How to Spend a Long Weekend in Nantucket
Embrace the Island's Timeless Charm
Nantucket, a picturesque island off the coast of Cape Cod, Massachusetts, is a beloved destination for those seeking a quintessential New England experience. With its cobblestone streets, historic lighthouses, and endless ocean views, Nantucket's charm lies in its blend of natural beauty, rich history, and laid-back coastal vibes. Whether you're exploring the island by bike, savoring local flavors, or simply soaking up the sun on a pristine beach, Nantucket offers something for everyone. Here's how to make the most of a long weekend on this enchanting island.
Where To Stay
White Elephant Nantucket
When planning a luxurious stay in Nantucket, the White Elephant stands out as an exceptional choice. This iconic hotel, located right on Nantucket Harbor, has been a beloved fixture on the island since the 1920s. Following a recent renovation in celebration of its 100th anniversary, the White Elephant offers a perfect blend of classic charm and modern amenities.
Guests can choose from a variety of accommodations, including spacious residences, cozy rooms at the Inn, or suites at the newly renovated Harborside Hotel, some of which boast fireplaces and harbor views. The hotel’s prime location puts you within walking distance of the cobblestone streets, boutique shops, and top restaurants of downtown Nantucket. For those who prefer exploring by bike, the White Elephant provides complimentary bicycles, making it easy to visit nearby beaches like Jetties Beach, just a mile away.
Dining at the White Elephant is equally impressive, with the Brant Point Grill offering fresh, locally sourced dishes and stunning views of the harbor. Whether you're enjoying a leisurely breakfast or a sunset dinner, this hotel provides an experience that is both luxurious and relaxed, making it the perfect base for your Nantucket getaway
Day 1: Arrival and Island Introduction
Morning: Ferry Ride & Arrival Kick off your Nantucket adventure with a scenic ferry ride from Cape Cod. As the ferry approaches the island, you'll be greeted by the sight of Brant Point Lighthouse, a symbol of the island's maritime heritage. Once you dock, head to your accommodation, whether it's a charming B&B or a luxurious coastal resort, and settle in.
Afternoon: Exploring Town & Beach Time Start your exploration with a leisurely stroll through Nantucket Town. Wander the cobblestone streets lined with historic homes, and pop into one of the local bookstores to pick up a beach read. With your book in hand, head to one of Nantucket's beautiful beaches—Jetties Beach is a convenient choice close to town. Sink into the sand, enjoy your new book, and let the gentle sound of the waves lull you into relaxation.
Evening: Sunset Dinner at Ladies Beach As the day winds down, grab some Gemele's pizza or Millie's quesadillas to go, and make your way to Ladies Beach for a sunset dinner. The combination of delicious food, ocean views, and the vibrant colors of the setting sun is pure magic. It's the perfect way to unwind after your first day on the island.
Day 2: Adventure & Local Flavor
Morning: Bike Ride to Sconset or Madaket Nantucket is a biking paradise, with miles of scenic bike paths that wind through the island's natural landscapes. Rent a bike and set out on a ride to Sconset or Madaket. Both routes offer stunning views of the coastline, with Sconset's rose-covered cottages and Madaket's serene beaches providing postcard-perfect backdrops.
Afternoon: Lunch & Cisco Brewery After your morning ride, reward yourself with a visit to Cisco Brewery. This beloved local spot is known for its relaxed vibe, live music, and an array of food trucks offering everything from fresh seafood to gourmet snacks. Even if beer isn't your drink of choice, Cisco's cocktails are top-notch, making it a must-visit destination.
Evening: Sconset Bluff Walk In the late afternoon, take a drive (a Jeep, Bronco, or Mini Cooper adds to the fun) to Sconset and explore the Sconset Bluff Walk. This scenic path offers breathtaking views of the Atlantic Ocean, with charming cottages on one side and the rugged coastline on the other. The walk is especially beautiful during the golden hour, making it a perfect pre-dinner activity.
Dinner at Home - If you are stayin in an Airbnb or one of the Cottages or Residences at the White Elephant opt for a cozy night in, stop by Bartlett Farm to pick up some fresh produce and marinated grillables. Then, swing by 167 Raw for the best seafood on the island. Whether you're grilling up a feast or enjoying a classic lobster roll (chilled with a light mayo-herb sauce or warm on a toasted buttery roll), you'll experience the true taste of Nantucket.
