36 days in East Coast of USA Itinerary

36 days in East Coast of USA Itinerary

Created using Inspirock East Coast of USA visit planner

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Route & dates

36 days in East Coast of USA Itinerary

Start: Houston
+2
Fly + foot + bus:  8​h 30​min
1
Portland
— 5 nights
Drive:  3​h 30​min
2
Bar Harbor, Mount Desert Island
— 5 nights
Fly:  5​h 30​min
3
Nantucket
— 2 nights
Drive:  3​h
4
Edgartown, Martha's Vineyard
— 3 nights
Fly:  4​h
5
New York City
— 4 nights
bus + Fly:  4​h 45​min
6
Charleston
— 3 nights
Drive:  2​h 30​min
7
Hilton Head
— 4 nights
Drive:  4​h
8
St. Augustine
— 3 nights
Drive + Fly:  5​h 45​min
9
Key West
— 4 nights
Fly:  6​h 45​min
End: Houston

5
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.
We've included these beaches for you: Ogunquit Beach and Parsons Beach. Satisfy your inner culture vulture at Marginal Way Walkway and Perkins Cove. Get out of town with these interesting Portland side-trips: St. Ann's Episcopal Church (in Kennebunkport), Mount Battie (in Camden) and Kancamagus Highway (in North Conway). There's more to do: examine the collection at Portland Head Light and enjoy the sand and surf at Drakes Island Beach.

To see more things to do, other places to visit, traveler tips, and tourist information, you can read our Portland day trip tool .

Houston to Portland is an approximately 8.5-hour combination of flight and bus. You can also fly; or drive. Due to the time zone difference, you'll lose 1 hour traveling from Houston to Portland. Traveling from Houston in June, you will find days in Portland are a bit cooler (73°F), and nights are cooler (54°F). Finish your sightseeing early on the 29th (Sat) to allow enough time to drive to Bar Harbor.

Things to do in Portland

Parks Outdoors Beaches

Side Trips

Ogunquit, St. Ann's Episcopal Church, Drakes Island Beach, Mount Battie, Kancamagus Highway
Highlights from your plan
Portland Head Light ©
Portland Head Light
Marginal Way Walkway ©
Marginal Way Walkway
Mount Battie ©
Mount Battie

5
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Eschew the tourist crowds and head to Shore Path and Cadillac Mountain. Your cultural itinerary includes sights like The Seal Cove Auto Museum and Little Village Gifts. Spend the 2nd (Tue) exploring nature at Acadia National Park. There's much more to do: step off the mainland to explore Mount Desert Island, surround yourself with nature on a nature and wildlife tour, trek along Great Head Trail, and stroll through Gorham Mountain Trail.

Plan my day in Bar Harbor using traveler tips and tourist information provided by Inspirock.

You can drive from Portland to Bar Harbor in 3.5 hours. Alternatively, you can take a bus; or do a combination of bus and flight. When traveling from Portland in June, plan for little chillier days in Bar Harbor, with highs around 68°F, while nights are about the same with lows around 52°F. Cap off your sightseeing on the 4th (Thu) early enough to travel to Nantucket.

Things to do in Bar Harbor

Parks Nature Outdoors

Side Trips

Acadia National Park, The Seal Cove Auto Museum
Highlights from your plan
Park Loop Road ©
Park Loop Road
Acadia National Park ©
Acadia National Park
Shore Path ©
Shore Path

2
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Whaling Museum and Egan Maritime's Nantucket Shipwreck & Lifesaving Museum are good opportunities to explore the local culture. You'll get in some beach time at Jetties Beach and Madaket Beach. Next up on the itinerary: get to know the fascinating history of Milestone Bog, make a trip to Brant Point Lighthouse, enjoy the sand and surf at Surfside Beach, and visit a coastal fixture at Sankaty Head Lighthouse.

To see maps, traveler tips, other places to visit, and more tourist information, read our Nantucket road trip app .

Getting from Bar Harbor to Nantucket by flight takes about 5.5 hours. Other options: do a combination of car and flight; or do a combination of car and ferry. Traveling from Bar Harbor in July, you can expect nighttime temperatures to be a bit warmer in Nantucket, with lows of 64°F. Finish your sightseeing early on the 7th (Sun) so you can travel to Edgartown.

Things to do in Nantucket

Outdoors Beaches Parks
Highlights from your plan
Whaling Museum ©
Whaling Museum
Sankaty Head Lighthouse ©
Sankaty Head Lighthouse
Brant Point Lighthouse ©
Brant Point Lighthouse

3
nights
Edgartown, Martha's Vineyard

Edgartown ©
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Discover out-of-the-way places like Menemsha Hills and Katama Beach/ South Beach. Take a break from the city and head to Menemsha Public Beach and Bend in the Road Beach. Go for a jaunt from Edgartown to Aquinnah to see Gay Head Lighthouse about 46 minutes away. And it doesn't end there: tour the pleasant surroundings at Norton Point Beach, explore the striking landscape at Aquinnah Cliffs, and enjoy the sea views from Edgartown Lighthouse.

To see traveler tips, where to stay, reviews, and tourist information, refer to the Edgartown trip site .

Getting from Nantucket to Edgartown by flight takes about 3 hours. Other options: ride a ferry; or do a combination of ferry and car. In July, daytime highs in Edgartown are 79°F, while nighttime lows are 63°F. Finish your sightseeing early on the 10th (Wed) to allow enough time to travel to New York City.

