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WIMCO Summer Travel Guide: Nantucket

With bike trails winding through idyllic nature reserves, restaurants overlooking ocean vistas, quaint shops with hand-painted store front signs, beautiful bluffs offering stunning ocean views, and so much more, New England’s Nantucket is a spectacular island for a family vacation this summer.

How to Get There: The charming island of Nantucket is just thirty miles off the coast of Massachusetts. Guests to Nantucket may choose to fly to the island, with many major and local airlines offering service from airports on the east coast to Nantucket Memorial Airport. Guests may also choose to charter a flight to the island. More details on fights to Nantucket.

Guests may also take a ferry, with service departing from the South Street Dock and Ocean Street Dock in Hyannis, MA and Saquatucket Harbor in Harwich Port, MA. From the South Street Dock, the Steamship Authority car ferry can transport riders’ vehicles to the island. More details on ferries to Nantucket.

Where to Stay: Nantucket’s cottages are part of what make the island so charming. Each of the following villas offers something special to its guests, from lovely landscaping to pretty ocean views to beachfront locale; there is something for everyone on the quaint New England island.

VILLA NAN KIMB |TOWN, 5 BR A new five-bedroom villa close to town, quietly tucked on a dead-end street. Lots of windows throughout the home make it perfect for enjoying the warm days on the island. VILLA NAN POC |SURFSIDE, 5 BR Private and comfortable, this Nantucket villa offers beautiful ocean and marsh views. Spend sunny summer afternoons lounging by the pool, or tee-off on the villa’s nine-hole golf course.
WIMCO Nantucket Summer Home Nan KIMB WIMCO Nantucket Summer Home NAN POC
VILLA NAN MAD |MADEQUECHAM, 3 BR This three-bedroom rental home in Madequecham is perfect for those who want to be right on the beach. Only 100 yards from the beach, this lovely property offers scenic ocean views from the deck. VILLA NAN SS2|SURFSIDE, 2 BR With a beautifully landscaped yard, the two-bedroom Surfside Villa NAN SS2 is a delightful retreat for a family or friends. When it’s quiet you can often hear the sound of the surf.
WIMCO Nantucket Summer Home NAN MAD WIMCO Nantucket Summer Home NAN SS2

What to Do: Once a prestigious whaling town, Nantucket has a charming old-world feel with its cobblestone streets, stately homes, and quaint shops. The island invites you to relax on summer days, enjoying Nantucket’s natural charm.

Be sure to pack your bike or rent one on island. Nantucket’s scenic bike trails are the best way to see the island. Avoid the traffic while enjoying the natural beauty of Nantucket as you peddle your way over dunes and up bluffs.

Visits to the lovely Nantucket beaches are a must while staying on the island. For families, Dionis Beach is perfect for packing picnics and enjoying days building sandcastles with the kids. For surfers, Cisco beach can’t be beat with heavy surf and on-duty lifeguards. For those just looking to get away, Madaket is your beach. As far west from town as you can get on the island, take the scenic bike path to this beach and enjoy beautiful sunsets, but be warned the surf here can be very heavy.

WIMCO Insider Information: Make sure to check out the island festivals and festivities during your stay. The Daffodil Festival in April, the Wine Festival in May, the Film Festival in June, the Comedy Festival in July, and the annual Boston Pops Concert in August mean that there is always something to do on Nantucket.

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