59 days in United States Itinerary

59 days in United States Itinerary

Created using Inspirock United States trip itinerary planner

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Route & dates

59 days in United States Itinerary

Start: Lisbon
Fly:  11​h 15​min
1
New York City
— 6 nights
Bus + Fly:  5​h
2
Savannah
— 5 nights
Drive:  3​h 15​min
3
St. Augustine, Florida
— 5 nights
Drive:  4​h 15​min
4
Sarasota, Florida
— 3 nights
+2
Bus + Foot + Fly:  6​h 45​min
5
Key West
— 5 nights
Fly:  6​h 30​min
6
New Orleans
— 5 nights
Fly + Shuttle:  7​h 45​min
7
Tucson
— 3 nights
Shuttle + Fly:  9​h 45​min
8
Kailua-Kona, Island of Hawaii
— 5 nights
Fly:  4​h
9
Lahaina, Maui
— 5 nights
Fly:  3​h 15​min
10
Honolulu, Oahu
— 6 nights
Fly:  2​h 30​min
11
Poipu, Kauai
— 4 nights
Fly:  7​h 45​min
12
San Francisco
— 4 nights
Fly:  17​h 45​min
End: Lisbon

6
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.
Deepen your sense of the past at sights like 9/11 Memorial and St. Paul's Chapel. Eschew the tourist crowds and head to The Met Cloisters and New York Public Library. There's still lots to do: explore the world behind art at The Metropolitan Museum of Art, take in the architecture and atmosphere at St. Patrick's Cathedral, wander the streets of Greenwich Village, and get a new perspective on nature at American Museum of Natural History.

To find more things to do, ratings, photos, and other tourist information, read New York City trip itinerary planner.

Lisbon, Portugal to New York City is an approximately 11.5-hour flight. You can also do a combination of flight and bus; or do a combination of train, flight, and bus. Due to the time zone difference, you'll gain 5 hours traveling from Lisbon to New York City. Prepare for little chillier weather when traveling from Lisbon in December: high temperatures in New York City hover around 10°C and lows are around 2°C. Wrap up your sightseeing on the 26th (Sat) to allow time to travel to Savannah.

Things to do in New York City

Museums Historic Sites Neighborhoods

Side Trip

Brooklyn
Find places to stay Dec 20 — 26:
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
The Met Cloisters ©
The Met Cloisters
9/11 Memorial ©
9/11 Memorial

5
nights
Savannah

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Get some cultural insight at Cathedral of St. John the Baptist and Owens-Thomas House & Slave Quarters. Mickve Israel Temple and Juliette Gordon Low's Birthplace will appeal to history buffs. You'll find plenty of places to visit near Savannah: Fort King George State Historic Site (in Darien), Edisto Beach State Park (in Edisto Island) and Old Town Bluffton (in Bluffton). And it doesn't end there: brush up on your military savvy at National Museum of the Mighty Eighth Air Force, contemplate in the serene atmosphere at First African Baptist Church, take an in-depth tour of Old Fort Jackson, and take in the architecture and atmosphere at St. John's Church.

To see traveler tips, other places to visit, photos, and other tourist information, read our Savannah road trip planning website .

Getting from New York City to Savannah by combination of bus and flight takes about 5 hours. Other options: fly; or drive. Plan for somewhat warmer temperatures traveling from New York City in December, with highs in Savannah at 22°C and lows at 9°C. Cap off your sightseeing on the 31st (Thu) early enough to go by car to St. Augustine.

Things to do in Savannah

Historic Sites Museums Neighborhoods

Side Trips

National Museum of the Mighty Eighth Air Force, Fort King George State Historic Site, Edisto Beach State Park, Old Town Bluffton, Old Sheldon Church Ruins
Find places to stay Dec 26 — 31:
Highlights from your plan

5
nights
St. Augustine, Florida

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Get a sense of the local culture at St. Augustine Lighthouse & Maritime Museum, Inc. and Stetson Mansion. Discover out-of-the-way places like Mission of Nombre de Dios and Villa Zorayda Museum. Change things up with these side-trips from St. Augustine: Florida Museum of Natural History (in Gainesville), The Casements (in Ormond Beach) and Marjorie Kinnan Rawlings Historic State Park (in Hawthorne). The adventure continues: contemplate the long history of Colonial Quarter, stroll through Vilano Beach, take an in-depth tour of The Oldest Store Museum, and take in the spiritual surroundings of St. Photios Greek Orthodox National Shrine.

