25 days in East Coast of USA Itinerary

25 days in East Coast of USA Itinerary

Created using Inspirock East Coast of USA trip itinerary builder

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Route & dates

25 days in East Coast of USA Itinerary

Start: Tampa
Fly:  5​h
1
Newport
— 2 nights
Drive:  4​h 15​min
2
North Conway
— 3 nights
Drive:  2​h 15​min
3
Ogunquit
— 2 nights
Drive + ferry:  4​h
4
Nantucket
— 3 nights
+2
Fly + taxi + bus:  5​h 15​min
5
Charlottesville
— 1 night
Drive:  2​h 15​min
6
Williamsburg
— 2 nights
Drive:  2​h 30​min
7
Kill Devil Hills
— 2 nights
Drive:  1​h 30​min
8
Hatteras Island
— 2 nights
Drive + Fly:  7​h 45​min
9
Savannah
— 2 nights
Fly:  6​h 15​min
10
Key West
— 2 nights
Fly:  4​h 15​min
End: Tampa

2
nights
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Satisfy your inner culture vulture at The Elms and Isaac Bell House. Popular historic sites such as Cliff Walk and Cross Sound Ferry Lighthouse Cruises are in your itinerary. Step out of Newport to go to Mystic and see Mystic Seaport Museum, which is approximately 1h 05 min away. Next up on the itinerary: cruise along Ocean Drive Historic District and examine the collection at The Breakers.

To find ratings, more things to do, reviews, and other tourist information, refer to the Newport visit app .

Tampa to Newport is an approximately 5-hour combination of flight and bus. You can also drive; or take a bus. Expect colder weather when traveling from Tampa in October: highs in Newport hover around 64°F, while lows dip to 50°F. Finish your sightseeing early on the 10th (Wed) so you can drive to North Conway.

Things to do in Newport

Historic Sites Museums Outdoors

Side Trips

Cross Sound Ferry Lighthouse Cruises, Mystic Seaport Museum
Highlights from your plan
Ocean Drive Historic District ©
Ocean Drive Historic District
Isaac Bell House ©
Isaac Bell House
The Elms
The Elms

3
nights
North Conway

North Conway ©
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
Visit Flume Gorge and Kancamagus Highway for their historical value. Mount Washington Observatory Weather Discovery Center and The Gallery at WREN are good opportunities to explore the local culture. Explore the numerous day-trip ideas around North Conway: Seven Birches Winery (in Lincoln) and Mt Washington Auto Rd (in Gorham). The adventure continues: take in the dramatic scenery at Diana's Baths, take in the exciting artwork at The Cassidy Gallery At Jackson Village, and contemplate the waterfront views at Rocky Gorge.

To find maps, traveler tips, other places to visit, and more tourist information, refer to the North Conway trip itinerary site .

Traveling by car from Newport to North Conway takes 4.5 hours. Alternatively, you can do a combination of bus, flight, and car; or take a bus. Plan for little chillier nights when traveling from Newport in October since evenings lows in North Conway dip to 45°F. Wrap up your sightseeing on the 13th (Sat) to allow time to drive to Ogunquit.

Things to do in North Conway

Outdoors Parks Nature

Side Trips

Jackson, Mount Washington Auto Road, The Gallery at WREN, Seven Birches Winery, Flume Gorge
Highlights from your plan
Kancamagus Highway ©
Kancamagus Highway
Seven Birches Winery ©
Seven Birches Winery

2
nights
Ogunquit

Ogunquit ©
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Kick off your visit on the 14th (Sun): appreciate the extensive heritage of Marginal Way Walkway, then take in the dramatic natural features at Perkins Cove, then explore the world behind art at George Marshall Store Gallery, and finally enjoy the sea views from Cape Neddick Nubble Lighthouse. On your second day here, appreciate the extensive heritage of Vaughan Woods State Park, then admire the natural beauty at Hamilton House, and then enjoy the sea views from Wood Island Lighthouse.

Find out how to plan Ogunquit trip without stress by asking Inspirock to help create an itinerary.

Traveling by car from North Conway to Ogunquit takes 2.5 hours. Alternatively, you can take a bus. Plan for slightly colder nights when traveling from North Conway in October since evenings lows in Ogunquit dip to 38°F. Finish up your sightseeing early on the 15th (Mon) so you can travel to Nantucket.

