12 days in New England Itinerary

Eastham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Step off the beaten path and head to Cape Cod National Seashore and Mass Audubon Wellfleet Bay Wildlife Sanctuary. Deepen your sense of the past at sights like Nauset Lighthouse and Captain Penniman House. There's still lots to do: cast your line with a fishing tour, tour the pleasant surroundings at Chatham Lighthouse Beach, and kick back and relax at Coast Guard Beach.

Klarna Trips's itinerary builder makes planning a Eastham trip simple and quick.

Atlanta to Eastham is an approximately 6-hour flight. You can also drive; or do a combination of bus and train. In September, Eastham is little chillier than Atlanta - with highs of 72°F and lows of 59°F. Wrap up your sightseeing on the 1st (Sun) early enough to travel to Nantucket.

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Start off your visit on the 2nd (Mon): visit a coastal fixture at Sankaty Head Lighthouse, learn about winemaking at Cisco Brewers, and then tour the pleasant surroundings at Madaket Beach.

For where to stay, more things to do, and other tourist information, read our Nantucket trip itinerary planning website.

Traveling by combination of taxi and ferry from Eastham to Nantucket takes 2.5 hours. Alternatively, you can do a combination of bus and ferry. In October, daily temperatures in Nantucket can reach 64°F, while at night they dip to 51°F. Wrap up your sightseeing on the 2nd (Mon) to allow time to fly to Bar Harbor.

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Step off the beaten path and head to Thunder Hole and Ocean Path. Visiting Sand Beach and Champlain Mountain & Beehive Loop Trail will get you outdoors. The adventure continues: hike along Bubble Rock, explore the striking landscape at Otter Cliff, explore the landscape on two wheels at Carriage Roads, and get a new perspective on things with Boat Tours & Water Sports.

For where to stay, other places to visit, more things to do, and more tourist information, read our Bar Harbor trip itinerary planning site.

Traveling by flight from Nantucket to Bar Harbor takes 5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. Traveling from Nantucket in October, things will get little chillier in Bar Harbor: highs are around 59°F and lows about 42°F. Cap off your sightseeing on the 6th (Fri) early enough to go by car to Rockland.

Rockland is a city in Knox County, Maine, in the United States. Start off your visit on the 7th (Sat): enjoy the sea views from Owls Head Lighthouse, visit a coastal fixture at Maine Lighthouse Museum, and then explore the world behind art at Farnsworth Art Museum. On the next day, head outdoors with Outdoor Activities, then enjoy the sea views from Rockland Breakwater Light, and then admire the majestic nature at Camden Hills State Park.

To see maps, other places to visit, photos, and more tourist information, go to the Rockland trip itinerary planning app.

Drive from Bar Harbor to Rockland in 2.5 hours. Alternatively, you can take a bus. In October, daytime highs in Rockland are 58°F, while nighttime lows are 42°F. Wrap up your sightseeing on the 8th (Sun) to allow time to drive to Portland.

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.

On the 9th (Mon), grab your bike and head to Eastern Promenade Trail, then cast your line with a fishing tour, and then revel in the low prices at L.L. Bean Factory Store. Here are some ideas for day two: kick back and relax at Wells Beach, identify plant and animal life at Rachel Carson National Wildlife Refuge, and then pause for some serene contemplation at St. Ann's Episcopal Church.

To find where to stay, traveler tips, maps, and more tourist information, refer to the Portland travel route site.

Getting from Rockland to Portland by car takes about 2 hours. Other options: take a bus; or do a combination of bus and train. October in Portland sees daily highs of 62°F and lows of 43°F at night. Finish your sightseeing early on the 10th (Tue) to allow enough time to fly back home.