50 days in United States Itinerary

50 days in United States Itinerary

Created using Inspirock United States trip planner

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Route & dates

50 days in United States Itinerary

Start: Boston
train:  1​h
1
Plymouth
— 2 nights
Drive:  1​h
2
Tiverton
— 1 day
Drive:  30​min
3
Little Compton
— 1 night
Drive:  45​min
4
Middletown
— 2 nights
Drive:  15​min
5
Newport
— 9 nights
Drive:  2​h
6
New Shoreham, Block Island
— 6 nights
Drive:  1​h 45​min
7
Narragansett
— 2 nights
Drive:  45​min
8
Cranston
— 1 night
Drive:  1​h
9
Misquamicut
— 2 nights
Drive:  30​min
10
Charlestown
— 9 nights
Drive:  1​h
11
Providence
— 2 nights
Drive:  45​min
12
Jamestown
— 1 night
Drive:  1​h 45​min
13
West Brookfield
— 1 night
Drive:  1​h
14
Wellesley
— 1 night
Drive:  2​h 30​min
15
Greenport
— 2 nights
Drive:  1​h 45​min
16
Thompson
— 1 night
+2
Drive + Fly + Drive:  10​h
17
Clearwater
— 3 nights
Drive:  45​min
18
St. Petersburg
— 3 nights
Fly:  5​h 45​min
End: Boston

2
nights
Plymouth

Plymouth ©
Rightly calling itself "America's Hometown," Plymouth holds a prominent place in the nation's history and culture as the site of the first Puritan colony.
Your day-by-day itinerary now includes Dolphin & Whale Watching. On the 7th (Sun), get engrossed in the history at Plimoth Plantation, then get interesting insight from Tours, and then pause for some photo ops at Plymouth Rock. Here are some ideas for day two: see the interesting displays at Heritage Museums & Gardens, then enjoy the sand and surf at Craigville Beach, then see the interesting displays at Sandwich Glass Museum, and finally contemplate the long history of Mayflower II.

To find photos, more things to do, other places to visit, and more tourist information, refer to the Plymouth trip planner .

Boston to Plymouth is an approximately 1-hour train ride. You can also drive; or take a bus. Expect a daytime high around 76°F in June, and nighttime lows around 56°F. Cap off your sightseeing on the 9th (Tue) early enough to go by car to Tiverton.

Things to do in Plymouth

Museums Outdoors Wildlife

Side Trips

Sandwich, Craigville Beach
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum
Plimoth Plantation ©
Plimoth Plantation

1
day
Tiverton

Tiverton ©
Tiverton is a town in Newport County, Rhode Island, United States. On the 9th (Tue), steep yourself in history at Lizzie Borden House, examine the collection at Battleship Cove, and then kick back and relax at Fogland Beach.

To find photos, more things to do, and other tourist information, use the Tiverton trip planner .

Traveling by car from Plymouth to Tiverton takes an hour. In June in Tiverton, expect temperatures between 73°F during the day and 58°F at night. Finish your sightseeing early on the 9th (Tue) so you can travel to Little Compton.

Things to do in Tiverton

Museums Parks Historic Sites

Side Trip

Fall River
Highlights from your plan
Lizzie Borden House ©
Lizzie Borden House
Battleship Cove ©
Battleship Cove
Fogland Beach ©
Fogland Beach

1
night
Little Compton

Little Compton ©
Little Compton is a town in Newport County, Rhode Island, United States. Start off your visit on the 10th (Wed): look for all kinds of wild species at Allens Pond Wildlife Sanctuary, savor the flavors at Westport Rivers Vineyard & Winery, and then learn about winemaking at Carolyn's Sakonnet Vineyard.

To see more things to do, where to stay, maps, and other tourist information, go to the Little Compton trip itinerary planner .

Little Compton is just a short distance from Tiverton. In June, daytime highs in Little Compton are 73°F, while nighttime lows are 58°F. Finish up your sightseeing early on the 10th (Wed) so you can travel to Middletown.

