5 Favorite Scenic Overlooks in the Caribbean

It was a challenge to select just 5 of our favorite Scenic Overlooks in the Caribbean – even after narrowing the criteria to those that included water views, but these are 5 of our favorites from our travels to date. Feel free to add some of your favorites in the comments below!

Drakes Seat - copyright Rum Therapy
View of Magens Bay, St. Thomas from Drakes Seat.
Legend has it that Sir Francis Drake used this vantage point to keep an eye out for enemy ships.

Gustavia, St Barts copyright Rum Therapy
Overlook of Gustavia, St. Barts – one of the most colorful overlooks in the Caribbean. It’s well worth a short hike on a nice path to enjoy this view.

North Sound Virgin Gorda, copyright Rum Therapy
From this perch high atop Virgin Gorda at Hog Heaven, you can see the entire North Sound including Leverick Bay, Saba Rock, Bitter End Yacht Club, Prickly Pear Island, Necker Island and on a clear day, a very faint sliver of Anegada.

Trunk Bay, St John - copyright Rum Therapy
Overlook of Trunk Bay, St. John.
One of the most photographed overlooks in the Caribbean; the sight of Trunk Bay from this spot nearly takes your breath away and gives you a taste of the beauty that lies ahead.

White-Bay JVD, copyright Rum Therapy
The overlook of White Bay, Jost Van Dyke is absolutely picture perfect. It’s really rather hard to take a bad picture of this beautiful bay!

What are your favorite Caribbean scenic overlooks? Tell us about them!


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  1. janice loffedo says:

    Ricks cafe in Negril Jamaica! ☀🍹

  2. From the top of Ft. Louis in St. Martin-gorgeous to see all the boats in the bay. Hard to find the steps up, but worth the time to find them!!!

  3. Mike Newbold says:

    Have enjoyed 4 of the 5 so far. Enjoyed the views.