This website uses cookies to ensure you get the best experience on our website.

Nantucket: Welcome to the Island of Beaches, Sailboats and Preppy Dressing!

Nantucket: Welcome to the Island of Beaches, Sailboats and Preppy Dressing!

No one does summer☀️ better than Nantucket⚓ Island.  If you want to slow down, unwind and relax, this is the island🏝️ for you.  So that you can enjoy this little haven☁️ on the East Coast, we compiled the ultimate guide📃 to Nantucket⚓. 

Nantucket⚓ is the perfect place to visit when you want to stay stateside; it's just 30 miles off the coast of Cape Cod🛳️. It is the epitome of a New England summer☀️, a postcard coming to life. So, pack up your Oliver Thomas Weekender Duffle👜 bag and matching travel🧳 cases, and let's go!  

Where to Stay in Nantucket

To experience Nantucket at its best, The Nantucket⚓ Hotel🏨 + Resort is the hotel to stay🛌 at. It was named the #1 luxury hotel🏨 in the country by Trip Advisor. This pup 🐶friendly hotel is year-round with its nautical-inspired décor, beautiful hotel🏨 rooms, and friendly staff🛎️; you will indeed have an experience you won't forget here. 

For Nantucket⚓ full-service resorts and beachfront views, White Elephant Nantucket is a luxurious hotel🏨 with a spa, heated pool, and close to town🏙️. 

The Chapman House is the hippest boutique hotel🏨 in Nantucket. With its clean, modern interior design and sophisticated flair, this 14-room boutique hotel🏨 will give you an intimate🕯️ and unique New England summer☀️ experience. 

Where to Dine in Montauk

There are so many great places to dine🍽️ in Nantucket⚓! Here are our top 3 picks; whether you plan to dress comfortably👚👖 with Oliver Thomas Not Yo Granny's Fanny🍑 or dress up👗 for a night🌇 out with our Bestie👯 Baguette, these are our must-dine🍽️ places!

Breeze Restaurant🍽️- Try their famous clam chowder; it is the best🥇 on the island⛱️! Breeze is tucked in the Nantucket⚓ Hotel; this nautical-inspired spot mixes a casual vibe with an upscale menu. Don't forget to pair your dishes🍽️ with their signature cocktails🥃🥃! 

Galley Beach⛱️- This is where you can enjoy the best seafood🍤 and a gorgeous beach⛱️ view as you dig your toes🦶 in the sand. Pair your meal🍽️ back to any of their 5,000-bottle wine🍷🍷 cellars as you enjoy the sunset🌅. 

LoLa 41 - There is a reason this quaint restaurant🍽️ managed to be featured on the list of all-time favorite restaurants🍽️ on Nantucket⚓.  With a menu consisting of sushi🍣, bistro and of course specialty drinks🍸, there is a reason this venue hosts all the incredible private parties💃🕺👯.

Must do activities in Nantucket

Put on your two-piece👙 swimsuit and accessorize with Maxed Out Wanderlust Tote👜 as you head to Nantucket's beaches⛱️. Nantucket has over 80 miles of sandy beaches🏖️. Cisco Beach⛱️, Jetties Beach🏖️, and Children's Beach⛱️ are just some of the most popular ones on the island. 

Visit the lighthouses🔦 of Nantucket. They are all restored 🛠️and fully functioning. There are three lighthouses🔦, Brant Point Light in downtown Nantucket, Sankaty Head, and Great Point Lighthouse. 

Spend the afternoon at the Cisco Brewers🍻, a popular gathering place for locals👦👧 and visitors👩‍🦰👨‍🦲. It has a beautiful beer🍻 garden, live music🎼, and a playground (if you are visiting with young kid👩‍👧). Try the local craft beer🍻 or hop over to the Triple Eight Distillery for local wines🍷 and cocktails. 

 Oliver “Ollie” Thomas is the Co-Founder and Chief Inspiration Officer of the brand Oliver Thomas who makes the ultimate in lightweight, functional, washable and customizable bags, duffles, backpacks, totes and accessories. 

He has appeared in Forbes and Time, Inc and major fashion publications.  Ollie is a sucker for anyone with good treats, belly rubs given or long walks.  When he is not being an Dogpreneur, Oliver enjoys bringing together his squirrel, feline & all furry friends in order to promote a more peaceful world.

We know you’re curious