Things to do in Little Compton

Wineries Parks Wildlife

Side Trip

Westport
Highlights from your plan
Carolyn's Sakonnet Vineyard ©
Carolyn's Sakonnet Vineyard
Westport Rivers Vineyard & Winery ©
Westport Rivers Vineyard & Winery

2
nights
Middletown

Middletown ©
Middletown is a town in Newport County, Rhode Island, United States. Start off your visit on the 11th (Thu): explore the wealth of natural beauty at Sachuest Point National Wildlife Refuge and then savor the flavors at Newport Vineyards. Keep things going the next day: enjoy the sand and surf at Sachuest Beach (Second Beach), then contemplate the long history of Boyd's Wind Grist Mill, then examine the collection at Newport Car Museum, and finally trek along Purgatory Chasm.

Plan my Middletown trip by asking Inpirock to come up with tips and suggestions.

Traveling by car from Little Compton to Middletown takes an hour. In June in Middletown, expect temperatures between 73°F during the day and 58°F at night. Cap off your sightseeing on the 12th (Fri) early enough to go by car to Newport.

Things to do in Middletown

Parks Wildlife Nature

Side Trip

Newport Car Museum
Highlights from your plan
Sachuest Point National Wildlife Refuge ©
Newport Car Museum ©
Newport Car Museum
Newport Vineyards ©
Newport Vineyards

9
nights
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Your inner history buff will appreciate Cliff Walk and The Elms. Escape the urban bustle at Ocean Drive Historic District and Brenton Point State Park. And it doesn't end there: see the interesting displays at The Breakers, admire the masterpieces at National Museum of American Illustration, take in the exciting artwork at Thames Glass, and admire the landmark architecture of Marble House.

To see more things to do and tourist information, read our Newport trip planner .

Newport is just a short distance from Middletown. In June in Newport, expect temperatures between 73°F during the day and 58°F at night. Finish up your sightseeing early on the 21st (Sun) so you can go by car to New Shoreham.

Things to do in Newport

Historic Sites Parks Outdoors
Highlights from your plan
The Breakers ©
The Breakers
Ocean Drive Historic District ©
Ocean Drive Historic District

6
nights
New Shoreham, Block Island

New Shoreham ©
New Shoreham is a town in Washington County, Rhode Island, United States. Get some historical perspective at South East Lighthouse and North Lighthouse. Head to Jessie Edwards Studio and Clayhead Salon & Spafor some retail therapy. There's still lots to do: explore the striking landscape at Mohegan Bluffs, get a taste of the local shopping with Spring Street Gallery, look for all kinds of wild species at Nathan Mott Park, and take a memorable tour with Tours.

To find ratings, photos, more things to do, and more tourist information, read New Shoreham driving holiday planner.

Traveling by car from Newport to New Shoreham takes 2 hours. June in New Shoreham sees daily highs of 70°F and lows of 59°F at night. Finish your sightseeing early on the 27th (Sat) so you can drive to Narragansett.

Things to do in New Shoreham

Parks Outdoors Beaches

Side Trip

Abrams Animal Farm
Highlights from your plan
Mohegan Bluffs ©
Mohegan Bluffs
Fred Benson Town Beach ©
Fred Benson Town Beach
South East Lighthouse ©
South East Lighthouse

2
nights
Narragansett

Narragansett ©
Narragansett is a town in Washington County, Rhode Island, United States. Start off your visit on the 28th (Sun): delve into the lush surroundings at Kinney Azalea Garden, then enjoy the sand and surf at Roger W. Wheeler State Beach, then tour the pleasant surroundings at Scarborough State Beaches (North and South), and finally kick back and relax at Narragansett Beach. Keep things going the next day: view the masterpieces at The Glass Station, cast your line with a fishing tour, and then contemplate the long history of Wickford Village.

To find photos, traveler tips, maps, and more tourist information, read Narragansett trip planning website .

Getting from New Shoreham to Narragansett by car takes about 2 hours. In June in Narragansett, expect temperatures between 73°F during the day and 58°F at night. Finish your sightseeing early on the 29th (Mon) so you can travel to Cranston.

