Nantucket, the idyllic island off the coast of Massachusetts, is a perfect destination for a weekend getaway. With its cobblestone streets, historic charm, and stunning beaches, this small island packs a big punch for travelers seeking relaxation and adventure. Here’s your ultimate weekend itinerary to make the most of your trip to Nantucket.
Day 1: Arrival and Exploring Downtown
Morning: Arrive on the island via ferry or flight and soak in the salty air as you step onto the picturesque harbor. Drop your bags at your accommodation—whether it’s a charming inn like The Wauwinet or a cozy rental cottage—and prepare for a day of exploration.
Start with a hearty breakfast at Black-Eyed Susan’s, a beloved local eatery known for its delectable omelets and pancakes. After breakfast, take a leisurely stroll through the cobblestone streets of downtown Nantucket. Admire the historic whaling-era homes, blooming hydrangeas, and quaint shops.
Afternoon: Head to the Whaling Museum, operated by the Nantucket Historical Association, to dive into the island’s rich maritime history. The museum’s rooftop observation deck offers stunning views of the harbor.
Afterward, grab lunch at Cru, a waterfront restaurant serving fresh seafood. Their lobster roll is a must-try.
Evening: Enjoy the sunset at Brant Point Lighthouse, the second-oldest lighthouse in America. It’s an ideal spot for snapping photos and soaking in the island’s beauty.
For dinner, book a table at The Proprietors Bar & Table, which offers a creative menu of globally-inspired dishes made with local ingredients.
Day 2: Beaches and Outdoor Adventures
Morning: Start your day with coffee and a pastry at Handlebar Cafe, a cyclist-friendly spot with a cozy vibe. Rent a bike and ride to Surfside Beach, just a few miles from downtown. With its soft sand and gentle waves, it’s perfect for lounging or taking a refreshing dip.
Afternoon: Make your way to Cisco Brewers, a lively spot combining a brewery, distillery, and winery. Enjoy a casual lunch from one of the on-site food trucks and sample their craft beer or cocktails. Don’t miss their famous Whale’s Tale Pale Ale.
For some adventure, join a guided kayaking or paddleboarding tour to explore Nantucket’s serene waters and wildlife.
Evening: Savor a seafood feast at Nantucket Clam Shack, known for its casual vibe and fresh clam dinners. Afterward, treat yourself to ice cream from The Juice Bar, a local favorite with homemade flavors.
Day 3: Nature and Farewell
Morning: Begin your final day with a sunrise walk at Sconset Bluff Walk, a scenic path overlooking the Atlantic Ocean. Admire the charming “gingerbread” cottages and dramatic cliffs.
Next, visit Sanctuary Beach for a peaceful moment surrounded by untouched dunes. Pack a picnic breakfast to enjoy on the sand.
Afternoon: Before heading home, spend some time exploring Bartlett’s Farm, the island’s oldest and largest family-owned farm. Pick up some fresh produce, baked goods, or souvenirs to bring a taste of Nantucket back with you.
Departure: Catch your ferry or flight back to the mainland, leaving with unforgettable memories and a newfound appreciation for this enchanting island.
Tips for Your Nantucket Weekend
- Plan ahead: Accommodations and restaurants fill up quickly, especially in summer.
- Pack light: Many travelers opt for bikes, so minimal luggage is ideal.
- Embrace the pace: Nantucket’s charm lies in its relaxed vibe, so take your time to enjoy every moment.
Whether you’re a history buff, a beach lover, or a foodie, Nantucket offers something special for everyone. This itinerary ensures you’ll experience the best of what the island has to offer, making your weekend truly unforgettable.