18 days in United States Itinerary

18 days in United States Itinerary

Created using Inspirock United States travel planner

This plan was created by another user.  Make it your plan

Route & dates

18 days in United States Itinerary

Start: Boston
1
Boston
— 1 night
Drive:  1​h 45​min
2
Kennebunkport
— 1 night
Drive:  2​h 15​min
3
Augusta
— 1 night
Drive:  1​h 30​min
4
Portland
— 2 nights
Drive:  3​h 15​min
5
Bar Harbor
— 3 nights
+2
Drive + Fly + Drive:  5​h 45​min
6
Jamestown
— 1 night
Drive:  3​h 15​min
7
New Shoreham
— 3 nights
Drive:  2​h 15​min
8
Providence
— 2 nights
Drive:  3​h 30​min
9
Vineyard Haven
— 3 nights
Drive:  4​h 30​min
End: Boston

1
night
Boston

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.
Satisfy your inner culture vulture at Cape Neddick Nubble Lighthouse and Plimoth Plantation. You'll discover tucked-away gems like Ogunquit Beach and The Elms. You'll find plenty of places to visit near Boston: Strawbery Banke Museum (in Portsmouth), Provincetown (Race Point Beach, Pilgrim Monument & Provincetown Museum, & more) and WaterFire Providence (in Providence). There's much more to do: admire the striking features of Marble House, kick back and relax at Long Sands Beach, explore and take pictures at Fort Adams State Park, and pause for some serene contemplation at Trinity Church.

To see other places to visit, maps, traveler tips, and more tourist information, you can read our Boston trip planner .

In October, daily temperatures in Boston can reach 64°F, while at night they dip to 50°F. Finish your sightseeing early on the 13th (Sat) so you can travel back home.

Things to do in Boston

Parks Outdoors Tours

1
night
Kennebunkport

Kennebunkport ©
Kennebunkport is a town in York County, Maine, United States. Start off your visit on the 8th (Mon): tour the pleasant surroundings at Kennebunk Beach and then enjoy the sand and surf at Footbridge Beach.

For maps, photos, reviews, and more tourist information, read Kennebunkport day trip planner .

Traveling by car from Boston to Kennebunkport takes 2 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of train and taxi. Expect slightly colder evenings in Kennebunkport when traveling from Boston in October, with lows around 38°F. Finish up your sightseeing early on the 9th (Tue) so you can travel to Augusta.

Things to do in Kennebunkport

Parks Beaches Outdoors

Side Trip

Footbridge Beach
Highlights from your plan
Kennebunk Beach ©
Kennebunk Beach

1
night
Augusta

Augusta ©
Augusta is the capital of the U.S. Kick off your visit on the 9th (Tue): examine the collection at Sonny's Museum, then contemplate in the serene atmosphere at Basilica of Saints Peter and Paul, then see the interesting displays at Nickels-Sortwell House, and finally step into the grandiose world of Castle Tucker. On the 10th (Wed), you'll have a packed day of sightseeing: look for gifts at Scrummy Afters Candy Shoppe and then learn about winemaking at Ricker's Hard Cider.

To find reviews, maps, ratings, and tourist information, read our Augusta driving holiday planner .

You can drive from Kennebunkport to Augusta in 1.5 hours. In October, plan for daily highs up to 60°F, and evening lows to 43°F. Wrap up your sightseeing by early afternoon on the 10th (Wed) to allow enough time to travel to Portland.

Things to do in Augusta

Historic Sites Museums Wineries

Side Trips

Wiscasset, Ricker's Hard Cider, Scrummy Afters Candy Shoppe, Basilica of Saints Peter and Paul
Highlights from your plan
Castle Tucker ©
Castle Tucker
Nickels-Sortwell House ©
Nickels-Sortwell House
Basilica of Saints Peter and Paul ©
Basilica of Saints Peter and Paul

2
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.
On the 10th (Wed), visit a coastal fixture at Cape Elizabeth Light. Get ready for a full day of sightseeing on the next day: admire the majestic nature at Reid State Park, visit a coastal fixture at Spring Point Ledge Lighthouse, and then visit a coastal fixture at Portland Breakwater Lighthouse.

Use Inspirock's suggestions to plan your Portland trip and find the best activities and attractions for your vacation.

You can drive from Augusta to Portland in an hour. In October, plan for daily highs up to 62°F, and evening lows to 43°F. Finish your sightseeing early on the 12th (Fri) so you can drive to Bar Harbor.

Things to do in Portland

Historic Sites Parks Nature

Side Trips

South Portland, Fort Popham State Historic Site, Reid State Park, Cape Elizabeth Light, Bowdoin College Museum of Art
Highlights from your plan
Reid State Park ©
Reid State Park
Spring Point Ledge Lighthouse ©
Spring Point Ledge Lighthouse
Portland Breakwater Lighthouse ©
Portland Breakwater Lighthouse

3
nights
Bar Harbor

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 13th (Sat): examine the collection at The Seal Cove Auto Museum, appreciate the extensive heritage of Ship Harbor Nature Trail, and then kick back and relax at Echo Lake Beach. Get ready for a full day of sightseeing on the 14th (Sun): enjoy the sea views from Egg Rock Light, then admire the natural beauty at Asticou Terraces / Thuya Garden, then take in the spiritual surroundings of St. Saviour's Church :, and finally stroll through Agamont Park.

