27 days in East Coast of USA Itinerary

27 days in East Coast of USA Itinerary

Created using Inspirock East Coast of USA tour itinerary planner

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Route & dates

27 days in East Coast of USA Itinerary

Start: Mumbai
Fly:  21​h
1
Boston
— 3 nights
Fly + bus:  3​h
2
New York City
— 5 nights
+2
bus + Fly + bus:  9​h
3
Hilton Head
— 2 nights
Drive:  2​h 30​min
4
Jekyll Island
— 1 night
Drive:  2​h 30​min
5
St. Augustine
— 2 nights
Drive:  6​h
6
Marco Island
— 2 nights
Drive:  4​h
7
Marathon
— 2 nights
bus:  1​h 30​min
8
Key West
— 4 nights
Fly:  5​h 30​min
9
Gainesville
— 3 nights
Fly:  29​h
End: Mumbai

3
nights
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.
You've now added Freedom Trail to your itinerary. Shop till you drop at Faneuil Hall Marketplace and Newbury Street. You'll enjoy a bit of beach vacationing at Ogunquit Beach and Hampton Beach State Park. Explore the numerous day-trip ideas around Boston: Kittery (Tributary Brewing & Kittery Trading Post). The adventure continues: browse the eclectic array of goods at Quincy Market, catch a live event at TD Garden, and enjoy breathtaking views from Prudential Center.

To see where to stay, more things to do, and other tourist information, you can read our Boston holiday builder app .

Mumbai, India to Boston is an approximately 21-hour flight. You can also do a combination of flight and bus; or do a combination of flight and train. The time zone changes from India Standard Time to Eastern Standard Time, which is usually a -10 hour difference. Expect much colder temperatures when traveling from Mumbai in May; daily highs in Boston reach 22°C and lows reach 11°C. Finish your sightseeing early on the 20th (Mon) to allow enough time to travel to New York City.

Things to do in Boston

Shopping Outdoors Parks

Side Trips

Kittery, Ogunquit Beach, Hampton Beach State Park
Find places to stay May 17 — 20:
Highlights from your plan
Ogunquit Beach ©
Ogunquit Beach
Hampton Beach State Park ©
Hampton Beach State Park
Quincy Market ©
Quincy Market

5
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.
Give yourself a bit of retail therapy at Shopping Girlfriend NYC and Chelsea Market. Eschew the tourist crowds and head to Woodbury Common Premium Outlets and Bushkill Falls. Get out of town with these interesting New York City side-trips: Hawk's Nest Highway (in Port Jervis), Golden Fish Gallery (in Milford) and Coffee Pot Cellars Tasting Room (in Cutchogue). And it doesn't end there: don't miss a visit to Times Square, enjoy the sand and surf at Ponquogue Beach, admire the natural beauty at Sculpture Garden, and contemplate the waterfront views at Upper Delaware River.

For other places to visit and tourist information, read our New York City trip planning website .

You can do a combination of flight and bus from Boston to New York City in 3 hours. Other options are to fly; or drive. In May, daytime highs in New York City are 24°C, while nighttime lows are 15°C. On the 25th (Sat), wrap the sightseeing up by early afternoon so you can travel to Hilton Head.

Things to do in New York City

Parks Shopping Nature

Side Trips

Sculpture Garden, Bushkill Falls, Hawk's Nest Highway, Golden Fish Gallery, Coffee Pot Cellars Tasting Room
Find places to stay May 20 — 25:
Highlights from your plan
Woodbury Common Premium Outlets ©
Woodbury Common Premium Outlets
Bushkill Falls ©
Bushkill Falls
Ponquogue Beach ©
Ponquogue Beach

2
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.
Tiki Hut has been added to your itinerary. On the 26th (Sun), enjoy the sand and surf at Folly Field Beach Park, try for a hole-in-one at Legendary Golf, then get a new perspective on things with Boat Tours & Water Sports, and finally join in the after-dark buzz at Tiki Hut. Keep things going the next day: stop by Coligny Plaza Shopping Center, then tee off at The Golf Courses of Palmetto Dunes, and then kick back and relax at Driessen Beach Park.

To find more things to do, ratings, and other tourist information, read our Hilton Head holiday maker website .

Do a combination of bus and flight from New York City to Hilton Head in 9 hours. Alternatively, you can do a combination of flight and bus; or drive. Prepare for a bit warmer weather when traveling from New York City in May: high temperatures in Hilton Head hover around 31°C and lows are around 22°C. Cap off your sightseeing on the 27th (Mon) early enough to go by car to Jekyll Island.

Things to do in Hilton Head

Outdoors Parks Beaches
Find places to stay May 25 — 27:
Highlights from your plan
Speed Boats Tours
Folly Field Beach Park ©
Folly Field Beach Park
Tiki Hut ©
Tiki Hut

1
night
Jekyll Island

Jekyll Island ©
A vacation on Jekyll Island allows visitors to discover the lifestyle of American aristocrats from the 19th century.
Kick off your visit on the 28th (Tue): kick back and relax at Driftwood Beach, then take a stroll through Jekyll Island Historic District, and then identify plant and animal life at Georgia Sea Turtle Center.

For photos, where to stay, traveler tips, and more tourist information, you can read our Jekyll Island trip planner.

You can drive from Hilton Head to Jekyll Island in 2.5 hours. Alternatively, you can do a combination of taxi and bus; or take a bus. In May in Jekyll Island, expect temperatures between 33°C during the day and 22°C at night. Wrap up your sightseeing on the 28th (Tue) to allow time to drive to St. Augustine.

