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Planning Your Peak Season Trip to St. Thomas

Don’t wait until the snow is falling to start planning your escape to St. Thomas! If you’ve ever wanted to experience a warm, sunny winter on St. Thomas, the best time to start planning is now. We’re sharing all our tips on planning ahead to secure the very best peak season lodging, excursions and more. 


When Is Peak Season?


Frenchman Bay on St. Thomas

Unwind on gorgeous Frenchman Bay Beach 


In the U.S. Virgin Island, peak or high season is typically from November to April. Visitors travel to St. Thomas during this time to take advantage of holiday breaks and get some respite from the cold mainland weather. This is also the island’s dry season, so vacationers can enjoy fewer rain showers and slightly cooler, less humid weather (the average daytime high is 79°)  than they would during the summer months. 


When Should I Book My Peak Season Trip? 


Villa Marbella, a St. Thomas vacation rental

With room for 14 guests, Villa Marbella is your perfect holiday headquarters


If you plan to visit St. Thomas during peak season, consider making your trip arrangements at least four months in advance. If you’d like to visit the island over Thanksgiving, Christmas or New Year’s, you’ll want to start the planning process even sooner, as these weeks fill up first! You can check our website for villa availability or contact us directly for help finding the perfect place for you and your crew. 


Travel Tip: This is also a great time to check your passport status and get the ball rolling on a renewal if needed. A passport is not necessary for St. Thomas, St. John, St. Croix or Water Island, but will be needed if you’re planning a day trip to the nearby British Virgin Islands. 


Arranging Transportation & Excursions


Plan ahead to ensure you don't miss out on excursions during your peak season trip to St. Thomas

Once you’ve got your lodging and airfare, it’s time to figure out transportation. If you’re wondering where to start, check out our guide to St. Thomas transportation. If you’ve decided to rent a car, book early as last-minute car rentals are tough to find during busier travel tips. The same holds true for excursions - book early to have your pick of dates and times. 


Travel Tip: Our concierge service is on standby to help you make transportation plans and book the perfect excursion. Contact us to get started. This service is always complimentary for Island Luxury guests. 


The Best Peak Season Activities


Taino petroglyphs on St. John

Hike to Taino petroglyphs on St. John


Check out some of our favorite ways to enjoy peak season on St. Thomas: 


  • November through March is the best time to surf on St. Thomas. Ride the waves in Hull Bay or let us book a guided surf trip on your behalf! 

  • Warm, sunny winter days are great for hiking! Check our guide to the best hikes on St. Thomas and St. John. 

  • If you visit during the winter, check out the holiday events happening on St. Thomas. From boat parades to food and music festivals, it’s the holiday season like you’ve never experienced it before. 

  • If you visit in April, don’t miss Carnival, a weeklong celebration with food, music, dancing and parades. 


We can’t wait to see you on St. Thomas! If you have questions or need planning assistance, please reach out to us at concierge@islandluxuryvi.com or 340-626-4608. 

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