60 days in United States Itinerary

60 days in United States Itinerary

Created using Inspirock United States trip itinerary planner

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Route & dates

60 days in United States Itinerary

Start: Milan
Fly + shuttle:  14​h 45​min
1
Marathon
— 5 nights
bus:  1​h 15​min
2
Key West
— 6 nights
Fly + Drive:  7​h
3
St. Augustine
— 5 nights
Drive:  3​h 15​min
4
Savannah
— 3 nights
Fly:  10​h 15​min
5
Page
— 5 nights
Drive:  4​h
6
Sedona
— 5 nights
+2
taxi + Fly + bus:  12​h
7
Lahaina, Maui
— 7 nights
+2
bus + Fly + taxi:  4​h
8
Poipu, Kauai
— 6 nights
taxi + Fly:  2​h 45​min
9
Kailua-Kona, Island of Hawaii
— 6 nights
Drive:  2​h
10
Hilo, Island of Hawaii
— 4 nights
Fly + bus:  15​h 15​min
11
New York City
— 5 nights
Fly:  12​h 30​min
End: Milan

5
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.
Get in touch with nature at Dolphin Research Center and Robbie's of Islamorada. We've included these beaches for you: Sombrero Beach and Bahia Honda State Park. Step out of Marathon with an excursion to National Key Deer Refuge in Big Pine Key--about 36 minutes away. The adventure continues: look for all kinds of wild species at The Turtle Hospital, stroll through Sunset Park Beach, add some adventure to your tour with a kayaking and canoeing tour, and get advice or help at Pigeon Key Foundation.

To find other places to visit and more tourist information, use the Marathon tour planner .

Milan, Italy to Marathon is an approximately 15-hour combination of flight and shuttle. You can also do a combination of flight and bus; or do a combination of train, flight, and shuttle. The time zone difference when traveling from Milan to Marathon is minus 6 hours. Traveling from Milan in April, expect nights in Marathon to be warmer, around 28°C, while days are a bit warmer, around 35°C. Wrap up your sightseeing on the 20th (Fri) to allow time to drive to Key West.

Things to do in Marathon

Parks Wildlife Outdoors

Side Trips

Big Pine Key, Sunset Park Beach, Robbie's of Islamorada
Highlights from your plan
Sombrero Beach ©
Sombrero Beach
Bahia Honda State Park ©
Bahia Honda State Park
The Turtle Hospital ©
The Turtle Hospital

6
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.
Get some cultural insight at Truman Little White House and Key West Garden Club. Step out of the city life by going to Dry Tortugas National Park and The Overseas Highway. And it doesn't end there: admire the majestic nature at Fort Zachary Taylor, identify plant and animal life at Key West Butterfly & Nature Conservatory, don't miss a visit to Southernmost Point, and get interesting insight from Tours.

To see traveler tips, ratings, reviews, and more tourist information, you can read our Key West day trip planner .

Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can take a bus. In April, plan for daily highs up to 32°C, and evening lows to 27°C. Finish up your sightseeing early on the 26th (Thu) so you can travel to St. Augustine.

Things to do in Key West

Outdoors Tours Parks
Highlights from your plan
Truman Little White House ©
Truman Little White House
Dry Tortugas National Park ©
Dry Tortugas National Park
Fort Zachary Taylor ©
Fort Zachary Taylor

5
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Get in touch with nature at St. Augustine Beach and Ormond Beach. Step off the beaten path and head to Ponce de Leon Inlet Lighthouse & Museum and St. Augustine Lighthouse & Maritime Museum. Take a break from St. Augustine with a short trip to Beach at Daytona Beach in Daytona Beach, about 1h 20 min away. There's still lots to do: brush up on your knowledge of spirits at St. Augustine Distillery, steep yourself in history at Castillo de San Marcos, kick back and relax at Serenata Beach Club, and identify plant and animal life at St. Augustine Alligator Farm Zoological Park.

To see photos, reviews, traveler tips, and more tourist information, use the St. Augustine day trip site .

You can do a combination of flight, shuttle, and bus from Key West to St. Augustine in 7 hours. Other options are to do a combination of flight and bus; or drive. Traveling from Key West in April, plan for a bit cooler nights in St. Augustine, with lows around 20°C. Wrap up your sightseeing by early afternoon on the 1st (Tue) to allow time for the car ride to Savannah.

Things to do in St. Augustine

Parks Beaches Outdoors

Side Trips

Ponce de Leon Inlet Lighthouse & Museum, Beach at Daytona Beach, Ormond Beach, Crescent Beach Public Beach
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Beach at Daytona Beach ©
Beach at Daytona Beach

3
nights
Savannah

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Kick off your visit on the 2nd (Wed): take in the spiritual surroundings of Cathedral of St. John the Baptist, take a stroll through Savannah Historic District, and then stroll through Coligny Beach. Get ready for a full day of sightseeing on the next day: get to know the fascinating history of Fort Pulaski National Monument, kick back and relax at Tybee Island Beach, and then explore the different monuments and memorials at Bonaventure Cemetery.