Day 3: Nature & Relaxation
Morning: Sanford Farm Hike Start your day with a hike along the Sanford Farm path, a beautiful trail that winds through meadows, woodlands, and coastal views. The peaceful surroundings make it a great way to connect with nature and start your day on a tranquil note.
Afternoon: On the Water No trip to Nantucket is complete without getting out on the water. If you didn't take the ferry from the Cape, now's the time to book a fishing charter or a sunset cruise. Whether you're reeling in the catch of the day or simply enjoying the ocean breeze, being on the water is a quintessential Nantucket experience.
Evening: Ice Cream at the Juice Bar & Shopping After dinner, join the locals in the after-dinner line at The Juice Bar, where the ice cream is worth the wait. With your cone in hand, take a leisurely stroll through town, browsing the many chic shops. This is the perfect time to snag a cozy sweater or sweatshirt—Nantucket nights can be cool, even in August!
Day 4: Immersing in History and Coastal Beauty
Morning: Brant Point Lighthouse & Whaling Museum Begin your final day on the island with a visit to one of Nantucket's most iconic landmarks, Brant Point Lighthouse. Take in the stunning views of the harbor and reflect on the island's rich maritime history. Afterward, head to the Nantucket Whaling Museum, where you can dive deeper into the island's past as a whaling hub. The museum's fascinating exhibits, including a 46-foot sperm whale skeleton, provide a captivating glimpse into Nantucket's storied past.
Afternoon: Explore the Historic District & Lunch in Town Spend your afternoon wandering through the island's Historic District. The cobblestone streets and centuries-old buildings are a testament to Nantucket's heritage. Don't miss the Jethro Coffin House, the oldest house on the island, dating back to 1686. As you explore, stop for lunch at one of the charming cafes or bistros in town, where you can savor fresh local fare with a side of history.
Late Afternoon: Great Point Lighthouse Adventure For your final adventure, take a trip to Great Point Lighthouse, located at the northeastern tip of the island. Accessible by four-wheel-drive vehicles, the journey to Great Point is an adventure in itself, as you navigate sandy trails through the Coskata-Coatue Wildlife Refuge. Once you arrive, you'll be rewarded with breathtaking views and a sense of solitude that's hard to find elsewhere. The lighthouse stands as a sentinel over the surrounding waters, offering a perfect spot for reflection as you close out your Nantucket experience.
Evening: Farewell Dinner & Toast at Galley Beach - End your Nantucket getaway with a memorable farewell dinner at Galley Beach, one of the island's most iconic beachfront restaurants. Enjoy a delicious meal as you watch the sunset over the Atlantic Ocean, toasting to a weekend well spent. The elegant yet relaxed atmosphere at Galley Beach provides the perfect backdrop for your final evening on the island.
Wrapping Up Your Nantucket Escape
As your long weekend comes to a close, take a moment to soak in the island's unique charm. From its historic landmarks to its breathtaking natural beauty, Nantucket offers an unforgettable experience that lingers long after you've left its shores. Whether you're planning your next visit or simply savoring the memories, Nantucket is sure to hold a special place in your heart - a place where time slows down, and the simple pleasures of life—beach days, bike rides, and fresh seafood—take center stage. A long weekend here is more than just a getaway; it's a chance to experience the timeless charm that has made Nantucket a beloved destination for generations. So pack your bags, leave your worries on the mainland, and get ready to create memories that will last a lifetime on this enchanting island.
When to Visit Nantucket
Nantucket's charm shines year-round, but the best times to visit are:
June: The island is still warming up, offering a quieter experience before the summer rush.
July & August: High season brings warm weather and vibrant energy, perfect for beach days and outdoor activities.
September: The crowds thin out, but the weather remains lovely, making it an ideal time for a peaceful retreat.
April: Daffodil Days celebrate the arrival of spring with vibrant blooms and festive events.
December: The Christmas Stroll transforms Nantucket into a winter wonderland, complete with twinkling lights and holiday cheer.
