59 days in Continental USA Itinerary

59 days in Continental USA Itinerary

Created using Inspirock United States trip itinerary builder

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Route & dates

59 days in Continental USA Itinerary

Start: Boston
+2
foot + Fly + taxi:  9​h 45​min
1
Sedona
— 3 nights
Drive:  3​h 30​min
2
Page
— 5 nights
Fly:  11​h 15​min
3
Kailua-Kona, Island of Hawaii
— 4 nights
Fly + taxi:  2​h 15​min
4
Kihei, Maui
— 5 nights
+2
taxi + Fly + taxi:  1​h 45​min
5
Poipu, Kauai
— 6 nights
+2
taxi + Fly + Drive:  14​h 45​min
6
Yosemite National Park
— 5 nights
+2
Drive + Fly + Drive:  12​h 45​min
7
Yellowstone National Park
— 5 nights
Drive:  2​h
8
Jackson Hole
— 5 nights
+2
taxi + Fly + bus:  9​h 15​min
9
Marathon
— 3 nights
bus:  1​h 15​min
10
Key West
— 5 nights
Fly + Drive:  6​h
11
St. Augustine
— 2 nights
Drive:  3​h 15​min
12
Savannah
— 2 nights
Drive:  1​h
13
Hilton Head
— 3 nights
Fly + foot:  5​h 15​min
End: Boston

3
nights
Sedona

Sedona ©
Despite its relatively small size, Sedona overflows with tourist appeal.
Your inner history buff will appreciate Walnut Canyon National Monument and Chapel of the Holy Cross. Take a break from the city and head to Oak Creek Canyon and Montezuma Well. It doesn't end there: explore the striking landscape at Cathedral Rock.

To find where to stay, maps, traveler tips, and other tourist information, read our Sedona day trip app .

Boston to Sedona is an approximately 10-hour combination of flight and taxi. You can also do a combination of flight and shuttle; or drive. The time zone difference moving from Eastern Standard Time to Mountain Standard Time is minus 2 hours. When traveling from Boston in May, plan for a bit warmer days in Sedona, with highs around 78°F, while nights are about the same with lows around 54°F. Finish your sightseeing early on the 6th (Mon) so you can drive to Page.

Things to do in Sedona

Nature Parks Historic Sites

Side Trips

Walnut Canyon National Monument, Montezuma Well
Highlights from your plan
Oak Creek Canyon ©
Oak Creek Canyon
Walnut Canyon National Monument ©
Walnut Canyon National Monument
Montezuma Well ©
Montezuma Well

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.
Step out of the city life by going to Glen Canyon National Recreation Area and Northern Arizona Guide Service. Eschew the tourist crowds and head to River Rafting & Tubing and Paria Canyon Wilderness Area. Explore Page's surroundings by going to Monument Valley Navajo Tribal Park (in Monument Valley) and Under-the-Rim Trail (in Bryce Canyon National Park). There's lots more to do: get great views at Horseshoe Bend, explore the stunning scenery at Antelope Canyon, and surround yourself with nature on a nature and wildlife tour.

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

You can drive from Sedona to Page in 3.5 hours. Other options are to do a combination of taxi and flight; or do a combination of shuttle and flight. Expect a daytime high around 79°F in May, and nighttime lows around 55°F. Wrap up your sightseeing on the 11th (Sat) early enough to travel to Kailua-Kona.

Things to do in Page

Nature Parks Outdoors

Side Trips

Marble Canyon, Paria Canyon Wilderness Area, Under-the-Rim Trail, Monument Valley Navajo Tribal Park
Highlights from your plan
Horseshoe Bend ©
Horseshoe Bend
Glen Canyon National Recreation Area ©
Northern Arizona Guide Service ©
Northern Arizona Guide Service

4
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.
Do some cultural sightseeing at Pu'uhonua O Honaunau National Historical Park and Kealakekua Bay. Explore hidden gems such as Manini'owali Beach (Kua Bay) and Hapuna Beach State Recreation Area. Take a break from Kailua-Kona with a short trip to Honomalino Bay in Milolii, about 1h 10 min away. There's lots more to do: enjoy the sand and surf at Kikaua Point Park, tour the pleasant surroundings at Kahaluu Beach, see some colorful creatures with a scuba or snorkeling tour, and get a new perspective on things with Boat Tours & Water Sports.

To find ratings, maps, more things to do, and more tourist information, read Kailua-Kona online day trip planner .