For more things to do, photos, other places to visit, and more tourist information, refer to the Bar Harbor travel route planner.

Drive from Portland to Bar Harbor in 3.5 hours. Alternatively, you can take a bus. In October, daytime highs in Bar Harbor are 59°F, while nighttime lows are 42°F. On the 15th (Mon), wrap the sightseeing up by early afternoon so you can travel to Jamestown.

Things to do in Bar Harbor

Parks Outdoors Historic Sites

Side Trips

Acadia National Park, Ship Harbor Nature Trail, The Seal Cove Auto Museum, Asticou Terraces / Thuya Garden
Highlights from your plan
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum
Ship Harbor Nature Trail ©
Ship Harbor Nature Trail
Egg Rock Light ©
Egg Rock Light

1
night
Jamestown

Jamestown ©
Jamestown is a town in Newport County, Rhode Island in the United States. Start off your visit on the 16th (Tue): take an in-depth tour of Jamestown Fire Memorial Museum, take in the exciting artwork at The Glass Station, then tour the pleasant surroundings at Narragansett Beach, and finally steep yourself in history at Smith's Castle.

To see photos, maps, ratings, and more tourist information, you can read our Jamestown trip planner .

Getting from Bar Harbor to Jamestown by car takes about 6 hours. Other options: fly. Traveling from Bar Harbor in October, you can expect nighttime temperatures to be a bit warmer in Jamestown, with lows of 50°F. Finish up your sightseeing early on the 16th (Tue) so you can travel to New Shoreham.

Things to do in Jamestown

Museums Parks Beaches

Side Trips

The Glass Station, Narragansett Beach, Smith's Castle
Highlights from your plan
Smith's Castle ©
Smith's Castle
Narragansett Beach ©
Narragansett Beach
Jamestown Fire Memorial Museum ©
Jamestown Fire Memorial Museum

3
nights
New Shoreham

New Shoreham ©
New Shoreham is a town in Washington County, Rhode Island, United States. On the 17th (Wed), visit a coastal fixture at South East Lighthouse, then buy something for everyone on your list at Clayhead Salon & Spa, then take an in-depth tour of Block Island Historical Society, and finally enjoy the sand and surf at Coast Guard Beach. Keep things going the next day: visit a coastal fixture at North Lighthouse, trek along Clayhead Nature Trail, then get lost in a book at Island Free Library, and finally look for gifts at Block Island Trading Company.

For traveler tips, where to stay, reviews, and tourist information, read New Shoreham trip builder tool .

Drive from Jamestown to New Shoreham in 2 hours. In October, daytime highs in New Shoreham are 63°F, while nighttime lows are 53°F. Wrap up your sightseeing by early afternoon on the 19th (Fri) to allow time for travel to Providence.

Things to do in New Shoreham

Parks Outdoors Beaches
Highlights from your plan
South East Lighthouse ©
South East Lighthouse
North Lighthouse ©
North Lighthouse
Mohegan Bluffs ©
Mohegan Bluffs

2
nights
Providence

Providence ©
Providence has undergone a major upgrade in recent years, transforming from a rough-around-the-edges industrial city into an epicenter of culture.
On the 19th (Fri), explore and take pictures at Brown University. Get ready for a full day of sightseeing on the next day: steep yourself in history at Crescent Park Looff Carousel, then stroll the grounds of Swan Point Cemetery, then admire the striking features of Providence Athenaeum, and finally appreciate the extensive heritage of Benefit Street.

To find photos, ratings, more things to do, and other tourist information, go to the Providence trip maker site .

Traveling by combination of ferry and train from New Shoreham to Providence takes 2.5 hours. Alternatively, you can do a combination of ferry and bus. Traveling from New Shoreham in October, Providence is slightly colder at night with lows of 47°F. Wrap up your sightseeing by early afternoon on the 21st (Sun) to allow time for travel to Vineyard Haven.

Things to do in Providence

Historic Sites Parks Nature

Side Trips

Crescent Park Looff Carousel, Colt State Park
Highlights from your plan
Crescent Park Looff Carousel ©
Crescent Park Looff Carousel
Benefit Street ©
Benefit Street
Swan Point Cemetery ©
Swan Point Cemetery

3
nights
Vineyard Haven

Vineyard Haven ©
Vineyard Haven is a community within the town of Tisbury on Martha's Vineyard in Dukes County, Massachusetts, United States. Start off your visit on the 22nd (Mon): kick back and relax at Joseph Sylvia State Beach, then don't miss a visit to Katama Airfield, and then visit a coastal fixture at Aquinnah Lighthouse. On the 23rd (Tue), you'll have a packed day of sightseeing: see the interesting displays at Cottage Museum, then kick back and relax at Inkwell Beach, and then stroll through Oak Bluffs Town Beach.

You can plan Vineyard Haven trip in no time by asking Inspirock to help create your itinerary.

Traveling by car from Providence to Vineyard Haven takes 2.5 hours. In October, plan for daily highs up to 65°F, and evening lows to 46°F. On the 24th (Wed), you'll have the morning to explore before heading back home.

Things to do in Vineyard Haven

Parks Beaches Outdoors

Side Trips

Oak Bluffs, Aquinnah Lighthouse, Katama Airfield
Highlights from your plan
Oak Bluffs Town Beach ©
Oak Bluffs Town Beach
Cottage Museum ©
Cottage Museum
Katama Airfield ©
Katama Airfield

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