Five Days in Nantucket - The Ultimate Guide
Welcome to Nantucket, where cobblestone streets, serene beaches, and historic charm await you. Here’s an expert guide to make the most of your five-day adventure on this picturesque island.
How to Get There
By Air:
Several airlines, including JetBlue, American Airlines, and Cape Air, fly into Nantucket Memorial Airport (ACK) daily. There are even 13 U.S. airports offering non-stop flights, making it super convenient to get here.
By Ferry:
If you prefer a scenic route, consider taking a ferry. Hy-Line Cruises and Seastreak Ferries offer routes and schedules from various locations, including NYC, NJ, and Martha's Vineyard.
Getting Around
Once you’re on the island, consider renting a Jeep. It’s perfect for driving on the beach and doing some off-roading. We rented from Nantucket Island Rent A Car, and it came with beach permits. Plus, they offer a free ride back to your hotel when you return the car!
Uber and taxis are readily available, but staying in downtown Nantucket means you’re within walking or biking distance from many fabulous spots.
Where to Stay
Historic District Lodging:
Jared Coffin House
The Nantucket Hotel
White Elephant - Experience luxury with a harborside view. Check Availability
21 Broad - A top-rated boutique hotel blending urban style with island sensibility. Reserve a Room
Ships Inn Nantucket
Where to Eat
Dinner Spots:
The Nautilus - Reservations are tough, but waiting in line early for a bar seat is worth it.
CRU Nantucket - Perfect for an early lunch with amazing seafood and a great view.
Galley Beach Restaurant - Ideal for drinks, dinner, and a stunning sunset view.
Oran Mor Bistro - Delish Italian food, even at the bar!
The Proprietors - Best craft cocktails on the island. Explore Menu
The Brotherhood of Thieves - Best value according to locals.
TOPPER’S at The Wauwinet - Fantastic atmosphere and ambiance.
Sweet Treats:
The Juice Bar - Hands down, the best ice cream in town. Learn More
Black Eyed Susans - A local favorite for breakfast.
Places to Visit
Explore:
Sconset Bluff Walk - A beautiful, unmissable trail.
Cisco Brewers - Enjoy live entertainment, local brews, spirits, and wine. Food trucks available include Lobster Trap, Millie’s, and more. Visit Cisco Brewers
Bartlett’s Farm - Fresh flowers, baked goods, and farm-raised produce. Explore More
Beaches:
With so many to choose from, the hardest part will be deciding which one to visit. Check out the official website for a complete list. Don't miss the three iconic lighthouses:
Brant Point Lighthouse
Sankaty Head Light
Great Point Lighthouse
Shopping:
Spend days wandering downtown, browsing and buying everything from vintage and antiques to books and designer items. Some favorites include:
Nantucket Clothing CompanyNearly everyone carries a basket purse here—learn more about these unique pieces from Nantucket Basketworks.
What to Pack
Think classic nautical and chic. Navy, white, cream, stripes, seersucker, and Nantucket reds if you have them.
Day 1: Arrival and Downtown Exploration
Morning
Brunch at Black Eyed Susans: Kickstart your trip with a hearty breakfast at this beloved local spot.
Afternoon
Explore Downtown Nantucket: Spend your afternoon wandering through the charming streets. Visit shops like Blue Beetle Nantucket and Current Vintage Nantucket for unique finds.
Evening
Dinner at The Nautilus: Try your luck for a bar seat at this sought-after dinner spot. Enjoy innovative dishes with an Asian twist.
Day 2: Sconset and Coastal Views
Morning
Sconset Bluff Walk: Begin your day with a picturesque walk along the Sconset Bluff, taking in the stunning coastal vistas.
Afternoon
Lunch at CRU Nantucket: Enjoy fresh seafood while soaking in the views of the waterfront.
Evening
Drinks and Dinner at Galley Beach Restaurant: Cap off the day with a dinner reservation here. Watch the sunset as you sip on exquisite cocktails.
Day 3: Adventure and Relaxation
Morning
Beach Day: Rent a Jeep from Nantucket Island Rent A Car and head to one of Nantucket's pristine beaches. Don't forget to visit Brant Point Lighthouse!
Afternoon
Cisco Brewers Visit: Enjoy live entertainment and sample local brews. Grab a bite from one of the food trucks on site.
Evening
Dinner at The Brotherhood of Thieves: Enjoy a hearty meal at this local favorite with great value.
Day 4: Local Flavors and Treats
Morning
Bartlett’s Farm Visit: Pick up fresh produce and baked goods to start your day fresh.
Afternoon
Sweet Treat at The Juice Bar: Indulge in the island's best ice cream before hitting the shops for some more retail therapy.
Evening
Dinner at Oran Mor Bistro: Enjoy delicious Italian dishes at this cozy spot.
Day 5: Scenic Farewell
Morning
Visit Nantucket Lighthouses: Explore Sankaty Head Light and Great Point Lighthouse for last-minute photo opportunities.
Afternoon
Shopping and Lunch at TOPPER’S: Conclude your shopping spree and have a leisurely lunch at this elegant eatery.
Evening
Craft Cocktails at The Proprietors: Celebrate your final evening on the island with some of the best cocktails around.
Nantucket is a treasure trove of experiences waiting to be discovered. From luxurious stays at the White Elephant to the charm of downtown boutique hotels, your five-day itinerary will be filled with unforgettable moments. Ready to start planning? Book your stay, pack your classic nautical outfits, and get ready to explore the best of Nantucket!