Traveling by flight from Page to Kailua-Kona takes 11.5 hours. Alternatively, you can do a combination of car and flight. Due to the time zone difference, you'll gain 3 hours traveling from Page to Kailua-Kona. Plan for a bit warmer nights when traveling from Page in May since evenings lows in Kailua-Kona dip to 73°F. Cap off your sightseeing on the 16th (Thu) early enough to travel to Kihei.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Pu'uhonua O Honaunau National Historical Park, Kahaluu Beach, Kealakekua Bay, Hapuna Beach State Recreation Area, Honomalino Bay
Highlights from your plan
Hapuna Beach State Recreation Area ©
Manini'owali Beach (Kua Bay) ©
Manini'owali Beach (Kua Bay)

5
nights
Kihei, Maui

Kihei ©
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
You'll explore the less-touristy side of things at Wailea Beach and Zipline. Get outdoors at Napili Beach and Ho'okipa Beach Park. Venture out of the city with trips to Lahaina (Lahaina Front Street & Ka'anapali Beach), Pa'ako Beach (Secret Cove) (in Wailea) and Haleakala Crater (in Haleakala National Park). There's still lots to do: enjoy the sand and surf at Ulua Beach, take a memorable tour with Tours, and tour the pleasant surroundings at Big Beach.

For ratings, traveler tips, photos, and more tourist information, you can read our Kihei trip itinerary planning website .

You can do a combination of flight and taxi from Kailua-Kona to Kihei in 2.5 hours. Alternatively, you can do a combination of bus, taxi, and flight; or do a combination of bus, flight, and taxi. Traveling from Kailua-Kona in May, you can expect nighttime temperatures to be little chillier in Kihei, with lows of 68°F. Cap off your sightseeing on the 21st (Tue) early enough to travel to Poipu.

Things to do in Kihei

Outdoors Parks Beaches

Side Trips

Wailea, Lahaina, Dolphin & Whale Watching, Big Beach, Ho'okipa Beach Park
Highlights from your plan
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Wailea Beach ©
Wailea Beach
Napili Beach ©
Napili Beach

6
nights
Poipu, Kauai

Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. Escape the urban bustle at Tunnels Beach and Scuba & Snorkeling. Discover out-of-the-way places like Hanalei Beach and Na Pali Coast State Park. Venture out of the city with trips to Puu Poa Beach (in Princeville), Kayaking & Canoeing (in Kapaa) and Waimea Canyon State Park (in Waimea). And it doesn't end there: take in the dramatic natural features at Makawehi Bluff, tour the pleasant surroundings at Poipu Beach Park, take some stellar pictures from Pu'u o Kila Lookout, and see majestic marine mammals with a dolphin and whale watching tour.

Make your Poipu itinerary with Inspirock to find out what to see and where to go.

Do a combination of taxi and flight from Kihei to Poipu in 2 hours. In May, daily temperatures in Poipu can reach 82°F, while at night they dip to 71°F. Wrap up your sightseeing on the 27th (Mon) early enough to travel to Yosemite National Park.

Things to do in Poipu

Outdoors Parks Beaches

Side Trips

Hanalei Beach, Scuba & Snorkeling, Na Pali Coast State Park, Kayaking & Canoeing, Waimea Canyon State Park
Highlights from your plan
Scuba & Snorkeling
Hanalei Beach ©
Hanalei Beach
Tunnels Beach ©
Tunnels Beach

5
nights
Yosemite National Park

Yosemite National Park ©
Massive granite mountains, towering waterfalls, groves of Giant Sequoia trees, and wilderness as far as the eye can see distinguish the landscape of Yosemite National Park.
Get outdoors at Bridalveil Fall and Glacier Point. Eschew the tourist crowds and head to Yosemite Falls and Sonora Pass. Spend the 29th (Wed) exploring nature at Elizabeth Lake, Yosemite National Park. Next up on the itinerary: admire the sheer force of Vernal Fall, tour the pleasant surroundings at Tuolumne Meadows, contemplate the waterfront views at Gaylor Lake, and trek along Panorama Trail.

To see reviews, where to stay, maps, and other tourist information, read our Yosemite National Park trip planning tool .

Use the Route module to find suitable travel options from Poipu to Yosemite National Park. The time zone difference moving from Hawaii Standard Time (HST) to Pacific Standard Time (PST) is 2 hours. While traveling from Poipu, expect a bit cooler days and cooler nights in Yosemite National Park, ranging from highs of 65°F to lows of 34°F. Wrap up your sightseeing on the 2nd (Sun) early enough to travel to Yellowstone National Park.