Things to do in Narragansett

Outdoors Parks Beaches

Side Trips

The Glass Station, Kinney Azalea Garden, Wickford Village
Highlights from your plan
Roger W. Wheeler State Beach ©
Roger W. Wheeler State Beach
Fishing Charters & Tours

1
night
Cranston

Cranston ©
Cranston, once known as Pawtuxet, is a city in Providence County, Rhode Island, United States. Your day-by-day itinerary now includes Pawtuxet Village as well as Garden City Center. Start off your visit on the 22nd (Mon): take a stroll through Pawtuxet Village, take in the exciting artwork at Clever Hand Gallery, look for all kinds of wild species at East Over Reservation, then admire the majestic nature at Colt State Park, and finally browse the different shops at Garden City Center.

To see where to stay, ratings, traveler tips, and more tourist information, use the Cranston online road trip planner .

Getting from New Shoreham to Cranston by car takes about 2.5 hours. While traveling from New Shoreham, expect a bit warmer days and about the same nights in Cranston, ranging from highs of 78°F to lows of 59°F. On the 23rd (Tue), wrap the sightseeing up by early afternoon so you can drive back home.

Things to do in Cranston

Parks Wildlife Neighborhoods

Side Trips

Clever Hand Gallery, Colt State Park, East Over Reservation
Highlights from your plan
East Over Reservation ©
East Over Reservation
Colt State Park ©
Colt State Park
Clever Hand Gallery ©
Clever Hand Gallery

2
nights
Misquamicut

Misquamicut ©
Start off your visit on the 1st (Wed): see the interesting displays at Mystic Seaport Museum, then contemplate the long history of Olde Mistick Village, then don't miss a visit to Mystic & Shoreline Visitor Information Center, and finally enjoy the sand and surf at Misquamicut State Beach.

Plan my trip to Misquamicut with suggested itineraries provided by Inspirock.

You can drive from Cranston to Misquamicut in an hour. Expect a daytime high around 74°F in June, and nighttime lows around 58°F. On the 2nd (Thu), wrap the sightseeing up by early afternoon so you can travel to Charlestown.

Things to do in Misquamicut

Museums Parks Casinos

Side Trips

Mystic, Foxwoods Resort Casino
Highlights from your plan
Mystic Seaport Museum ©
Mystic Seaport Museum
Misquamicut State Beach ©
Misquamicut State Beach
Foxwoods Resort Casino ©
Foxwoods Resort Casino

9
nights
Charlestown

Charlestown ©
Charlestown is a town in Washington County, Rhode Island, United States. Take a break from the city and head to Charlestown Town Beach and Blue Shutters Beach. Relax by the water at East Beach and South Kingstown Town Beach.. Take a break from Charlestown with a short trip to Tomaquag Museum in Exeter, about 36 minutes away. And it doesn't end there: look for gifts at Fantastic Umbrella Factory, hike along Arcadia Management Area, tour the pleasant surroundings at East Matunuck State Beach, and identify plant and animal life at Trustom Pond National Wildlife Refuge.

For more things to do, reviews, traveler tips, and other tourist information, use the Charlestown road trip planner .

Charlestown is just a short distance from Misquamicut. In July in Charlestown, expect temperatures between 81°F during the day and 66°F at night. On the 11th (Sat), you'll travel to Providence.

Things to do in Charlestown

Parks Outdoors Beaches

Side Trips

South Kingstown, Festival Farm, Trustom Pond National Wildlife Refuge, Tomaquag Museum, Arcadia Management Area
Highlights from your plan
Charlestown Town Beach ©
Charlestown Town Beach
East Matunuck State Beach ©
East Matunuck State Beach
Arcadia Management Area ©
Arcadia Management Area

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.
Start off your visit on the 12th (Sun): explore the world behind art at RISD Museum, then admire nature's wide array of creatures at Roger Williams Park Zoo, and then appreciate the extensive heritage of Historic Federal Hill. On the 13th (Mon), you'll have a packed day of sightseeing: stroll the grounds of Swan Point Cemetery, steep yourself in history at Lippitt House Museum, then appreciate the extensive heritage of Benefit Street, and finally admire the landmark architecture of Providence Performing Arts Center.

To see other places to visit, ratings, traveler tips, and more tourist information, read Providence visit planner .

Traveling by car from Charlestown to Providence takes an hour. July in Providence sees daily highs of 84°F and lows of 66°F at night. Finish your sightseeing early on the 13th (Mon) to allow enough time to drive to Jamestown.