Things to do in Ogunquit

Historic Sites Parks Nature

Side Trips

South Berwick, York, Wood Island Lighthouse
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Nubble Lighthouse ©
Nubble Lighthouse
Vaughan Woods State Park ©
Vaughan Woods State Park

3
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Deepen your sense of the past at sights like Sankaty Head Lighthouse and Altar Rock. Satisfy your inner culture vulture at Whaling Museum and Great Point Light. There's lots more to do: visit a coastal fixture at Brant Point Lighthouse, examine the collection at Nantucket Lightship Basket Museum, contemplate the long history of Wauwinet, and make a trip to Nantucket Founders Burial Ground.

To see traveler tips, ratings, maps, and tourist information, read our Nantucket day trip app .

Getting from Ogunquit to Nantucket by combination of car and ferry takes about 4 hours. Other options: do a combination of bus and flight; or do a combination of bus and ferry. Expect a bit warmer evenings in Nantucket when traveling from Ogunquit in October, with lows around 51°F. Finish your sightseeing early on the 18th (Thu) to allow enough time to travel to Charlottesville.

Things to do in Nantucket

Historic Sites Museums Parks
Highlights from your plan
Great Point Light ©
Great Point Light
Sankaty Head Lighthouse ©
Sankaty Head Lighthouse
Brant Point Lighthouse ©
Brant Point Lighthouse

1
night
Charlottesville

Charlottesville ©
Situated at the foothills of the Blue Ridge Mountains, Charlottesville is perhaps best known as the home of three of the United States' founding fathers, including Thomas Jefferson.
Kick off your visit on the 19th (Fri): admire the striking features of University of Virginia, then steep yourself in history at Michie Tavern ca. 1784, then contemplate the long history of James Monroe's Highland, and finally take in nature's colorful creations at Thomas Jefferson's Monticello. Get ready for a full day of sightseeing on the 20th (Sat): brush up on your military savvy at Vietnam War Foundation Museum, learn about winemaking at Reynard Florence Vineyard, and then contemplate the long history of James Madison's Montpelier.

To plan Charlottesville vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by flight from Nantucket to Charlottesville takes 5.5 hours. Alternatively, you can do a combination of flight and train; or do a combination of flight and bus. When traveling from Nantucket in October, plan for somewhat warmer days in Charlottesville, with highs around 71°F, while nights are about the same with lows around 49°F. Finish up your sightseeing early on the 20th (Sat) so you can go by car to Williamsburg.

Things to do in Charlottesville

Historic Sites Shopping Parks

Side Trips

Vietnam War Foundation Museum, Reynard Florence Vineyard, James Madison's Montpelier
Highlights from your plan
University of Virginia ©
University of Virginia
James Madison's Montpelier ©
James Madison's Montpelier
James Monroe's Highland ©
James Monroe's Highland

2
nights
Williamsburg

Williamsburg ©
Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.
Start off your visit on the 21st (Sun): contemplate the long history of Jamestown Settlement, get engrossed in the history at Historic Jamestowne, contemplate the long history of George Wythe House, then steep yourself in history at Governor's Palace, and finally pause for some serene contemplation at Bruton Parish Episcopal Church. On the 22nd (Mon), you'll have a packed day of sightseeing: appreciate the extensive heritage of Colonial National Historical Park, then take in the spiritual surroundings of Historic Christ Church, and then take in the architecture and atmosphere at Saint Demetrios Greek Orthodox Church.

To find reviews and more tourist information, use the Williamsburg visit planning app .

Traveling by car from Charlottesville to Williamsburg takes 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Charlottesville in October, you can expect nighttime temperatures to be a bit warmer in Williamsburg, with lows of 55°F. Finish up your sightseeing early on the 22nd (Mon) so you can go by car to Kill Devil Hills.

Things to do in Williamsburg

Historic Sites Parks Nature

Side Trips

Colonial National Historical Park, Historic Christ Church
Highlights from your plan
George Wythe House ©
George Wythe House
Bruton Parish Episcopal Church ©
Bruton Parish Episcopal Church
Historic Christ Church ©
Historic Christ Church

2
nights
Kill Devil Hills

Kill Devil Hills ©
Kill Devil Hills is a town in Dare County, North Carolina. On the 23rd (Tue), steep yourself in history at Wright Brothers National Memorial, then enjoy the sea views from Bodie Island Lighthouse, then explore the striking landscape at Jockey's Ridge State Park, and finally take in the exciting artwork at The Bird Store - The Outer Banks Wildlife Gallery. On the next day, take in the architecture and atmosphere at Holy Redeemer By the Sea Catholic Church, then tee off at Duck Woods Country Club, and then do a tasting at Sanctuary Vineyards.

To see where to stay, maps, more things to do, and tourist information, you can read our Kill Devil Hills day trip planner.

