Lilly Loves Little Gem Resorts

Lilly Lovango

Book the Lilly Cottage and enjoy the beauty that the US Virgin Islands hold.

Discover this private island oasis just minutes from St. Thomas & St. John. Perfectly situated in the heart of the U.S Virgin Islands with No Passport needed!

What to Do

Stay: Book your getaway at The Lilly Villa—a three-bedroom retreat hand-painted by Lilly Pulitzer Studio Artists and dripping in signature Lilly décor and prints. Each room features a copy of Lilly Pulitzer by Assouline for a colorful read.

Beach Day: Spend the day at Lovango Beach Club and unwind in a private cabana with oceanfront views and a refreshing breeze. Pro tip: Order the homemade ice cream sandwiches when the sun gets hot, they’re the perfect cool-down treat.

Adventure: Feeling adventurous? Rent a day boat or charter a catamaran to explore the surrounding islands and snorkel in crystal-clear waters. Don’t forget your Lilly swimsuit!

Visit: Take the Lovango Ferry to St. John and enjoy a sunset dinner at Wine Shop VI.

Don’t Miss: A visit to Virgin Islands National Park at Trunk Bay—it’s picture-perfect. 

Shop: Browse the boutiques at The Village on Lovango for beach-friendly apparel and accessories—you might even spot some Lilly in the mix!

The Winnetu Oceanside Resort: Martha’s Vineyard

Traveling to Martha’s Vineyard is the definition of summer perfection - from the quaint old-town charm to exciting new restaurants and breezy sailing excursions, it’s quintessential coastal living at its finest. Brand friend Amy Littleson recently visited the Lilly Cottage at The Winnetu with her mom—here’s how they spent their ultimate girls’ weekend.

What to Do 

Stay: Check into the Lilly Cottage at The Winnetu Oceanside Resort, where summer dreams come to life. This exclusive cottage is part of Lilly Pulitzer’s Summer Hotel Takeover Tour in partnership with Little Gem Resorts. Expect hand-painted murals by Lilly Studio Artists, custom surfboards, and a Lilly beach tote filled with essentials waiting for you at check-in

Visit: Stop by the Lilly Pulitzer Store on Martha’s Vineyard—a must-see for Lilly lovers. Don’t miss the chance to snap a photo like Amy Littleson did during her girls’ weekend getaway!

Dine: Experience the weekly Lobster & Clambake on the grand lawn at The Winnetu. It’s a Vineyard tradition, and Amy’s mom even wore her lobster sweater to celebrate the occasion.

Explore: Just steps from the resort, head into town and visit the Ice Cream and Candy Bazaar, a nostalgic stop for old-fashioned sweets and the best summer treats.

Sail: Take a sailing lesson at one of the local schools and enjoy the island breeze from the water. Whether you're a beginner or brushing up your skills, it’s the perfect way to round out your Vineyard adventure. 

The Nantucket

Summering on Nantucket is one of life’s greatest pleasures and this season is no exception. We’ve long adored this magical island, and with the debut of the newly remodeled Lilly Cottages at The Nantucket Hotel, you’ll be dreaming in color and print all summer long.

What to Do

Stay: NOW OPEN! The newly remodeled Lilly Cottages at The Nantucket Hotel are a dream in color and print. Designed in collaboration with Lilly Pulitzer Studio Artists, these cottages are filled with vibrant décor, hand-painted details, and signature Lilly charm—perfect for your summer escape. 

Visit: Stop by the Lilly Pulitzer Store in downtown Nantucket to shop the latest collections and soak in the island vibes. You might even catch a glimpse of the Lilly Jeep or the iconic Lilly Pulitzer Moke cruising the cobblestone streets. Punch-MOKEY print—no punch backs!

Relax: Unwind poolside at The Nantucket Hotel, which features not one but two pools. The more swimsuits, the better—especially if they’re Lilly!

Dine: Start your day with breakfast at The Lemon Press, and don’t miss dinner at Cru for harbor views and fresh seafood. For a truly unforgettable meal, book a table at Nautilus, a local favorite.

Explore: Take a stroll through the historic streets of ACK and plan a beach day at Steps Beach, where the ocean is just as inviting as the scenery.

Ready to book?! Use code LILLY for 10% off your stay, valid at all Little Gem Resorts. 

Where will you visit first??? xx, Lilly