Things to do in Providence

Historic Sites Parks Neighborhoods
Highlights from your plan
Benefit Street ©
Benefit Street
RISD Museum ©
RISD Museum
Swan Point Cemetery ©
Swan Point Cemetery

1
night
Jamestown

Jamestown ©
Jamestown is a town in Newport County, Rhode Island in the United States. Kick off your visit on the 14th (Tue): snap pictures at Claiborne Pell Newport Bridge, then immerse yourself in nature at Fort Wetherill State Park, then visit a coastal fixture at Beavertail Lighthouse and Park, and finally look for all kinds of wild species at John H. Chafee Nature Preserve.

To see other places to visit, where to stay, ratings, and other tourist information, refer to the Jamestown trip builder tool .

Drive from Providence to Jamestown in an hour. In July, plan for daily highs up to 80°F, and evening lows to 66°F. Finish your sightseeing early on the 14th (Tue) so you can travel to West Brookfield.

Things to do in Jamestown

Parks Nature Wildlife

Side Trip

John H. Chafee Nature Preserve
Highlights from your plan
Beavertail Lighthouse and Park ©
Beavertail Lighthouse and Park
John H. Chafee Nature Preserve ©
John H. Chafee Nature Preserve
Fort Wetherill State Park ©
Fort Wetherill State Park

1
night
West Brookfield

West Brookfield ©
West Brookfield is a town in Worcester County, Massachusetts, United States. Your day-by-day itinerary now includes Rock House Reservation. Start off your visit on the 15th (Wed): stop by Wilton s Children Store, hunt for treasures at Brimfield Antiques Center, then identify plant and animal life at Rock House Reservation, and finally do a tasting at Hardwick Vineyard and Winery.

To find other places to visit, reviews, traveler tips, and other tourist information, read our West Brookfield online holiday planner .

You can drive from Jamestown to West Brookfield in 2 hours. In July, plan for daily highs up to 80°F, and evening lows to 63°F. Finish up your sightseeing early on the 15th (Wed) so you can travel to Wellesley.

Things to do in West Brookfield

Shopping Parks Wildlife

Side Trips

Ware, Brimfield Antiques Center
Highlights from your plan
Brimfield Antiques Center ©
Brimfield Antiques Center
Rock House Reservation ©
Rock House Reservation
Wilton s Children Store ©
Wilton s Children Store

1
night
Wellesley

Wellesley ©
Wellesley is a town in Norfolk County, Massachusetts, United States. You've now added Lake Waban to your itinerary. Kick off your visit on the 16th (Thu): stop by Brookline Booksmith, admire the majestic nature at Walden Pond State Reservation, and then contemplate the waterfront views at Lake Waban.

To find reviews, where to stay, and other tourist information, use the Wellesley day trip planning website .

You can drive from West Brookfield to Wellesley in 1.5 hours. In July, daily temperatures in Wellesley can reach 84°F, while at night they dip to 62°F. Finish your sightseeing early on the 16th (Thu) so you can travel to Greenport.

Things to do in Wellesley

Parks Nature Historic Sites

Side Trips

Walden Pond State Reservation, Brookline Booksmith
Highlights from your plan
Lake Waban ©
Lake Waban
Walden Pond State Reservation ©
Walden Pond State Reservation
Brookline Booksmith ©
Brookline Booksmith

2
nights
Greenport

Greenport ©
Nestled on the north fork of Long Island within a pastoral landscape of farms and vineyards, Greenport is a historic village best known for its waterfront walkway with a 36-horse vintage carousel as its centerpiece.
Kontokosta Winery has been added to your itinerary. Start off your visit on the 17th (Fri): kick back and relax at Cooper's Beach, then view the masterpieces at Alex Ferrone Gallery, then do a tasting at Sannino Bella Vita Vineyard, and finally learn about winemaking at Kontokosta Winery. Here are some ideas for day two: explore the world behind art at Parrish Art Museum, look for all kinds of wild species at Mashomack Preserve, then steep yourself in history at Shelter Island Historical Society, and finally do a tasting at Sparkling Pointe Vineyards & Winery.

For traveler tips, ratings, more things to do, and more tourist information, you can read our Greenport trip builder .

You can drive from Wellesley to Greenport in 3.5 hours. Traveling from Wellesley in July, you will find days in Greenport are little chillier (79°F), and nights are about the same (67°F). Wrap up your sightseeing on the 18th (Sat) to allow time to travel to Thompson.

