Itinerary for an Idyllic Day in St. John

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We’re sharing with you our third installment of an itinerary for a day in St. John. Our guests always ask us how they should spend their days and for our recommendations for a perfect day. 

1 – Wake up and enjoy the view at whatever fabulous Destination St. John villa you are staying at! Pack a bag with sunscreen, towels, water and whatever you need for the day.

2 – Head to Cruz Bay for breakfast at Northshore Deli.  We love their iced coffees and they make an amazing breakfast sandwich! Sit outside and enjoy the beautiful architecture and planting in Mongoose Junction, or enjoy the cold A/C inside.

3 – Load up in your jeep and head out to Cinnamon Bay. This is one of our favorite beaches – it’s got beautiful vistas, good snorkeling, watersports rentals and even a little food truck where you can grab snacks and St. John Brewer’s local beer on tap. Kayak around the little island, lounge in the super soft Caribbean white sand, and splash in the crystal clear water. 

4 – Cruise back into town and hit up Little Olive Food Truck for some Greek eats. We love the Sriracha fiery fries and Street Beet Salad, and be sure to grab a Turmeric Iced Tea. Get it to go and head back to your villa for a little shade and nourishment.

5 – Once you’ve dipped in your Destination St. John villa’s pool, read your book or maybe napped (this is vacation, isn’t it??), make your way back to Cruz Bay to enjoy a glass of wine and a cheese and charcuterie plate at Island Cork in Wharfside Village. The owner, Paul, will enthusiastically guide you through the best wines and make sure that you are taken care of. Wander the shops and buy locally made, hand-crafted jewelry at Bamboo Studio or great t-shirts and souvenirs at Pig + Rooster. 

6 – Enjoy an amazing, chef-driven meal at La Tapa, one of St. John’s best restaurants that has been around for years. Locally-caught fresh tuna or mahi is nearly always on the menu and a must, and we love the paella for two and the three housemade sauces with fresh french bread.. Chef and owner Alex is usually there, making the rounds and stopping into chat with tables when she’s not cooking up a storm in the kitchen! (PS – this recent NY Times article agrees that La Tapa and Little Olive are must-visits, along with a few of our other favorites like The Longboard and Angel’s Rest).

We hope you enjoy some of our favorite spots on island! Let us know if you visited them, and share any posts on social media by tagging #DestinationSTJ