maritime past.
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Day 2
Catalina Island
Arrive in La Romana, where the Dominican Republic’s sugar coast meets one of the Caribbean’s most polished resort enclaves. Casa de Campo’s golf courses and marina are nearby. Altos de Chavón, a 16th-century-style village, overlooks the Chavón River. Further east, Bayahibe offers boat trips to Saona Island and its protected beaches. Choose La Romana for a day that moves from elegant leisure to coastal wilderness.
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Day 3
Santo Domingo
Step ashore in Santo Domingo, where the New World’s history is written in streets you can still walk. Founded by Europeans in 1498, it is the oldest continuously inhabited European-established city in the Americas. In the UNESCO-listed Colonial Zone, visit the first cathedral in the Americas, the Alcázar de Colón, and Ozama Fortress. Then trade stone lanes for a waterfront meal or the capital’s lively cafés.
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Day 5
Cartagena Colombia, Colombia
A short ride from Cartagena’s cruise port brings you to its UNESCO-listed historic centre and handsome colonial streets. Inside the old walls, flower-draped balconies, shaded plazas and broad stone lanes lead to cafés, churches and lively markets. Visit Castillo San Felipe de Barajas, the great fortress built to defend the harbor, then explore colorful Getsemaní. Come early, before the midday heat settles over the plazas, and save time for a cool drink beside the Caribbean.
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Day 7
San Blas Islands Panama, Panama
San Blas is no conventional cruise port. More than 300 islands and cays fringe Panama’s Caribbean coast. Here, clear water and white-sand beaches meet Guna Yala, an Indigenous territory with a distinct culture. Choose a boat outing for reef snorkeling, or visit a Guna community and discover mola textiles, sewn by Guna women. Access and transport require advance planning, typically through a local operator or community.
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Day 8
Colon, Panama
Colón puts you at Panama’s Caribbean gateway, where the Atlantic meets the Panama Canal. At Agua Clara Locks, watch ships pass through the expanded canal toward Gatun Lake. Nearby, Portobelo and San Lorenzo preserve Spanish colonial fortifications built to guard Caribbean trade routes. Colón is best approached as a gateway, with its strongest draws found in the canal, historic coast and surrounding rainforest.
Star Pride Cruises
- 11 Days One-Way from Boston to San Juan
- 11 Days One-Way from Copenhagen to Reykjavik
- 11 Days Copenhagen, Denmark Round Trip
- 12 Days One-Way from Boston to Montreal
- 12 Days One-Way from London-Tilbury to Copenhagen
- 12 Days One-Way from Montreal to Boston
- 12 Days San Juan, Puerto Rico Round Trip
- 15 Days One-Way from Oranjestad Aruba to San Juan
- 14 Days One-Way from Panama City to San Juan
- 14 Days One-Way from Puntarenas to Oranjestad Aruba
- 15 Days One-Way from Reykjavik to Boston
- 15 Days One-Way from San Juan to Colon
- 15 Days One-Way from San Juan to Puntarenas
- 15 Days Montreal, Canada Round Trip
- 15 Days San Juan, Puerto Rico Round Trip
- 17 Days One-Way from San Juan to Amsterdam
- 17 Days One-Way from San Juan to London-Tilbury
- 18 Days One-Way from Boston to San Juan
- 18 Days One-Way from Copenhagen to Reykjavik
- 19 Days One-Way from Helsinki to Copenhagen
- 20 Days One-Way from London-Tilbury to Helsinki
- 20 Days One-Way from Montreal to San Juan
- 21 Days One-Way from Copenhagen to Reykjavik
- 22 Days One-Way from Montreal to San Juan
- 22 Days One-Way from Oranjestad Aruba to San Juan
- 21 Days One-Way from Puntarenas to San Juan
- 22 Days One-Way from Reykjavik to Boston
- 22 Days One-Way from San Juan to Puntarenas
- 24 Days One-Way from San Juan to Amsterdam
- 26 Days One-Way from Boston to Montreal
- 26 Days One-Way from Montreal to Boston
- 26 Days One-Way from Reykjavik to Montreal
- 4 Days One-Way from London-Tilbury to Amsterdam
- 4 Days London-Tilbury, United Kingdom Round Trip
- 5 Days One-Way from Amsterdam to London-Tilbury
- 7 Days One-Way from Amsterdam to London-Tilbury
- 7 Days Amsterdam, Netherlands Round Trip
- 8 Days One-Way from Colon to Puntarenas
- 8 Days One-Way from Oranjestad Aruba to San Juan
- 7 Days One-Way from Panama City to Oranjestad Aruba
- 8 Days One-Way from Puntarenas to Colon
- 8 Days One-Way from Puntarenas to Panama City
- 8 Days London-Tilbury, United Kingdom Round Trip
- 8 Days Reykjavik, Iceland Round Trip
- 8 Days San Juan, Puerto Rico Round Trip
- 9 Days One-Way from Boston to San Juan
- 9 Days One-Way from Copenhagen to Helsinki
- 9 Days One-Way from Helsinki to Copenhagen
Published August 20, 2026
Last updated October 3, 2026
Author: J. Richard
Cruise Disclosure
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