To see traveler tips, where to stay, ratings, and more tourist information, refer to the Savannah trip itinerary maker .

You can drive from St. Augustine to Savannah in 3.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a daytime high around 33°C in May, and nighttime lows around 20°C. Cap off your sightseeing on the 4th (Fri) early enough to travel to Page.

Things to do in Savannah

Beaches Parks Outdoors

Side Trips

Tybee Island, Coligny Beach
Highlights from your plan
Coligny Beach ©
Coligny Beach
Bonaventure Cemetery ©
Bonaventure Cemetery
Fort Pulaski National Monument ©
Fort Pulaski National Monument

5
nights
Page

Page ©
Originally little more than a simple camp constructed to house workers who built a nearby dam on the Colorado River, Page is now a popular stop for travelers preparing a trip to Arizona's canyon country.
Get in touch with nature at Lower Antelope Canyon and Nature & Wildlife Tours. Explore hidden gems such as Monument Valley Navajo Tribal Park and Glen Canyon National Recreation Area. Change things up with these side-trips from Page: Navajo National Monument (in Shonto) and Grand Canyon National Park (Kolb Studio & Grand Canyon South Rim). It doesn't end there: explore the stunning scenery at Antelope Canyon and get great views at Horseshoe Bend.

For other places to visit, ratings, more things to do, and tourist information, refer to the Page trip builder tool .

Traveling by flight from Savannah to Page takes 10.5 hours. Alternatively, you can do a combination of flight and car; or drive. Traveling from Savannah to Page, you'll gain 2 hours due to the time zone difference. Traveling from Savannah in May, plan for slightly colder nights in Page, with lows around 15°C. On the 9th (Wed), wrap the sightseeing up by early afternoon so you can drive to Sedona.

Things to do in Page

Parks Nature Wildlife

Side Trips

Grand Canyon National Park, Monument Valley Navajo Tribal Park, Navajo National Monument
Highlights from your plan
Antelope Canyon ©
Antelope Canyon
Monument Valley Navajo Tribal Park ©
Lower Antelope Canyon ©
Lower Antelope Canyon

5
nights
Sedona

Sedona ©
Despite its relatively small size, Sedona overflows with tourist appeal.
Get in touch with nature at Cathedral Rock and Red Rock Scenic Byway (SR 179). You'll explore the less-touristy side of things at Oak Creek Canyon and Devil's Bridge Trail. You'll find plenty of places to visit near Sedona: V-Bar-V Heritage Site (in Rimrock), Walnut Canyon National Monument (in Flagstaff) and Montezuma Castle National Monument (in Camp Verde). And it doesn't end there: take in the dramatic natural features at Bell Rock, contemplate in the serene atmosphere at Chapel of the Holy Cross, and soothe aching muscles at some of the top local wellness centers.

For maps, where to stay, photos, and tourist information, use the Sedona online journey planner .

You can drive from Page to Sedona in 4 hours. Alternatively, you can do a combination of flight and bus; or do a combination of flight and taxi. In May, daily temperatures in Sedona can reach 30°C, while at night they dip to 15°C. Cap off your sightseeing on the 14th (Mon) early enough to travel to Lahaina.

Things to do in Sedona

Parks Nature Historic Sites

Side Trips

Walnut Canyon National Monument, V-Bar-V Heritage Site, Montezuma Castle National Monument
Highlights from your plan
Oak Creek Canyon ©
Oak Creek Canyon
Cathedral Rock ©
Cathedral Rock
Walnut Canyon National Monument ©
Walnut Canyon National Monument

7
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.
Your itinerary includes some good beach time at Wailea Beach and La Perouse Bay. Eschew the tourist crowds and head to Napili Beach and Haleakala Crater. Venture out of the city with trips to Ho'okipa Beach Park (in Paia), Kihei (Scuba & Snorkeling & Dolphin & Whale Watching) and Ulua Beach (in Wailea). Spend the 18th (Fri) exploring the striking scenery along Hana Highway - Road to Hana. There's still lots to do: take a stroll through Lahaina Front Street, don't miss a visit to Lahaina Banyan Court, and stroll through Ka'anapali Beach.

To find photos, maps, and tourist information, read Lahaina road trip tool .

