Welcome Wiser Than Me Listeners!

Use code WISE and take 10% off reservations at any of our three island properties. 

Little Gem Resorts is a family-owned collection of boutique resorts located on the iconic islands of Martha’s Vineyard,  Nantucket,  and St John USVI. Guests connect to each enchanting destination with a rare and glorious mix of relaxation and adventure.

Our Resorts

3 Unique Islands

St. John
US Virgin Islands

Located on a private island just 10 minutes by boat from St. John and St. Thomas, Lovango Resort & Beach Club is the USVI’s newest resort. 


Steps from the cobbled streets of historic downtown, The Nantucket Hotel is the last of the island’s grand 19th century resorts, fully restored in 2012 for its next 100 years of island fun. 

South Beach
Martha's Vineyard

Located on South Beach in Edgartown’s Katama neighborhood, the Winnetu Oceanside Resort is a timeless summer resort filled with old-fashioned Martha’s Vineyard fun.