To find traveler tips, other places to visit, ratings, and other tourist information, read our St. Augustine online road trip planner .

Getting from Savannah to St. Augustine by car takes about 3.5 hours. Other options: take a bus; or take a train. Traveling from Savannah in December, expect a bit warmer with lows of 15°C in St. Augustine. Finish up your sightseeing early on the 5th (Tue) so you can go by car to Sarasota.

Things to do in St. Augustine

Historic Sites Museums Parks

Side Trips

The Casements, Marjorie Kinnan Rawlings Historic State Park, Stetson Mansion, Florida Museum of Natural History
Find places to stay Dec 31 — Jan 5:
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Mission of Nombre de Dios ©
Mission of Nombre de Dios

3
nights
Sarasota, Florida

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. We've included these beaches for you: Crescent Beach and Venice Beach. Step off the beaten path and head to The Ringling and North Jetty Beach. Go for a jaunt from Sarasota to Venice to see Ideal Classic Cars Museum & Showroom about 46 minutes away. There's still lots to do: appreciate the extensive heritage of Marie Selby Botanical Gardens, brush up on your knowledge of spirits at Siesta Key Rum, enjoy the sand and surf at South Lido Park, and steep yourself in history at The Powel Crosley Estate.

To find reviews, photos, traveler tips, and more tourist information, read Sarasota online route maker .

Drive from St. Augustine to Sarasota in 4.5 hours. Alternatively, you can take a bus; or do a combination of bus and flight. While traveling from St. Augustine, expect a bit warmer days and about the same nights in Sarasota, ranging from highs of 26°C to lows of 13°C. Wrap up your sightseeing on the 8th (Fri) early enough to travel to Key West.

Things to do in Sarasota

Parks Outdoors Beaches

Side Trips

Venice, Crescent Beach, North Jetty Beach
Find places to stay Jan 5 — 8:
Highlights from your plan
Crescent Beach ©
Crescent Beach
The Ringling ©
The Ringling
Marie Selby Botanical Gardens ©
Marie Selby Botanical Gardens

5
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.
Step off the beaten path and head to Fort Zachary Taylor and U.S. Coast Guard Cutter Ingham Maritime Museum. Your cultural itinerary includes sights like Truman Little White House and Key West Garden Club. Get out of town with these interesting Key West side-trips: Big Pine Key (Bahia Honda State Park, Calusa Beach, & more). There's much more to do: pause for some serene contemplation at Saint Mary Star of the Sea, view the masterpieces at 7 Artists & Friends Gallery, examine the collection at The Ernest Hemingway Home and Museum, and get engrossed in the history at Key West Lighthouse and Keeper's Quarters Museum.

To see where to stay, photos, other places to visit, and other tourist information, read Key West trip planner.

You can do a combination of bus and flight from Sarasota to Key West in 7 hours. Other options are to drive; or do a combination of bus and ferry. Traveling from Sarasota in January, you can expect nighttime temperatures to be somewhat warmer in Key West, with lows of 22°C. Finish your sightseeing early on the 13th (Wed) to allow enough time to travel to New Orleans.

Things to do in Key West

Historic Sites Parks Museums

Side Trip

Big Pine Key
Find places to stay Jan 8 — 13:
Highlights from your plan
Saint Mary Star of the Sea ©
Saint Mary Star of the Sea
Fort Zachary Taylor ©
Fort Zachary Taylor
Truman Little White House ©
Truman Little White House

5
nights
New Orleans

New Orleans ©
Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.
You'll explore and learn at Whitney Plantation and Escape My Room New Orleans. Eschew the tourist crowds and head to Garden District and St. Louis Cathedral. Explore the numerous day-trip ideas around New Orleans: Joseph T. Jones Statue (in Gulfport), St. Joseph Plantation (in Vacherie) and Biloxi Beach (in Biloxi). There's much more to do: admire the masterpieces at The Sydney and Walda Besthoff Sculpture Garden at NOMA, don't miss a visit to Arcadian Books, stroll the grounds of Lake Lawn Metairie, and get to know the fascinating history of Our Sacred Stories.

Plan my trip to New Orleans with suggested itineraries provided by Inspirock.

Getting from Key West to New Orleans by flight takes about 6.5 hours. Other options: do a combination of shuttle and flight; or drive. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. Traveling from Key West in January, things will get little chillier in New Orleans: highs are around 17°C and lows about 12°C. Wrap up your sightseeing on the 18th (Mon) early enough to travel to Tucson.