Drive from Williamsburg to Kill Devil Hills in 2.5 hours. Alternatively, you can do a combination of bus and taxi. Traveling from Williamsburg in October, expect a bit warmer with lows of 61°F in Kill Devil Hills. Wrap up your sightseeing on the 24th (Wed) early enough to drive to Hatteras Island.

Things to do in Kill Devil Hills

Historic Sites Golf Outdoors

Side Trips

Nags Head, Kitty Hawk, Sanctuary Vineyards
Highlights from your plan
Wright Brothers National Memorial ©
Wright Brothers National Memorial
Bodie Island Lighthouse ©
Bodie Island Lighthouse
Sanctuary Vineyards ©
Sanctuary Vineyards

2
nights
Hatteras Island

Hatteras Island ©
Kick off your visit on the 25th (Thu): view the masterpieces at Pea Island Art Gallery, Salvo, NC, view the masterpieces at Kinnakeet Clay Studio & Showroom, then see the interesting displays at Hatteras Island Ocean Center, then view the masterpieces at Blue Pelican Gallery, and finally stop by Harbor House Seafood Market. Here are some ideas for day two: enjoy the sand and surf at Haulover, indulge your taste buds at Harbor House Seafood, then stop by Scotch Bonnet, and finally visit a coastal fixture at Cape Hatteras Lighthouse.

For ratings, maps, photos, and other tourist information, go to the Hatteras Island online holiday builder .

You can drive from Kill Devil Hills to Hatteras Island in 1.5 hours. October in Hatteras Island sees daily highs of 74°F and lows of 62°F at night. Finish your sightseeing early on the 26th (Fri) so you can travel to Savannah.

Things to do in Hatteras Island

Shopping Museums Parks
Highlights from your plan
Harbor House Seafood Market ©
Harbor House Seafood Market
Cape Hatteras Lighthouse ©
Cape Hatteras Lighthouse
Hatteras Island Ocean Center ©
Hatteras Island Ocean Center

2
nights
Savannah

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Explore hidden gems such as Colonial Park Cemetery and Mickve Israel Temple. Visit Fort Pulaski National Monument and Tybee Island Lighthouse Museum for their historical value. Explore Savannah's surroundings by going to Hilton Head (Coligny Beach & Dolphin & Whale Watching). Next up on the itinerary: steep yourself in history at Flannery O'Connor Childhood Home, explore the different monuments and memorials at Bonaventure Cemetery, tour the pleasant surroundings at Forsyth Park, and get the lay of the land with Walking tours.

For ratings, reviews, maps, and tourist information, go to the Savannah trip planner.

You can do a combination of car and flight from Hatteras Island to Savannah in 8 hours. Alternatively, you can drive; or do a combination of ferry and car. Expect a daytime high around 79°F in October, and nighttime lows around 60°F. Wrap up your sightseeing on the 29th (Mon) early enough to travel to Key West.

Things to do in Savannah

Historic Sites Outdoors Tours

Side Trips

Tybee Island, Hilton Head
Highlights from your plan
Mickve Israel Temple ©
Mickve Israel Temple
Flannery O'Connor Childhood Home ©
Flannery O'Connor Childhood Home
Tybee Island Lighthouse Museum
Tybee Island Lighthouse Museum

2
nights
Key West

Key West ©
Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
Kick off your visit on the 30th (Tue): admire the majestic nature at Fort Zachary Taylor, then make a trip to Truman Little White House, then explore the different monuments and memorials at Key West Cemetery, and finally take a memorable drive along The Overseas Highway. Here are some ideas for day two: visit a coastal fixture at American Shoal Lighthouse, then cast your line with a fishing tour, then look for gifts at Uva Wine Shop & Bar, and finally view the masterpieces at KEPart Studio-Gallery.

Quickly create a custom-made itinerary for Key West using our trip planner.

Getting from Savannah to Key West by flight takes about 6.5 hours. Other options: do a combination of bus and flight; or drive. Expect somewhat warmer temperatures when traveling from Savannah in October; daily highs in Key West reach 86°F and lows reach 77°F. Wrap up your sightseeing by early afternoon on the 1st (Thu) to allow time for travel back home.

Things to do in Key West

Outdoors Historic Sites Tours

Side Trip

American Shoal Lighthouse
Highlights from your plan
Saint Mary Star of the Sea ©
Saint Mary Star of the Sea
American Shoal Lighthouse ©
American Shoal Lighthouse
Fort Zachary Taylor ©
Fort Zachary Taylor

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