Things to do in Greenport

Wineries Parks Wildlife

Side Trips

Shelter Island, Cooper's Beach, Parrish Art Museum, Sparkling Pointe Vineyards & Winery, Alex Ferrone Gallery
Highlights from your plan
Kontokosta Winery ©
Kontokosta Winery
Mashomack Preserve ©
Mashomack Preserve
Cooper's Beach ©
Cooper's Beach

1
night
Thompson

Thompson ©
Thompson is a rural town in Windham County, Connecticut, United States. Fort Hill Farms has been added to your itinerary. On the 19th (Sun), contemplate the waterfront views at Lake Webster, then stop by Brown and Hopkins Country Store, and then relax in the rural setting at Fort Hill Farms.

To see reviews and other tourist information, you can read our Thompson online tour planner .

You can drive from Greenport to Thompson in 2.5 hours. In July in Thompson, expect temperatures between 81°F during the day and 63°F at night. Finish up your sightseeing early on the 19th (Sun) so you can travel to Clearwater.

Things to do in Thompson

Parks Nature Shopping

Side Trips

Brown and Hopkins Country Store, Lake Webster
Highlights from your plan
Lake Webster ©
Lake Webster
Brown and Hopkins Country Store ©
Brown and Hopkins Country Store
Fort Hill Farms ©
Fort Hill Farms

3
nights
Clearwater

Clearwater ©
Holding the record for most consecutive days of sunshine in a single year, Clearwater offers long sandy beaches and proximity to other major cities in the Tampa Bay area.
Your day-by-day itinerary now includes Aspirations Winery as well as Clearwater Beach. Get some cultural insight at Duncan McClellan Gallery and Maykel Art Gallery. Get outdoors at Siesta Beach and Dolphin & Whale Watching. Venture out of the city with trips to Sarasota (Sarasota National Cemetery & Save Our Seabirds). There's still lots to do: get some thrills out on the water with a waterskiing or jet-skiing adventure, observe the fascinating underwater world at Clearwater Marine Aquarium, do a tasting at Murielle Winery, and take a leisurely stroll along Pier 60.

For other places to visit, photos, maps, and other tourist information, you can read our Clearwater trip builder app .

The Route module can help you plan travel from Thompson to Clearwater. Prepare for somewhat warmer weather when traveling from Thompson in July: high temperatures in Clearwater hover around 90°F and lows are around 76°F. Wrap up your sightseeing on the 21st (Tue) to allow time to travel back home.

Things to do in Clearwater

Outdoors Parks Beaches

Side Trips

Sarasota, Maykel Art Gallery, Duncan McClellan Gallery, Siesta Beach
Highlights from your plan
Clearwater Beach ©
Clearwater Beach
Siesta Beach ©
Siesta Beach
Duncan McClellan Gallery ©
Duncan McClellan Gallery

3
nights
St. Petersburg

St. Petersburg ©
Located on a peninsula between Tampa Bay and the Gulf of Mexico, St.
Your day-by-day itinerary now includes The Dali Museum. Visiting Siesta Beach and Scuba & Snorkeling will get you outdoors. Get a sense of the local culture at Duncan McClellan Gallery and St. Petersburg Clay Company. And it doesn't end there: explore the world behind art at Imagine Museum, view the masterpieces at Jon Hair Monumental Sculpture, stroll through Saint Pete Beach, and pause for some serene contemplation at St. Jude the Apostle Cathedral Church.

For traveler tips, other places to visit, ratings, and tourist information, go to the St. Petersburg driving holiday tool .

Traveling by car from Clearwater to St. Petersburg takes an hour. Alternatively, you can take a bus. July in St. Petersburg sees daily highs of 90°F and lows of 79°F at night. Wrap up your sightseeing by early afternoon on the 26th (Sun) to allow time for travel back home.

Things to do in St. Petersburg

Museums Outdoors Parks

Side Trips

Saint Pete Beach, Siesta Beach
Highlights from your plan
Duncan McClellan Gallery ©
Duncan McClellan Gallery
Siesta Beach ©
Siesta Beach
The Dali Museum ©
The Dali Museum

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