Getting from Sedona to Lahaina by combination of shuttle, flight, and bus takes about 12 hours. Other options: do a combination of taxi, flight, and bus; or do a combination of shuttle, flight, and bus. Due to the time zone difference, you'll gain 3 hours traveling from Sedona to Lahaina. Traveling from Sedona in May, expect a bit warmer with lows of 24°C in Lahaina. Finish your sightseeing early on the 21st (Mon) to allow enough time to travel to Poipu.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Kihei, Wailea, Maui, Ho'okipa Beach Park, Haleakala Crater
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Scuba & Snorkeling
Wailea Beach ©
Wailea Beach

6
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. Visiting Hanalei Beach and Dolphin & Whale Watching will get you outdoors. Get some cultural insight at Waioli Mission House and St. Raphael Church. You'll find plenty of places to visit near Poipu: Kayaking & Canoeing (in Kapaa), Waimea Canyon State Park (in Waimea) and Na Pali Coast State Park (in Wainiha). There's much more to do: kick back and relax at Poipu Beach Park, take in the dramatic natural features at Spouting Horn, stroll through Puu Poa Beach, and take an unforgettable tour with a helicopter tour.

To find more things to do, where to stay, maps, and more tourist information, go to the Poipu route planner .

Do a combination of bus, flight, and taxi from Lahaina to Poipu in 4 hours. In May, daily temperatures in Poipu can reach 32°C, while at night they dip to 25°C. Wrap up your sightseeing on the 27th (Sun) early enough to travel to Kailua-Kona.

Things to do in Poipu

Outdoors Parks Beaches

Side Trips

Kauai, Waimea Canyon State Park, Helicopter Tours, Hanalei Beach, Kayaking & Canoeing
Highlights from your plan
Waimea Canyon State Park ©
Waimea Canyon State Park
Poipu Beach Park ©
Poipu Beach Park
Kayaking & Canoeing

6
nights
Kailua-Kona, Island of Hawaii

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.
Do some cultural sightseeing at Pu'uhonua O Honaunau National Historical Park and Puukohola National Historic Park. We've included these beaches for you: Hapuna Beach State Recreation Area and Manini'owali Beach (Kua Bay). Venture out of the city with trips to Kona Pacific Farmers Cooperative (in Captain Cook) and Honaunau Bay (in Honaunau). There's much more to do: take your sightseeing to a higher altitude at Mauna Kea, relax and rejuvenate at some of the top local wellness centers, experience rural life at Kona Coffee Living History Farm, and take a memorable tour with Tours.

To see traveler tips, photos, other places to visit, and more tourist information, read our Kailua-Kona travel planner .

Getting from Poipu to Kailua-Kona by combination of taxi and flight takes about 3 hours. Expect a daytime high around 33°C in May, and nighttime lows around 26°C. Cap off your sightseeing on the 2nd (Sat) early enough to go by car to Hilo.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Honaunau, Captain Cook, Hapuna Beach State Recreation Area, Spas & Wellness, Hula Daddy Kona Coffee
Highlights from your plan
Scuba & Snorkeling
Hapuna Beach State Recreation Area ©
Dolphin & Whale Watching

4
nights
Hilo, Island of Hawaii

Hilo ©
One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
You'll get in some beach time at Punaluu Black Sand Beach and Laupahoehoe Beach Park. Step off the beaten path and head to Akaka Falls State Park and Kilauea Iki Trailhead. Explore Hilo's surroundings by going to Pu'u Huluhulu trail (in Hawaii Volcanoes National Park) and Volcano (2400 Fahrenheit Art Glass & Jagger Museum). The adventure continues: take a memorable tour with Tours, take in the dramatic scenery at Rainbow Falls, see the world from above with a helicopter tour, and explore the fascinating underground world of Kilauea Caverns of Fire.

For more things to do, traveler tips, and other tourist information, read Hilo tour itinerary builder website .

Drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in June, plan for a bit cooler nights in Hilo, with lows around 23°C. Finish your sightseeing early on the 6th (Wed) so you can travel to New York City.

Things to do in Hilo

Parks Outdoors Nature

Side Trips

Volcano, Hawaii Volcanoes National Park, Laupahoehoe Beach Park, Kilauea Caverns of Fire, Punalu‘U Beach
Highlights from your plan
Akaka Falls State Park ©
Akaka Falls State Park
Punalu‘U Beach ©
Punalu‘U Beach
Jagger Museum ©
Jagger Museum

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.
Museum-lovers will appreciate The Metropolitan Museum of Art and American Museum of Natural History. Your cultural itinerary includes sights like 9/11 Memorial and Statue of Liberty National Monument. Step out of New York City to go to Cragsmoor and see Sam's Point Preserve, which is approximately 1h 45 min away. And it doesn't end there: make a trip to Central Park, pause for some serene contemplation at St. Patrick's Cathedral, wander the streets of Times Square, and admire the striking features of Empire State Building.

To see photos, ratings, reviews, and other tourist information, use the New York City holiday builder site .

Getting from Hilo to New York City by combination of flight and bus takes about 15.5 hours. Other options: do a combination of bus and flight. You'll lose 5 hours traveling from Hilo to New York City due to the time zone difference. In June in New York City, expect temperatures between 31°C during the day and 21°C at night. Finish up your sightseeing early on the 12th (Tue) so you can travel back home.

Things to do in New York City

Museums Parks Historic Sites

Side Trip

Sam's Point Preserve
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
American Museum of Natural History ©

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