Things to do in Yosemite National Park

Parks Nature Trails

Side Trip

Sonora Pass
Highlights from your plan
Glacier Point ©
Glacier Point
Bridalveil Fall ©
Bridalveil Fall
Yosemite Falls ©
Yosemite Falls

5
nights
Yellowstone National Park

Yellowstone National Park ©
An exceptionally diverse landscape and varied wildlife have made Yellowstone National Park one of America's most popular parks.
Explore hidden gems such as Grizzly and Wolf Discovery Center and Lake Butte Overlook. Get in touch with nature at Lamar Valley and Grand Canyon of the Yellowstone. Spend the 5th (Wed) exploring nature at Fairy Falls. On the 6th (Thu), dedicate a day to the elevated beauty of Mount Washburn. And it doesn't end there: admire all the interesting features of Artist Point, take in the natural beauty of Old Faithful, contemplate the waterfront views at Great Fountain Geyser, and identify plant and animal life at Hayden Valley.

To see photos, maps, and other tourist information, refer to the Yellowstone National Park trip maker tool .

Getting from Yosemite National Park to Yellowstone National Park by combination of taxi, bus, flight, and car takes about 13 hours. Other options: do a combination of taxi, bus, and flight. The time zone difference when traveling from Yosemite National Park to Yellowstone National Park is 1 hour. Plan for a bit cooler temperatures traveling from Yosemite National Park in June, with highs in Yellowstone National Park at 66°F and lows at 34°F. Finish your sightseeing early on the 8th (Sat) so you can drive to Jackson Hole.

Things to do in Yellowstone National Park

Parks Nature Wildlife

Side Trip

Grizzly and Wolf Discovery Center
Highlights from your plan
Grand Canyon of the Yellowstone ©
Grand Canyon of the Yellowstone
Lamar Valley ©
Lamar Valley
Grizzly and Wolf Discovery Center ©

5
nights
Jackson Hole

Jackson Hole ©
The Jackson Hole valley is approximately 97 km (60 mi) long and 24 km (15 mi) wide, encompassing the town of Jackson, Teton Village, and the northern section of Grand Teton National Park.
Visiting Grand Teton and Leigh Lake will get you outdoors. You'll explore the less-touristy side of things at Amphitheater Lake and Teton Raptor Center. Step out of Jackson Hole to go to Victor and see Headwaters Golf Club, which is approximately 34 minutes away. The adventure continues: explore the striking landscape of String Lake, take in breathtaking views at Cascade Canyon, take your sightseeing to a higher altitude at Teton Point Turnout, and explore the activities along Lake Solitude.

For more things to do, other places to visit, traveler tips, and tourist information, read Jackson Hole trip planner .

You can drive from Yellowstone National Park to Jackson Hole in 2 hours. Traveling from Yellowstone National Park in June, expect nights in Jackson Hole to be about the same, around 39°F, while days are a bit warmer, around 72°F. Finish up your sightseeing early on the 13th (Thu) so you can travel to Marathon.

Things to do in Jackson Hole

Parks Nature Outdoors

Side Trips

Grand Teton National Park, Headwaters Golf Club
Highlights from your plan
Grand Teton ©
Grand Teton
Amphitheater Lake ©
Amphitheater Lake
Leigh Lake ©
Leigh Lake

3
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.
Eschew the tourist crowds and head to Dolphin Research Center and Sombrero Beach. Visiting Crane Point Museum & Nature Center and Fishing Charters & Tours will get you outdoors. Get out of town with these interesting Marathon side-trips: Key Largo (Scuba & Snorkeling & John Pennekamp Coral Reef State Park). There's more to do: kick back and relax at Bahia Honda State Park and identify plant and animal life at The Turtle Hospital.

Before you visit Marathon, use our trip planner to discover what you can do and see there.

You can do a combination of taxi, flight, and bus from Jackson Hole to Marathon in 9.5 hours. Other options are to do a combination of taxi, flight, and shuttle; or drive. The time zone difference when traveling from Jackson Hole to Marathon is 2 hours. Traveling from Jackson Hole in June, expect nights in Marathon to be much warmer, around 79°F, while days are somewhat warmer, around 90°F. Finish your sightseeing early on the 17th (Mon) so you can take a bus to Key West.

