14 days in Boston & Maine Itinerary

14 days in Boston & Maine Itinerary

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Route & dates

14 days in Boston & Maine Itinerary

Start: Johannesburg
Fly:  20​h 45​min
1
Boston
— 2 nights
Fly:  4​h 15​min
2
Bar Harbor, Mount Desert Island
— 3 nights
Drive:  2​h
3
Camden
— 2 nights
Drive:  1​h 15​min
4
Boothbay Harbor
— 2 nights
Drive:  1​h 15​min
5
Portland
— 3 nights
Fly:  22​h 30​min
End: Johannesburg

2
nights
Boston

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
On the 8th (Fri), explore the different monuments and memorials at Granary Burying Ground and then appreciate the history behind New England Holocaust Memorial. Get ready for a full day of sightseeing on the 9th (Sat): get engrossed in the history at The House of the Seven Gables and then get up close to creatures of the deep with a dolphin and whale watching tour.

To see reviews, ratings, maps, and more tourist information, go to the Boston trip app .

Johannesburg, South Africa to Boston is an approximately 21-hour combination of flight and bus. You can also do a combination of flight and train; or do a combination of flight and bus. The time zone difference when traveling from Johannesburg to Boston is minus 7 hours. In June, Boston is a bit warmer than Johannesburg - with highs of 28°C and lows of 17°C. Wrap up your sightseeing on the 10th (Sun) to allow time to travel to Bar Harbor.

Things to do in Boston

Historic Sites Tours Outdoors

Side Trips

Mount Auburn Cemetery, Dolphin & Whale Watching, The House of the Seven Gables
Highlights from your plan
Dolphin & Whale Watching
Mount Auburn Cemetery ©
Mount Auburn Cemetery
Freedom Trail ©
Freedom Trail

3
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Your cultural itinerary includes sights like The Seal Cove Auto Museum and Ship Harbor Nature Trail. Step off the beaten path and head to Bar Island Trails and Precipice Trail. There's still lots to do: trek along Great Head Trail, indulge your taste buds at CJ's Big Dipper, visit a coastal fixture at Egg Rock Light, and stroll through Flying Mountain Hiking Trail.

To find where to stay, ratings, photos, and tourist information, you can read our Bar Harbor trip planner .

Traveling by combination of bus and flight from Boston to Bar Harbor takes 4.5 hours. Alternatively, you can drive; or take a bus. Prepare for little chillier weather when traveling from Boston in June: high temperatures in Bar Harbor hover around 23°C and lows are around 13°C. Wrap up your sightseeing on the 13th (Wed) to allow time to drive to Camden.

Things to do in Bar Harbor

Outdoors Parks Trails

Side Trips

Acadia National Park, Flying Mountain Hiking Trail, Ship Harbor Nature Trail, The Seal Cove Auto Museum
Highlights from your plan
Great Head Trail ©
Great Head Trail
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum
Ship Harbor Nature Trail ©
Ship Harbor Nature Trail

2
nights
Camden

Camden ©
Camden is a town in Knox County, Maine, United States. On the 14th (Thu), examine the collection at Owls Head Transportation Museum, then learn about winemaking at Breakwater Vineyards, then admire the majestic nature at Owl's Head State Park, and finally make a trip to Curtis Island Light. Keep things going the next day: experience rural life at Savage Oakes Vineyard and Winery, then take an in-depth tour of General Henry Knox Museum / Montpelier, and then take your sightseeing to a higher altitude at Mount Battie.

To find maps, ratings, photos, and tourist information, read our Camden tour itinerary planner .

Getting from Bar Harbor to Camden by car takes about 2 hours. Other options: take a bus. In June, plan for daily highs up to 22°C, and evening lows to 13°C. Cap off your sightseeing on the 15th (Fri) early enough to go by car to Boothbay Harbor.

Things to do in Camden

Parks Nature Wineries

Side Trips

Owls Head, General Henry Knox Museum / Montpelier, Owl's Head State Park, Savage Oakes Vineyard and Winery
Highlights from your plan
Owls Head Transportation Museum ©
Owls Head Transportation Museum
General Henry Knox Museum / Montpelier ©
Mount Battie ©
Mount Battie

2
nights
Boothbay Harbor

Boothbay Harbor ©
Boothbay Harbor is a town in Lincoln County, Maine, United States. Start off your visit on the 16th (Sat): stop by Coastal Maine Popcorn Co, then look for gifts at Maine Coast Book Shop and Cafe, then enjoy the sea views from Pemaquid Point Lighthouse, and finally kick back and relax at Pemaquid Beach Park. Keep things going the next day: look for all kinds of wild species at Ovens Mouth Preserves, explore the historical opulence of Castle Tucker, and then examine the collection at Peary-MacMillan Arctic Museum.

To see ratings, reviews, maps, and other tourist information, read Boothbay Harbor online trip itinerary planner .

You can drive from Camden to Boothbay Harbor in 1.5 hours. Another option is to do a combination of bus and taxi. In June, plan for daily highs up to 26°C, and evening lows to 13°C. Wrap up your sightseeing on the 17th (Sun) to allow time to drive to Portland.

Things to do in Boothbay Harbor

Parks Beaches Historic Sites

Side Trips

Bristol, Peary-MacMillan Arctic Museum, Castle Tucker, Ovens Mouth Preserves, Maine Coast Book Shop and Cafe
Highlights from your plan
Pemaquid Point Lighthouse ©
Pemaquid Point Lighthouse
Peary-MacMillan Arctic Museum ©
Peary-MacMillan Arctic Museum
Castle Tucker ©
Castle Tucker

3
nights
Portland

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.
Relax by the water at Ogunquit Beach and Kennebunk Beach. Eschew the tourist crowds and head to Parson's Beach and Wells Reserve at Laudholm. Get out of town with these interesting Portland side-trips: Maine Wildlife Park (in Gray) and Marginal Way Walkway (in Ogunquit).

To see maps, traveler tips, where to stay, and more tourist information, refer to the Portland vacation builder website .

Traveling by car from Boothbay Harbor to Portland takes 1.5 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of taxi and train. In June, daytime highs in Portland are 26°C, while nighttime lows are 14°C. Cap off your sightseeing on the 20th (Wed) early enough to travel back home.

Things to do in Portland

Parks Beaches Outdoors

Side Trips

Ogunquit, Maine Wildlife Park, Wells Reserve at Laudholm, Kennebunk Beach, Parsons Beach
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Maine Wildlife Park ©
Maine Wildlife Park
Wells Reserve at Laudholm ©
Wells Reserve at Laudholm

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