Home / Trip ideas / TRIP IDEA & GUIDE to St. John, USVI


St. John is known as the “Beverly Hills of the Caribbean” because it is the wealthiest and most expensive  of the Virgin islands. It is also known for its national parks and pristine sandy beaches. Only one-third of St. John is inhabited and the rest of the island is preserved as a national park, which provides many scenic hiking and sightseeing trails.


  • Kayak expedition: Arawak Expeditions offers full day and half day excursions that have you exploring remote white sand beaches and pristine snorkeling spots.
  • Stand up paddleboard: Take lessons, tours, or just rent the boards from Arawak Expeditions.
  • Fly fishing: Charter a boat for a half or full day with Arawak Expeditions and catch bonefish, tarpon, snook, jacks, bonita, barracuda, or sharks.
  • Take a multi day excursion with Arawak Expeditions. Excursions are: 5 day camp and kayak, 7 day tent-cabin eco adventure, 7 day Anageda adventure week, 7 day Inn to Inn tour, 4 day kayak and camp, 7 day catamaran trip to explore the islands off of Puerto Rico.
  • Half/full day sailing adventures: St. John Adventures offers custom private day charters with the itinerary of your choice.
  • Day trip to the Baths at Virgin Gorda: See my post here
  • Day trip to Jost Van Dyke: See my post here
  • Snorkel or Snuba with St. John Adventures
  • Parasail: Experience the thrill of flying above the Virgin Islands with St. John Adventures.
  • Wave runner tour: Take and exhilarating tour of the islands on your own personal watercraft with St. John Adventures.
  • Jetlev Jetrider: A water propelled jetpack experience can take you to new heights via St. John Adventures.
  • Hiking: St John has many wonderful hiking trails. Click here for more info.
  • Charter a luxury motor yacht and island hop your way through the Virgin Islands.



The best time to visit St. John is April through June when the climate is mild and there is very little rainfall. The peak season for St. John is December through March but the weather during this time can be windy. July through October is hurricane season and not a great time to go as many things will be closed.


Caneel Bay Resort provides lovely luxury accommodations, however it is quite large and has that big resort type feel to it. If you prefer a more exclusive option, Inspirato is the way to go. Consider staying in one of their beautiful vacation rentals overlooking Cruz Bay and enjoy fabulous, vibrant sunsets every evening from your deck.


Breakfast at Jake’s | Lunch at Waterfront Bistro | Dinner at my absolute favorite,  Asolare, or at the wonderful Zozo’s.


You should consider staying off of the beach at night, when all of the mosquitos and bugs come out. Make sure to wear plenty of insect repellent.


Cinnamon Bay

Cinnamon Bay is the postcard image of a perfect beach. This is the place to go for beautiful calm water, beach activities and water sports such as snorkeling, windsurfing, kayaking, volleyball, and even camping.  All the way to the end of Cinnamon Bay is a secluded little spread of beach protected by lava rocks. This was my favorite part.

Jumbie Bay

Jumbie Bay is a bit hidden and is one of the smaller beaches on St. John. It only has about 5 parking spaces which keeps it from getting crowded.

Trunk Bay

Trunk Bay is known as one of the most beautiful beaches in the world. The sands are white and the water is crystal clear. The overlook just before Trunk Bay offers one of the best views and photo ops on the island.

4th of July Beach Getaway

See my other posts on Day Trips From St. John

Peter Island

Norman Island

Jost Van Dyke

The Bath at Virgin Gorda

4th of July Beach Getaway

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