Things to do in Marathon

Parks Outdoors Wildlife

Side Trips

Key Largo, Bahia Honda State Park, Fishing Charters & Tours
Highlights from your plan
Sombrero Beach ©
Sombrero Beach
Dolphin Research Center ©
Dolphin Research Center
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center

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.
Visiting Dolphin & Whale Watching and Fort Zachary Taylor will get you outdoors. Deepen your sense of the past at sights like Fort Jefferson and Truman Little White House. Step out of Key West with an excursion to Garden Key in Dry Tortugas National Park--about 1h 40 min away. Spend the 19th (Wed) exploring nature at Dry Tortugas National Park. And it doesn't end there: identify plant and animal life at Key West Butterfly & Nature Conservatory, take a memorable drive along The Overseas Highway, explore the gorgeous colors at Vandenberg Wreck, and take a memorable tour with Tours.

For reviews, ratings, traveler tips, and tourist information, use the Key West trip builder website .

Traveling by bus from Marathon to Key West takes 1.5 hours. Alternatively, you can drive. In June, daytime highs in Key West are 88°F, while nighttime lows are 79°F. Finish your sightseeing early on the 22nd (Sat) so you can travel to St. Augustine.

Things to do in Key West

Parks Nature Outdoors

Side Trip

Dry Tortugas National Park
Highlights from your plan
Fort Zachary Taylor ©
Fort Zachary Taylor
Fort Jefferson ©
Fort Jefferson

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Get outdoors at St. Augustine Alligator Farm Zoological Park and Crescent Beach Public Beach. Explore hidden gems such as St. Augustine Beach and Beach at Daytona Beach. Change things up with a short trip to Bulow Plantation Ruins Historic State Park in Bunnell (about 1 hour away). There's more to do: pause for some photo ops at Castillo de San Marcos and browse the exhibits of St. Augustine Lighthouse & Maritime Museum.

For traveler tips, where to stay, other places to visit, and tourist information, you can read our St. Augustine online holiday maker .

Getting from Key West to St. Augustine by combination of flight and car takes about 6 hours. Other options: do a combination of flight and bus; or drive. Expect little chillier evenings in St. Augustine when traveling from Key West in June, with lows around 73°F. Wrap up your sightseeing on the 25th (Tue) early enough to drive to Savannah.

Things to do in St. Augustine

Parks Beaches Outdoors

Side Trips

Bulow Plantation Ruins Historic State Park, Beach at Daytona Beach, Crescent Beach Public Beach
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach

2
nights
Savannah

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Start off your visit on the 26th (Wed): delve into the mystery of Olde Pink House, stroll the grounds of Bonaventure Cemetery, then take in the spiritual surroundings of Cathedral of St. John the Baptist, and finally shop like a local with Savannah Historic District. On the 27th (Thu), you'll have a packed day of sightseeing: steep yourself in history at Fort Pulaski National Monument, then enjoy the sand and surf at Tybee Island Beach, and then enjoy the sea views from Tybee Island Lighthouse Museum.

Discover how to plan a Savannah trip in just a few steps with Inspirock's itinerary builder.

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. In June, daily temperatures in Savannah can reach 89°F, while at night they dip to 72°F. Finish your sightseeing early on the 27th (Thu) so you can drive to Hilton Head.

Things to do in Savannah

Historic Sites Parks Beaches

Side Trip

Tybee Island
Highlights from your plan
Fort Pulaski National Monument ©
Fort Pulaski National Monument
Tybee Island Lighthouse Museum
Tybee Island Lighthouse Museum
Olde Pink House ©
Olde Pink House

3
nights
Hilton Head

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.
We've included these beaches for you: Driessen Beach Park and Burkes Beach. Visiting Hilton Head Island Bike Trails and Dolphin & Whale Watching will get you outdoors. There's much more to do: enjoy the sand and surf at Coligny Beach, tour the pleasant surroundings at Singleton Beach, and identify plant and animal life at Islanders Beach Park.

For maps, photos, traveler tips, and other tourist information, read Hilton Head tour app .

Getting from Savannah to Hilton Head by car takes about an hour. Other options: take a bus. In June, plan for daily highs up to 87°F, and evening lows to 73°F. Finish up your sightseeing early on the 30th (Sun) so you can travel back home.

Things to do in Hilton Head

Parks Outdoors Beaches
Highlights from your plan
Hilton Head Island Bike Trails ©
Hilton Head Island Bike Trails
Coligny Beach ©
Coligny Beach
Islanders Beach Park ©
Islanders Beach Park

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