Things to do in Jekyll Island

Parks Outdoors Wildlife
Find places to stay May 27 — 28:
Highlights from your plan
Driftwood Beach ©
Driftwood Beach

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Ripple Effect Ecotours has been added to your itinerary. Kick off your visit on the 29th (Wed): tour the pleasant surroundings at St. Augustine Beach, then immerse yourself in nature at Washington Oaks Gardens State Park, and then deepen your appreciation for local ecosystems through Ripple Effect Ecotours. Here are some ideas for day two: enjoy the sand and surf at Vilano Beach and then kick back and relax at Jacksonville Beach.

To see ratings, traveler tips, where to stay, and other tourist information, you can read our St. Augustine travel itinerary planner .

You can drive from Jekyll Island to St. Augustine in 2.5 hours. Alternatively, you can take a bus. Expect a daytime high around 33°C in May, and nighttime lows around 22°C. Cap off your sightseeing on the 30th (Thu) early enough to go by car to Marco Island.

Things to do in St. Augustine

Outdoors Parks Beaches

Side Trips

Jacksonville Beach, Washington Oaks Gardens State Park
Find places to stay May 28 — 30:
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Jacksonville Beach ©
Jacksonville Beach
Vilano Beach ©
Vilano Beach

2
nights
Marco Island

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Start off your visit on the 31st (Fri): view the masterpieces at Malenda Trick Art Gallery, get a new perspective on things with Boat Tours & Water Sports, and then step off the mainland to explore Cape Romano. Keep things going the next day: race across the water with a speed boat tour and then see what you can catch with a fishing tour.

To find more things to do, other places to visit, ratings, and more tourist information, refer to the Marco Island online trip builder .

Traveling by car from St. Augustine to Marco Island takes 6 hours. Alternatively, you can do a combination of car, flight, and bus; or do a combination of bus and flight. In May, daily temperatures in Marco Island can reach 36°C, while at night they dip to 24°C. Cap off your sightseeing on the 1st (Sat) early enough to go by car to Marathon.

Things to do in Marco Island

Outdoors Wildlife Tours

Side Trip

Everglades City
Find places to stay May 30 — Jun 1:
Highlights from your plan
Dolphin & Whale Watching
Speed Boats Tours
Cape Romano ©
Cape Romano

2
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Start off your visit on the 2nd (Sun): paddle through the water with a kayaking and canoeing tour, then identify plant and animal life at Crane Point Museum & Nature Center, and then snap pictures at Old Seven Mile Bridge. Here are some ideas for day two: stop by The Tackle Box and then get advice or help at Pigeon Key Foundation.

For photos and tourist information, you can read our Marathon online holiday builder .

Drive from Marco Island to Marathon in 4 hours. Alternatively, you can do a combination of ferry and bus; or do a combination of bus and flight. In June, daily temperatures in Marathon can reach 38°C, while at night they dip to 30°C. Wrap up your sightseeing by early afternoon on the 3rd (Mon) to allow time for the bus ride to Key West.

Things to do in Marathon

Outdoors Tours Adventure
Find places to stay Jun 1 — 3:
Highlights from your plan
Crane Point Museum & Nature Center ©
The Tackle Box ©
The Tackle Box
Old Seven Mile Bridge ©
Old Seven Mile Bridge

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.
You've now added Danger Charters to your itinerary. Escape the urban bustle at Fishing Charters & Tours and Vandenberg Wreck. Step off the beaten path and head to Fort Zachary Taylor and Sunset Celebration. There's still lots to do: paddle through the water with a kayaking and canoeing tour, soothe aching muscles at some of the top local wellness centers, identify plant and animal life at Key West Butterfly & Nature Conservatory, and take in the exciting artwork at Alan S. Maltz Gallery.

To see maps, photos, reviews, and other tourist information, read our Key West vacation builder app .

Getting from Marathon to Key West by bus takes about 1.5 hours. Other options: drive. June in Key West sees daily highs of 36°C and lows of 30°C at night. Finish your sightseeing early on the 7th (Fri) to allow enough time to travel back home.

Things to do in Key West

Outdoors Tours Wildlife
Find places to stay Jun 3 — 7:
Highlights from your plan
Fort Zachary Taylor ©
Fort Zachary Taylor
Fishing Charters & Tours
Danger Charters ©
Danger Charters

3
nights
Gainesville

Gainesville ©
Gainesville is the county seat and largest city in Alachua County, Florida, United States, and the principal city of the Gainesville, Florida Metropolitan Statistical Area (MSA). You've now added Butterfly Rainforest to your itinerary. Start off your visit on the 8th (Sat): paddle through the water with a kayaking and canoeing tour, then get a new perspective on nature at Florida Museum of Natural History, and then admire the natural beauty at Butterfly Rainforest. On your second day here, admire the majestic nature at Marjorie Kinnan Rawlings Historic State Park, explore the fascinating underground world of Blue Grotto, and then look for all kinds of wild species at Sweetwater Wetlands Park.

For more things to do, photos, where to stay, and tourist information, refer to the Gainesville day trip planning website .

You can fly from Key West to Gainesville in 5.5 hours. Other options are to do a combination of flight and bus; or drive. Traveling from Key West in June, Gainesville is little chillier at night with lows of 24°C. On the 10th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Gainesville

Parks Wildlife Nature

Side Trips

Blue Grotto, Marjorie Kinnan Rawlings Historic State Park
Find places to stay Jun 7 — 10:
Highlights from your plan
Butterfly Rainforest ©
Butterfly Rainforest
Sweetwater Wetlands Park ©
Sweetwater Wetlands Park

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