60 days in New England Itinerary

Eschew the tourist crowds and head to Minute Man National Historical Park and Good Harbor Beach. We've included these beaches for you: Crane Beach and Hampton Beach State Park. Get out of town with these interesting Gloucester side-trips: Salem (Pickering Wharf, The House of the Seven Gables, &more), Concord (Walden Pond State Reservation, Sleepy Hollow Cemetery, &more) and USS Albacore Museum (in Portsmouth). The adventure continues: kick back and relax at Wingaersheek Beach, immerse yourself in nature at Halibut Point State Park, see the interesting displays at Salem Witch Museum, and see majestic marine mammals with a dolphin and whale watching tour.

For ratings, traveler tips, and tourist information, go to the Gloucester journey planning tool.

Durban, South Africa to Gloucester is an approximately 25-hour combination of flight and car. The time zone difference when traveling from Durban to Gloucester is minus 7 hours. Expect a daytime high around 31°C in August, and nighttime lows around 19°C. Finish up your sightseeing early on the 7th (Mon) so you can go by car to Kennebunkport.

Your inner history buff will appreciate Marginal Way Walkway and Strawbery Banke Museum. Step off the beaten path and head to Wells Beach and Long Sands Beach. Change things up with these side-trips from Kennebunkport: Fisherman's Walk (in York Harbor), Mount Agamenticus (in York) and Short Sands Beach (in York Beach).

For photos and tourist information, go to the Kennebunkport trip website.

Traveling by car from Gloucester to Kennebunkport takes 2 hours. Alternatively, you can drive; or do a combination of train and bus; or do a combination of train and bus. Expect a bit cooler evenings in Kennebunkport when traveling from Gloucester in August, with lows around 14°C. Wrap up your sightseeing on the 12th (Sat) to allow time to drive to Lincoln.

Get some historical perspective at Billings Farm & Museum and Saint-Gaudens National Historic Site. Visiting Quechee Gorge and Franconia Notch State Park will get you outdoors. Change things up with these side-trips from Lincoln: Rocky Gorge (in Albany), FH Gillingham & Sons General Store (in Woodstock) and Vermont Institute of Natural Science (VINS) (in Quechee). And it doesn't end there: delve into the lush surroundings at White Mountain National Forest, take in the dramatic scenery at Sabbaday Falls, see Off-Road Tours, and explore the fascinating underground world of Polar Caves Park.

For more things to do, where to stay, other places to visit, and more tourist information, refer to the Lincoln travel route app.

You can drive from Kennebunkport to Lincoln in 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. August in Lincoln sees daily highs of 30°C and lows of 14°C at night. Wrap up your sightseeing on the 18th (Fri) early enough to drive to Pittsfield.

Your cultural itinerary includes sights like The Mount, Edith Wharton's Home and Emily Dickinson Museum. Historic Deerfield and Herman Melville's Arrowhead will appeal to history buffs. Change things up with these side-trips from Pittsfield: Bromley Mountain (in Peru), Williamstown (Williams College Museum of Art & The Clark Art Institute) and Hildene, The Lincoln Family Home (in Manchester).

For maps, traveler tips, ratings, and more tourist information, use the Pittsfield day trip planning website.

Drive from Lincoln to Pittsfield in 4 hours. In August, plan for daily highs up to 29°C, and evening lows to 15°C. Finish up your sightseeing early on the 25th (Fri) so you can travel to New Shoreham.

Step out of the city life by going to Mohegan Bluffs and Ballard's Beach. Deepen your sense of the past at sights like South East Lighthouse and North Lighthouse.

To see traveler tips, more things to do, and more tourist information, read New Shoreham online tour planner.

You can drive from Pittsfield to New Shoreham in 4.5 hours. Alternatively, you can travel. Traveling from Pittsfield in August, plan for somewhat warmer nights in New Shoreham, with lows around 21°C. Cap off your sightseeing on the 28th (Mon) early enough to catch the ferry to Newport.

Get some historical perspective at Cliff Walk and Beavertail Lighthouse and Park. Visit Narragansett Beach and Scarborough State Beaches (North and South) for some beach relaxation. Venture out of the city with trips to Lizzie Borden House (in Fall River), Colt State Park (in Bristol) and New Bedford Whaling Museum (in New Bedford). And it doesn't end there: pause for some serene contemplation at St. Mary's Catholic Church, stroll through Fort Adams State Park, examine the collection at The Submarine Force Museum, and enjoy the sand and surf at Roger W. Wheeler State Beach.

To see other places to visit, more things to do, where to stay, and more tourist information, go to the Newport day trip planner.

Getting from New Shoreham to Newport by ferry takes about 2 hours. Other options: do a combination of ferry and taxi. In August, plan for daily highs up to 30°C, and evening lows to 20°C. Finish your sightseeing early on the 4th (Mon) so you can fly to Bar Harbor.

Visit Sand Beach and Echo Lake Beach for some beach relaxation. Satisfy your inner culture vulture at Ship Harbor Nature Trail and Somesville Historical Museum and Gardens. Step out of Bar Harbor to go to Southwest Harbor and see Wonderland Trail, which is approximately 32 minutes away.

To find reviews, where to stay, ratings, and more tourist information, refer to the Bar Harbor vacation planner.

You can fly from Newport to Bar Harbor in 3 hours. Other options are to drive; or take a bus. Traveling from Newport in September, expect little chillier with lows of 13°C in Bar Harbor. Finish up your sightseeing early on the 11th (Mon) so you can go by car to Rockland.

Visit Pemaquid Point Lighthouse and Rockland Breakwater Light for their historical value. Your cultural itinerary includes sights like Farnsworth Art Museum and Marshall Point Lighthouse Museum. You'll find plenty of places to visit near Rockland: Doubling Point Lighthouse (in Arrowsic), Maine Maritime Museum (in Bath) and Popham Beach State Park (in Phippsburg).

For where to stay, ratings, reviews, and other tourist information, you can read our Rockland trip maker app.

Getting from Bar Harbor to Rockland by car takes about 2.5 hours. Other options: take a bus. In September in Rockland, expect temperatures between 24°C during the day and 12°C at night. Cap off your sightseeing on the 16th (Sat) early enough to catch the flight to Nantucket.

Get in touch with nature at Madaket Beach and Surfside Beach. Your inner history buff will appreciate Brant Point Lighthouse and Sankaty Head Lighthouse.

To see photos, maps, other places to visit, and more tourist information, refer to the Nantucket holiday planner.

Traveling by flight from Rockland to Nantucket takes 4.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. Traveling from Rockland in September, Nantucket is a bit warmer at night with lows of 17°C. Wrap up your sightseeing on the 21st (Thu) early enough to travel to Dennis.

Do some cultural sightseeing at Chatham Lighthouse and First Encounter Beach. Your itinerary includes some good beach time at Herring Cove Beach and Nauset Beach. Get out of town with these interesting Dennis side-trips: Cape Cod Provincelands Trail (in Provincetown), Wellfleet (Mass Audubon Wellfleet Bay Wildlife Sanctuary, Fishing Charters & Tours, &more) and Falmouth (Highfield Hall & Gardens & Shining Sea Bikeway).

For photos, more things to do, other places to visit, and more tourist information, read Dennis online road trip planner.

Getting from Nantucket to Dennis by combination of ferry and taxi takes about 2 hours. Other options: fly. In September, daily temperatures in Dennis can reach 26°C, while at night they dip to 16°C. Finish your sightseeing early on the 28th (Thu) so you can travel back home.