Things to do in Edgartown

Parks Outdoors Beaches

Side Trips

Aquinnah, Menemsha Hills, Menemsha Public Beach
Highlights from your plan
Menemsha Public Beach ©
Menemsha Public Beach
Menemsha Hills ©
Menemsha Hills
Aquinnah Cliffs ©
Aquinnah Cliffs

4
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
The Metropolitan Museum of Art and American Museum of Natural History are good opportunities to explore the local culture. Appreciate the collections at 9/11 Memorial and New York Public Library. Next up on the itinerary: go for a walk through Central Park, enjoy breathtaking views from Empire State Building, take in the architecture and atmosphere at St. Patrick's Cathedral, and wander the streets of Times Square.

For photos, more things to do, other places to visit, and other tourist information, read New York City trip itinerary builder .

Traveling by flight from Edgartown to New York City takes 4 hours. Alternatively, you can fly; or do a combination of ferry and car. Traveling from Edgartown in July, things will get a bit warmer in New York City: highs are around 86°F and lows about 72°F. Finish your sightseeing early on the 14th (Sun) so you can travel to Charleston.

Things to do in New York City

Museums Parks Historic Sites
Highlights from your plan
9/11 Memorial ©
9/11 Memorial
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
New York Public Library ©
New York Public Library

3
nights
Charleston

Charleston ©
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Your cultural itinerary includes sights like Patriots Point and Magnolia Plantation & Gardens. Discover out-of-the-way places like Dolphin & Whale Watching and Fort Sumter National Monument. It doesn't end there: get the lay of the land with Walking tours and take in the views from Arthur Ravenel Jr. Bridge.

To see ratings, maps, where to stay, and other tourist information, go to the Charleston online trip itinerary maker .

Getting from New York City to Charleston by combination of bus and flight takes about 5 hours. Other options: fly; or drive. Expect a daytime high around 89°F in July, and nighttime lows around 75°F. Cap off your sightseeing on the 17th (Wed) early enough to go by car to Hilton Head.

Things to do in Charleston

Historic Sites Museums Parks

Side Trip

Patriots Point
Highlights from your plan
Fort Sumter National Monument ©
Fort Sumter National Monument
Patriots Point ©
Patriots Point
Dolphin & Whale Watching

4
nights
Hilton Head

A Hilton Head vacation may be heaven for a golfer, but the area also offers all kinds of other options for sports fans.
Get in touch with nature at Speed Boats Tours and Fishing Charters & Tours. You'll enjoy a bit of beach vacationing at Coligny Beach and Alder Lane Beach Access. There's lots more to do: hike along Hilton Head Island Bike Trails, relax and rejuvenate at some of the top local wellness centers, get a new perspective on things with Boat Tours & Water Sports, and take a memorable tour with Tours.

To find ratings, maps, photos, and more tourist information, read our Hilton Head day trip planning tool .

Traveling by car from Charleston to Hilton Head takes 2.5 hours. Alternatively, you can take a bus. July in Hilton Head sees daily highs of 89°F and lows of 75°F at night. Finish your sightseeing early on the 21st (Sun) to allow enough time to drive to St. Augustine.

Things to do in Hilton Head

Outdoors Tours Parks
Highlights from your plan
Waterskiing & Jetskiing
Dolphin & Whale Watching
Coligny Beach ©
Coligny Beach

3
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Discover out-of-the-way places like St. Augustine Beach and St. Augustine Distillery. We've included these beaches for you: Frank Butler County Park West and Crescent Beach Public Beach. There's lots more to do: visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, Inc., take in the architecture and atmosphere at Cathedral Basilica of St. Augustine, look for all kinds of wild species at St. Augustine Alligator Farm Zoological Park, and examine the collection at St. Augustine Pirate & Treasure Museum.

To see reviews, more things to do, ratings, and other tourist information, read St. Augustine sightseeing planner .

Traveling by car from Hilton Head to St. Augustine takes 4 hours. Alternatively, you can do a combination of taxi and train; or take a bus. In July, daytime highs in St. Augustine are 90°F, while nighttime lows are 75°F. Finish your sightseeing early on the 24th (Wed) so you can travel to Key West.

Things to do in St. Augustine

Parks Outdoors Beaches

Side Trip

Crescent Beach Public Beach
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Cathedral Basilica of St. Augustine ©

4
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.
Visiting Scuba & Snorkeling and Dolphin & Whale Watching will get you outdoors. Popular historic sites such as Truman Little White House and Fort Zachary Taylor are in your itinerary. There's still lots to do: see what you can catch with a fishing tour, browse the exhibits of Key West Lighthouse and Keeper's Quarters Museum, brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum, and cruise along The Overseas Highway.

To find reviews, ratings, photos, and other tourist information, read Key West travel itinerary planner.

Do a combination of car and flight from St. Augustine to Key West in 6 hours. Alternatively, you can do a combination of bus and flight; or drive. Expect a bit warmer evenings in Key West when traveling from St. Augustine in July, with lows around 81°F. Finish your sightseeing early on the 29th (Mon) to allow enough time to travel back home.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
The Overseas Highway ©
The Overseas Highway
Fort Zachary Taylor ©
Fort Zachary Taylor
Dolphin & Whale Watching

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