Things to do in New Orleans

Historic Sites Museums Neighborhoods

Side Trips

St. Joseph Plantation, Biloxi Beach, Whitney Plantation, Joseph T. Jones Statue
Find places to stay Jan 13 — 18:
Highlights from your plan
Garden District ©
Garden District
Whitney Plantation ©
Whitney Plantation
St. Louis Cathedral ©
St. Louis Cathedral

3
nights
Tucson

Tucson ©
One of the fastest-growing metropolitan areas in the country, Tucson is a city on a cultural crossroads, with European, Native American, Mexican, and Asian residents blending and sometimes conflicting with one another.
Get a sense of the local culture at Arizona-Sonora Desert Museum and Tumacacori National Historical Park. Step off the beaten path and head to Arizona State Museum and Museum of the Horse Soldier. There's still lots to do: see the interesting displays at Franklin Auto Museum, explore the world behind art at DeGrazia Gallery in the Sun Museum, and indulge your thirst for a good beer at Pueblo Vida Brewing Company.

To find where to stay, photos, reviews, and other tourist information, read our Tucson online travel route planner .

You can do a combination of flight and shuttle from New Orleans to Tucson in 8 hours. Other options are to fly; or drive. The time zone difference when traveling from New Orleans to Tucson is minus 1 hour. Expect a bit warmer weather when traveling from New Orleans in January: highs in Tucson hover around 21°C, while lows dip to 5°C. Finish up your sightseeing early on the 21st (Thu) so you can travel to Kailua-Kona.

Things to do in Tucson

Museums Shopping Parks

Side Trip

Tumacacori National Historical Park
Find places to stay Jan 18 — 21:
Highlights from your plan
Arizona-Sonora Desert Museum ©
Arizona-Sonora Desert Museum
Museum of the Horse Soldier ©
Museum of the Horse Soldier

5
nights
Kailua-Kona, Island of Hawaii

Kailua-Kona ©
Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
Eschew the tourist crowds and head to The Painted Church and Samuel M. Spencer Beach Park. Your itinerary includes some good beach time at Honaunau Bay and Waialea Beach. There's still lots to do: get engrossed in the history at Kona Coffee Living History Farm, stroll through Makalawena/Pu'u Ali'i, take in the spiritual surroundings of Mokuaikaua Church, and indulge in some personalized pampering at some of the best spas.

For other places to visit, photos, traveler tips, and tourist information, go to the Kailua-Kona trip itinerary planning website .

Traveling by combination of shuttle and flight from Tucson to Kailua-Kona takes 10 hours. Alternatively, you can fly. You'll gain 3 hours traveling from Tucson to Kailua-Kona due to the time zone difference. Traveling from Tucson in January, you will find days in Kailua-Kona are somewhat warmer (31°C), and nights are warmer (22°C). Wrap up your sightseeing on the 26th (Tue) early enough to travel to Lahaina.

Things to do in Kailua-Kona

Parks Outdoors Beaches

Side Trips

Captain Cook, Waimea, Honaunau Bay
Find places to stay Jan 21 — 26:
Highlights from your plan
Honaunau Bay ©
Honaunau Bay
Kona Coffee Living History Farm ©
Kona Coffee Living History Farm
Samuel M. Spencer Beach Park ©
Samuel M. Spencer Beach Park

5
nights
Lahaina, Maui

Lahaina ©
Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Discover out-of-the-way places like Ho'okipa Beach Park and Keawakapu Beach. Your inner history buff will appreciate Maria Lanakila Catholic Church and Hale Pa'i Printing Museum. You'll find plenty of places to visit near Lahaina: Kihei (Kalepolepo Beach Park & Kamaole Beach Park II) and Wailea (Polo Beach, Wailea Beach Path, & more). And it doesn't end there: enjoy the sand and surf at Kapalua Beach, stroll through Baby Beach, take in the exciting artwork at Maui On Metal, and relax and rejuvenate at some of the best spas.

For traveler tips, other places to visit, ratings, and more tourist information, go to the Lahaina trip maker website .

You can fly from Kailua-Kona to Lahaina in 4 hours. Alternatively, you can do a combination of taxi, flight, and bus; or do a combination of flight and bus. In January, plan for daily highs up to 30°C, and evening lows to 22°C. Wrap up your sightseeing on the 31st (Sun) to allow time to travel to Honolulu.

