Ports
Bermuda:
29° N, 64° W.
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Nassau:
26° N, 77° W.
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Eleuthera:
25.5° N, 76° W.
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Tortuga:
23° N, 73° W.
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Leogane:
22° N, 74° W.
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Yaguana:
22° N, 73° W.
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La Vega:
22.5° N, 71° W.
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Port Royale:
21.5° N, 77° W. 
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St Kitts:
21° N, 64° W.
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Antigua:
21° N, 63° W.
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Martinique:
19° N, 63° W.
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Barbados:
19° N, 62° W.
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Providence:
18.5° N, 81° W.
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Curacao:
18° N, 69° W.
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Cumana:
17° N, 65° W.
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Trinidad:
17° N, 62° W.
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Click on the Coordinates above to view the map.
Note: These coordinates are nearly the same as in the real world but not they're not exact, so don't get lost.
     
     
   
Bermuda:
29° N, 64° W.  
  Bermuda has built its economy on shipwrecks, thanks to the many treacherous reefs that surround the tiny island.  

Nassau:

26° N, 77° W.

 
This Bahaman island has been a pirate anchorage for a long time. Originally settle by the English it quickly became a into a loud, squalid pirate haven. Possibly a good place to 'pick up' a new crew. The port on the island is sometimes called "New Providence", not be be confused with Providence Island ("Old Providence").  

Eleuthera:
25.5° N, 76° W.  
At first just an anchorage for privateers, Eleuthera has grown into a small backwater haven for pirates and privateers who hide among the Bahamas waiting for the Spanish treasure fleets.  

Tortuga:
23° N, 73° W.  
Settled by French buccaneers and Huguenots, it has been built up and fortified into one of the best pirate bases in the Caribbean. Despite threat of Spanish attacks, it thrives while the buccaneers and pirates remain strong.  

La Vega:

22.5° N, 71° W.

 
This smuggler's haven serves the inland ranches and farms of northern Hispaniola. Prices are low and the law nonexistent, save the law you make with the point of your sword.  

Yaguana:
22° N, 73° W.  
A small port town serving the Spanish on the west coast of Hispaniola. Residents are known to be involved in excessive smuggling.  

Leogane:

22° N, 74° W.

 
  One of the newer French buccaneer ports which serves as the unofficial but rapidly growing French presence in western Hispaniola.  

Port Royale:

21.5° N, 77 ° W.

 
The best natural harbor in the Caribbean is located on the southeast coast of Jamaica. The harbor is protected by a curving spit and sandbar. Shortly after the English gained control of Jamaica, the booming, rollicking, pirate town of Port Royale covered the spit. Its reputation as the most vile port is well earned.  

St. Kitts:
21° N, 63° W.  

Colonized by both Frenchmen and Englishmen. The French call 'er St. Christophe but the English spelling of the name is commonly used: St. Kitts. The island is a significant port that does a thriving trade with all nationalities.

 

Antigua:

21° N, 62° W.

 
This island is a small pleasant backwater with a classic plantation economy. A good place to grow crops and aquire timber.  

Martinique:
19° N, 61° W.  
Martinique is the cornerstone of French power in the eastern Caribbean. It is a thriving port with a fortress and garrison. A good place to stop for supplies if you are in need but step lightly while in port.  

Providence:

18.5° N, 81° W.

 

Also known as "Old Providence" by the English who settled there in 1620. The tiny island quickly became a base for privateers and pirates operating deep in the Spanish Main. The island is a huge liability to Spain and there are rumors that they are planning a major expedition to recapture it.

 

Barbados:
18° N, 59° W.  
The first major English colony in the Caribbean, Barbados is the economic capital of the Caribbee Islands (Lesser Antilles). Caribbean traders will find European goods numerous and the selling prices of farm produce quite good.  

Curacao:
18° N, 69° W.  
This island is a great free port under Dutch control. Spanish produce smuggled from everywhere along the Main is bought here by Dutch merchants, who will happily exchange for European products that can be profitably smuggled back to the Spanish.  
     

Cumana:
17° N, 65° W.  
As the main port city of New Andalusia, Cumana forms the eastern anchor of the Spanish Main, the last major harbor and fortress. This does not prevent inhabitants from indulging in smuggling and other nefarious pursuits from time to time. It is a good market for European goods.  

Trinidad:

17° N, 62° W.

 
Theoretically a Spanish colony, this island never has a large population, nor much of a Spanish military presence. It's a smuggler's paradise.