St. Thomas' Best Stays: They're Hip and Historic, Too

The number one Caribbean hot spot for vacationers from the United States, St. Thomas excels in hospitality on so many different levels. Many visitors – especially first timers – choose the destination resorts where everything is convenient and every whim handled. At the high end of the scale, The Ritz-Carlton St. Thomas dominates as a luxury destination resort. In the all-inclusive category, Dreams Sugar Bay Resort recently rebranded and reconfigured longtime favorite Sugar Bay. Coming up next: a new Jimmy Buffett’s Margaritaville Resort.

Those looking to immerse themselves more deeply in a U.S. Virgin Islands experience select inns and smaller hotels away from the popular resort areas. Mafolie Hotel, mountain top overlooking the Charlotte Amalie Harbor, is one such choice, where history and local culture further heighten the experience.

Hotels and resorts spread throughout the island and on little sister island St. John. A couple on the fringes of downtown Charlotte Amalie afford proximity to shopping and the city’s historic sites. Those on the island’s eastern end are more laid back and closer to Red Hook, the island’s salty seaside port and home to vivacious bars, clubs and restaurants.

The rest crop up on sandy bays for the ultimate island toes in the sand experience. On St. John, a short ferry ride away, accommodations range from beachfront platform tents in the national park to luxurious, old-money Caneel Bay.

Bolongo Bay Beach Resort
Photo courtesy of Bolongo Bay Beach Resort


"The Caribbean's most entertaining beach resort," according its tag line, earns its reputation from its watersports and all day party scene. The all-inclusive property includes more than the usual in its list of what is included for couples and...  Read More

Sapphire Beach Condo Resort & Marina by Antilles Resorts
Photo courtesy of Chelle Koster Walton


On Sapphire Beach at Smith Bay, this condominium resort also boasts a marina for the best of all island vacation amenities. The beach is lively, though a bit narrow at high tide. From it, you can see St. John and the British Virgin Islands. It's...  Read More

Mafolie Hotel
Photo courtesy of Karen Elowitt


St. Thomas has its share of modern deluxe resorts that satisfy all vacationing needs. It also boasts some lovely historic inns that may not put you square on the beach, but immerse you nonetheless in an authentic West Indian experience. Mafolie...  Read More

The Island Beachcomber Hotel
Photo courtesy of Karen Elowitt


Located on Lindbergh Beach near the airport, the Island Beachcomber Hotel is the epitome of barefoot beach vacationing. The laid-back family run resort keeps it casual with 48 simple, affordable rooms just steps from one of St. Thomas' loveliest...  Read More

Bluebeard's Castle Villas III
Photo courtesy of Chelle Koster Walton


Named for, well no one really: A pirate named Bluebeard never existed, but evidently impressed resort owners as a properly swashbuckling name for this hilltop property with stunning views of Charlotte Amalie and her harbor below. Banana Tree...  Read More

Marriott Frenchman's Reef and Morning Star Beach Resort
Photo courtesy of Marriott's Frenchman's Reef


Part of a complex along with Marriott's Morning Star Resort, Frenchman's Reef overlooks Charlotte Amalie Harbor from a dramatic cliff perch. Guests have access to the secluded beach at Morning Star. The two sister properties clearly reflect all...  Read More



All 48 spacious studios and suites line the wide, plush, white-sand beach at this resort on Nazareth Bay at St. Thomas's quiet east end near Red Hook. Rooms are just steps from the sand, and the cove is known for its superlative snorkeling and...  Read More

Sugar Bay Resort and Spa
Photo courtesy of Sugar Bay Resort


In December 2014, the long popular Sugar Bay Resort morphed into a Dreams all-inclusive resorts product. Its "Unlimited Luxury" package includes all meals and snacks, top shelf liquors and soft drinks, use of the property's three pools and...  Read More



A short ferry ride from St. Thomas' Red Hook docks, little brother St. John presents a quieter, more natural U.S. Virgin Islands experience. Founded in 1956 by Laurence Rockefeller, who bequeathed much of the island to the U.S. National Park...  Read More

The Ritz-Carlton Hotel Saint Thomas
Photo courtesy of Ritz Carlton St. Thomas


St. Thomas' most elegant resort, The Ritz-Carlton dresses up the island's east end with a palazzo-style marble-floored lobby, bubbling fountains, hidden courtyards, 1,800 elegantly appointed rooms with private balconies or terraces, and the kind...  Read More


Meet Chelle Koster Walton

Chelle Koster Walton – the Local Expert for Naples, Florida and the Caribbean – has been covering the destination for 30 years. Her top-selling Sarasota, Sanibel Island, and...  More About Chelle