19 days in United States Itinerary

19 days in United States Itinerary

Created using Inspirock United States Trip Planner

Make it your trip
Fly
1
San Francisco
— 3 nights
Fly
2
Chicago
— 2 nights
Fly
3
New York City
— 4 nights
Fly
4
Bar Harbor, Mount Desert Island
— 4 nights
Drive
5
Lubec
— 1 night
Drive
6
Blue Hill
— 2 nights
Drive to Bangor International Airport, Fly to Manila

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San Francisco

— 3 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Eschew the tourist crowds and head to Stephen & Walker Winery and Baker Beach. Explore the numerous day-trip ideas around San Francisco: Bodega Head (in Bodega Bay), Pech Merle Winery (in Geyserville) and Wine Tours & Tastings (in Napa).

Quickly create a custom-made itinerary for San Francisco using our trip planner.

Manila, Philippines to San Francisco is an approximately 17-hour flight. Traveling from Manila to San Francisco, you'll gain 16 hours due to the time zone difference. Prepare for much colder weather when traveling from Manila in May: high temperatures in San Francisco hover around 24°C and lows are around 13°C. On the 21st (Sun), you'll travel to Chicago.

Things to do in San Francisco

Beaches · Parks · Outdoors · Wineries

Side Trips

Find places to stay May 18 — 21:

Chicago

— 2 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Start off your visit on the 22nd (Mon): get some fabulous bargains at Chicago Premium Outlets, visit Naperville Historic District, and then walk around Millennium Park. On the next day, relax in the rural setting at Elawa Farm.

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

You can fly from San Francisco to Chicago in 6 hours. Other options are to drive; or do a combination of subway and train. You'll lose 2 hours traveling from San Francisco to Chicago due to the time zone difference. In May, daily temperatures in Chicago can reach 25°C, while at night they dip to 13°C. On the 23rd (Tue), wrap the sightseeing up by early afternoon so you can fly to New York City.

Things to do in Chicago

Shopping · Neighborhoods · Parks

Side Trips

Find places to stay May 21 — 23:

New York City

— 4 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Step off the beaten path and head to Belmar Beach and Jenkinson's Aquarium. You'll find plenty of places to visit near New York City: Fire Island National Seashore (in Patchogue) and Jenkinson's Boardwalk (in Point Pleasant Beach). There's more to do: wander the streets of Times Square and go for a walk through The High Line.

For reviews, traveler tips, and other tourist information, refer to the New York City tour itinerary maker app.

Getting from Chicago to New York City by flight takes about 4 hours. Other options: drive; or take a bus. You'll lose 1 hour traveling from Chicago to New York City due to the time zone difference. Expect a daytime high around 24°C in May, and nighttime lows around 15°C. Wrap up your sightseeing on the 27th (Sat) early enough to fly to Bar Harbor.

Things to do in New York City

Parks · Beaches · Outdoors · Nature

Side Trips

Find places to stay May 23 — 27:

Bar Harbor, Mount Desert Island

— 4 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Head to A Little Mad and The Christmas Vacation Shopfor some retail therapy. You'll explore the less-touristy side of things at Asticou Azalea Garden and Sherman's Books & Stationery. The adventure continues: stroll through Sand Beach, take in nature's colorful creations at Asticou Terraces / Thuya Garden, and stop by Quiet Side Cafe & Ice Cream Shop.

For other places to visit and other tourist information, go to the Bar Harbor vacation builder site.

Fly from New York City to Bar Harbor in 3 hours. Alternatively, you can drive; or do a combination of train and bus. Expect a bit cooler temperatures when traveling from New York City in May; daily highs in Bar Harbor reach 18°C and lows reach 7°C. Wrap up your sightseeing by early afternoon on the 31st (Wed) to allow time for the car ride to Lubec.

Things to do in Bar Harbor

Parks · Shopping · Beaches · Outdoors

Side Trips

Find places to stay May 27 — 31:

Lubec

— 1 night
Lubec is a town in Washington County, Maine, United States. On the 31st (Wed), stop by Bayside Chocolates and then visit a coastal fixture at West Quoddy Head Light.

To see photos, more things to do, where to stay, and tourist information, refer to the Lubec day trip planning tool.

Traveling by car from Bar Harbor to Lubec takes 2.5 hours. In May, daytime highs in Lubec are 18°C, while nighttime lows are 7°C. Finish your sightseeing early on the 1st (Thu) to allow enough time to travel to Blue Hill.

Things to do in Lubec

Historic Sites · Shopping
Find places to stay May 31 — Jun 1:

Blue Hill

— 2 nights
Blue Hill is a town in Hancock County, Maine, United States. Give yourself a bit of retail therapy at Blue Hill Books and Naturalist's Notebook. Eschew the tourist crowds and head to Cellardoor Winery and The Blue Hill Wine Shop. Venture out of the city with trips to Coyote Moon (in Belfast), The Seal Cove Auto Museum (in Seal Cove) and Camden (High Street Historic District & Curtis Island Light). It doesn't end there: enjoy the music at Savage Oakes Vineyard and Winery and stop by Maine State Prison Store.

To find other places to visit, maps, ratings, and other tourist information, read our Blue Hill route planner.

Traveling by car from Lubec to Blue Hill takes 2.5 hours. In June, daily temperatures in Blue Hill can reach 23°C, while at night they dip to 13°C. Cap off your sightseeing on the 3rd (Sat) early enough to travel back home.

Things to do in Blue Hill

Shopping · Wineries · Nightlife · Historic Sites

Side Trips

Find places to stay Jun 1 — 3:

United States travel guide

4.5
Specialty Museums · Beaches · Nightlife
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.

Maine travel guide

4.6
Beaches · Lighthouses · Mountains
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.