7 Most Beautiful Caribbean Harbors

You’ve been at sea for days. You knees feel weak and you long for solid ground. You look out towards the horizon and you see it, land. You’re ready to go ashore, spend your loot, find some “company” and drink rum until you smile crooked.

This is what the pirates did back in the golden age of the Caribbean. If you think about it, it really isn’t that far off from what the modern day cruiser does. Yes I am a pirate, 200 years to late.

The Caribbean is full of beautiful harbors and ports of call, some more beautiful than others though. These harbors/harbours act as hubs for the islands, a place where first time seafaring visitors first fall in love with the island. A love that will surely have them coming back time and time again. A mistress is never satisfied.

7 Most Beautiful Caribbean Harbors

1. Willemstad, Curaçao





This lively port is one of six UNESCO World Heritage sites in the Caribbean, joining the ranks of Old Havana, Old San Juan, and Colonial Santo Domingo.

The Punda District – once fortified and walled – along with its neighboring districts of Otrobanda, Pietermaai, Scharloo, preserve some 765 buildings as national monuments. Chief among these are Fort Amsterdam, the Governor’s Palace, Mikve Israel-Emanuel Synagogue and the colorful Penha building on the waterfront.

2. Charlotte Amalie, St. Thomas

St. Thomas

St Thomas

St Thomas

Charlotte Amalie on the island of St Thomas in the US Virgin Islands, is nestled on the mountainous slopes of a large natural harbor that accommodates several large cruise ships each day. The city has been declared as the shopping mecca of the Caribbean.

3. Gustavia, St. Bart/St. Barths

Gustavia St Barths

St Barths

Most cruise ships anchor outside sheltered Gustavia Harbour and tender guests to Port de Pleasance, past all the mega-yachts. Gustavia, the island’s charming capital city is a slice of France in the Caribbean. Surrounded by elegant designer boutiques, topless beaches, vibrant nightlife and waterfront bistros, the French vibe wraps around you like the warm blue sea.

4. English Harbour, Antigua

English Harbour Antigua


English Harbour is a center of boating, especially yachting. There are two sheltered deepwater harbours nearby; English Harbour itself and Falmouth Harbour.

English Harbour is best known for Nelson’s Dockyard, which occupies the site of the British Navy base. It displays restored buildings and other historical artifacts from the colonial period of the dockyard, especially the time it was commanded by Horatio Nelson. (Info from wikipedia)

5. St. Georges Harbour, Grenada

Grenada st georges

Grenada st georges

Grenada st georges

St. Georges is the capital of Grenada and it’s also the largest harbor and city on the island. The city extends for miles in every direction from St. George’s Harbor, and ashore are more facilities than most can ever see in a single visit. Entering the harbor is easy, as the approaches from north or south are deep, wide, and easy to navigate, even for deep-draft boats.

6. San Juan Harbor, Puerto Rico

San Juan Puerto Rico

San Juan Puerto Rico

Shoehorned onto a tiny islet that guards the entrance to San Juan harbor, the atmospheric ‘Old San Juan‘, with its historical authenticity and pulsating modern energy, this seven-square-block grid of streets that was inaugurated almost a century before the Mayflower laid anchor in present day Massachusetts. Surreal sounds and exotic sights resonate everywhere.

7. Havana Harbor, Cuba

Havana Cuba

Havana Cuba

Havana Cuba

Havana Harbor

A view across the harbor in Havana, with a monument to Jose Marti in the Plaza de la Revolucion visible centre right. The monument was constructed between 1953 and 1959, just in time for the more recent revolution.

Which harbor is your favorite? Did I leave any off the list? Leave a comment below if you think you have a more beautiful Caribbean Harbor. My favorite? Going off of these photos, I’d have to say…St. Georges, Grenada. Simple, beautiful and old school Caribbean.



About the Author:

Just a salty pirate looking to explore and document the wonders of the Caribbean. Professional blogger, rum judge, consultant, marketer, and consumer of blue water beauty.


  1. Carl Grooms September 2, 2011 at 2:11 pm

    Great list Ryan. Thanks. Super to see Grenada on there. I was blown away by the beauty. Now I gotta get to Antigua. Classic Yacht Races in April. Put it on your calendar I’ve got us access to some all-wood historic vessels.

  2. mm
    RumShopRyan September 2, 2011 at 2:14 pm

    Hey Carl, thanks. I think I’m actually heading to Antigua the end of April for the Yacht Races. We can talk more. Cheers!

  3. Meredith (Reeftraveler) September 2, 2011 at 6:29 pm

    Beautiful compilation of Caribbean harbor photos, Ryan! Grenada is high on my list of Caribbean islands to visit.

    I’m glad to see Charlotte Amalie on the list. Yes, it’s overrun by cruise ships, but it’s still a stunningly beautiful natural harbor. I will always remain a fan of good old STT!

  4. Desiree (FoodTravelDiva) September 2, 2011 at 7:23 pm

    Philipsburg, St. Maarten and Marigot, St. Martin are also very beautiful harbors. You picked some really good ones though! Nice article.

  5. MARTA EVANS September 2, 2011 at 7:47 pm

    So good to see Grenada get accolades. I’ve been to several you mentioned but Grenada has a special place in my heart. The pictures here of Antigua are spectacular and sure makes me want to ago back! Thanks for all your Caribbean insights!

  6. mm
    RumShopRyan September 4, 2011 at 5:18 pm

    Thanks Desiree!

  7. Michelle Thomas March 9, 2013 at 9:36 am

    Nice selection of beautiful Caribbean harbors. Surprised St.Lucia did not make it, i think their harbor is quite beautiful.

  8. mm
    RumShopRyan March 10, 2013 at 10:02 pm

    Thanks for the comment Michelle. Yes, St. Lucia and many other islands have stunning harbors, it was hard to narrow it down to 7!

  9. Rob June 13, 2013 at 12:32 pm

    Managed to see 3 of your 7 listed, have a bit of a ways to go! Thanks for sharing the photos!

  10. mm
    RumShopRyan June 13, 2013 at 7:11 pm

    Which of the 3 was your favorite Rob? Cheers!

  11. Sam April 8, 2015 at 5:26 am

    these are absolutely gorgeous! would love to escape from dreary gloomy london

  12. Sanjana @ Green Global Travel May 18, 2015 at 5:26 pm

    Beautiful pictures and a great list! Thanks for sharing

  13. mm
    RumShopRyan May 18, 2015 at 8:42 pm

    Glad you enjoyed it Sanjana!

  14. Bernie October 15, 2017 at 5:20 pm

    What about Yara Tina Tura from a Jimmy Buffett song

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