Things to do in Lahaina

Parks Outdoors Beaches

Side Trips

Wailea, Kihei, Kapalua Beach, Ho'okipa Beach Park
Find places to stay Jan 26 — 31:
Highlights from your plan
Kamaole Beach Park II ©
Kamaole Beach Park II
Kapalua Beach ©
Kapalua Beach
Ho'okipa Beach Park ©
Ho'okipa Beach Park

6
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Let the collections at USS Arizona Memorial and USS Bowfin Submarine Museum & Park capture your imagination. Your cultural itinerary includes sights like Makapuu Lighthouse Trail and Pacific Aviation Museum Pearl Harbor. Venture out of the city with trips to Byodo-In Temple (in Kaneohe), Kailua (Kailua Beach Park & Lanikai Beach) and Waimanalo Beach (in Waimanalo). There's lots more to do: enjoy the sand and surf at Ko Olina Lagoons, tour the pleasant surroundings at Sharks Cove, examine the collection at Bishop Museum, and explore the different monuments and memorials at National Memorial Cemetery of the Pacific.

For traveler tips, photos, ratings, and tourist information, read our Honolulu trip itinerary planning site .

Traveling by flight from Lahaina to Honolulu takes 3.5 hours. Alternatively, you can do a combination of ferry and flight; or do a combination of bus and flight. In January, daily temperatures in Honolulu can reach 32°C, while at night they dip to 22°C. Finish your sightseeing early on the 6th (Sat) to allow enough time to travel to Poipu.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Kailua, Waimanalo Beach, Sharks Cove, Ko Olina Lagoons, Byodo-In Temple
Find places to stay Jan 31 — Feb 6:
Highlights from your plan
Kailua Beach Park ©
Kailua Beach Park
USS Arizona Memorial ©
USS Arizona Memorial
Lanikai Beach ©
Lanikai Beach

4
nights
Poipu, Kauai

Poipu ©
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. Relax by the water at Poipu Beach Park and Gillin's Beach. Discover out-of-the-way places like Shipwreck Beach and Maha'ulepu Heritage Trail. Explore Poipu's surroundings by going to Ke'e Beach (in Haena) and Wai`oli Hui`ia Church (in Hanalei). There's lots more to do: take in nature's colorful creations at Allerton Garden, take in the dramatic natural features at Spouting Horn, examine the collection at Galerie 103, and stroll through Mahaulepu Beach.

For photos, other places to visit, reviews, and other tourist information, read Poipu driving holiday planner .

Traveling by flight from Honolulu to Poipu takes 2.5 hours. Expect a daytime high around 30°C in February, and nighttime lows around 22°C. Cap off your sightseeing on the 10th (Wed) early enough to travel to San Francisco.

Things to do in Poipu

Parks Outdoors Beaches

Side Trips

Ke'e Beach, Wai`oli Hui`ia Church
Find places to stay Feb 6 — 10:
Highlights from your plan
Shipwreck Beach ©
Shipwreck Beach
Poipu Beach Park ©
Poipu Beach Park
Ke'e Beach ©
Ke'e Beach

4
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
You'll explore the less-touristy side of things at California State Railroad Museum and Legion of Honor. Deepen your sense of the past at sights like Golden Gate Bridge and Filbert Street Stairs. Explore San Francisco's surroundings by going to Kenwood (VJB Cellars & Muscardini Cellars), Crocker Art Museum (in Sacramento) and Castello di Amorosa (in Calistoga). Next up on the itinerary: tour the pleasant surroundings at Alcatraz Island, see the interesting displays at Golden State Model Railroad Museum, take in the pleasant sights at Fisherman's Wharf, and kick back and relax at Natural Bridges State Beach.

For traveler tips, more things to do, where to stay, and more tourist information, refer to the San Francisco trip itinerary maker .

Traveling by flight from Poipu to San Francisco takes 8 hours. Alternatively, you can do a combination of flight and train. Due to the time zone difference, you'll lose 2 hours traveling from Poipu to San Francisco. Plan for slightly colder temperatures traveling from Poipu in February, with highs in San Francisco at 19°C and lows at 10°C. Finish your sightseeing early on the 15th (Mon) to allow enough time to travel back home.

Things to do in San Francisco

Museums Historic Sites Parks

Side Trips

Kenwood, Sacramento, Castello di Amorosa, Golden State Model Railroad Museum, Natural Bridges State Beach
Find places to stay Feb 10 — 15:
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
California State Railroad Museum ©
California State Railroad Museum
Crocker Art Museum ©
Crocker Art Museum

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