19 days in United States Itinerary

19 days in United States Itinerary

Created using Inspirock United States trip builder

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Route & dates

19 days in United States Itinerary

Start: Boston
Fly:  7​h 15​min
1
San Francisco
— Few hours
Fly:  7​h 30​min
2
Honolulu, Oahu
— 1 night
Fly:  2​h 30​min
3
Kapaa, Kauai
— 2 nights
Fly:  2​h 30​min
4
Kailua-Kona, Island of Hawaii
— 2 nights
Drive:  2​h
5
Hilo, Island of Hawaii
— 1 night
Fly + bus:  3​h 15​min
6
Lahaina, Maui
— 2 nights
+2
bus + Fly + taxi:  11​h 30​min
7
Sedona
— 1 day
taxi + Fly:  8​h 15​min
8
Sanibel Island
— 1 day
Fly + bus:  4​h
9
Marathon
— 2 nights
bus:  1​h 15​min
10
Key West
— 2 nights
Fly + bus:  6​h
11
New York City
— 2 nights
bus + Fly:  3​h
End: Boston

few
hours
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Kick off your visit on the 8th (Tue): head off the coast to Alcatraz Island and then take in the views from Golden Gate Bridge.

To see photos, reviews, maps, and more tourist information, go to the San Francisco online trip itinerary maker .

Boston to San Francisco is an approximately 7.5-hour combination of bus and flight. You can also do a combination of bus, flight, and train; or drive. You'll gain 3 hours traveling from Boston to San Francisco due to the time zone difference. In January, San Francisco is much hotter than Boston - with highs of 59°F and lows of 46°F. Wrap up your sightseeing on the 8th (Tue) to allow time to travel to Honolulu.

Things to do in San Francisco

Historic Sites Nature Parks
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island

1
night
Honolulu, Oahu

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Kick off your visit on the 9th (Wed): examine the collection at USS Bowfin Submarine Museum & Park, then steep yourself in history at Battleship Missouri Memorial, then get outside with Stars Above Hawaii, and finally fulfill a lifelong dream with a swim-with-the-dolphins experience. Keep things going the next day: steep yourself in history at Iolani Palace, stroll through Koko Crater Railway Trail, then go for a walk through Diamond Head State Monument, and finally explore the different monuments and memorials at USS Arizona Memorial.

For reviews, photos, ratings, and other tourist information, use the Honolulu road trip planning tool .

Fly from San Francisco to Honolulu in 7.5 hours. Alternatively, you can do a combination of subway and flight; or do a combination of train and flight. Traveling from San Francisco to Honolulu, you'll gain 2 hours due to the time zone difference. In January, Honolulu is warmer than San Francisco - with highs of 81°F and lows of 67°F. Finish up your sightseeing early on the 10th (Thu) so you can travel to Kapaa.

Things to do in Honolulu

Outdoors Museums Historic Sites

Side Trips

Stars Above Hawaii, Swim with Dolphins
Highlights from your plan
Swim with Dolphins
Koko Crater Railway Trail ©
Koko Crater Railway Trail
Battleship Missouri Memorial ©
Battleship Missouri Memorial

2
nights
Kapaa, Kauai

Noted for its low-key beaches, Kapaa is a small town with a high concentration of tourist-oriented hotels, shops, bars, and restaurants.
Kick off your visit on the 11th (Fri): stop by Kapaia Stitchery, then kick back and relax at Poipu Beach Park, then relax in the rural setting at Kauai Coffee Company, and finally take a tour by water with Boat Tours & Water Sports. Get ready for a full day of sightseeing on the next day: admire the sheer force of Wailua Falls, then take a tour by water with Boat Tours & Water Sports, and then identify plant and animal life at Huleia National Wildlife Refuge.

To see photos, maps, where to stay, and other tourist information, use the Kapaa trip builder site .

Traveling by combination of flight and taxi from Honolulu to Kapaa takes 2.5 hours. In January, daily temperatures in Kapaa can reach 79°F, while at night they dip to 65°F. Finish up your sightseeing early on the 12th (Sat) so you can travel to Kailua-Kona.

Things to do in Kapaa

Outdoors Tours Parks

Side Trips

Lihue, Kauai Coffee Company, Poipu Beach Park, Scuba & Snorkeling, Huleia National Wildlife Refuge
Highlights from your plan
Kayaking & Canoeing
Wailua Falls ©
Wailua Falls
Scuba & Snorkeling

2
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.
On the 13th (Sun), discover the deep blue sea with a scuba or snorkeling tour, then relax in the rural setting at Sunshower Farms, and then get up close to creatures of the deep with a dolphin and whale watching tour. Get ready for a full day of sightseeing on the 14th (Mon): take a memorable drive along Saddle Road, take in the awesome beauty at Mauna Kea, and then take in the pleasant sights at Kipuka Pu’u Huluhulu.

To find photos, other places to visit, ratings, and tourist information, refer to the Kailua-Kona sightseeing app .

You can do a combination of taxi and flight from Kapaa to Kailua-Kona in 2.5 hours. In January, daily temperatures in Kailua-Kona can reach 80°F, while at night they dip to 67°F. Finish your sightseeing early on the 14th (Mon) so you can drive to Hilo.

Things to do in Kailua-Kona

Outdoors Wildlife Tours

Side Trip

Sunshower Farms
Highlights from your plan
Dolphin & Whale Watching
Saddle Road
Saddle Road
Mauna Kea ©
Mauna Kea

1
night
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.
Kick off your visit on the 15th (Tue): take an unforgettable tour with a helicopter tour, appreciate the extensive heritage of Basically Books, take in nature's colorful creations at Liliuokalani Gardens, then take in the dramatic scenery at Rainbow Falls, then take in nature's colorful creations at Hawaii Tropical Botanical Garden, and finally admire the majestic nature at Akaka Falls State Park.

For more things to do, photos, other places to visit, and more tourist information, you can read our Hilo day trip planning tool .

You can drive from Kailua-Kona to Hilo in 2 hours. Another option is to take a bus. Expect a daytime high around 81°F in January, and nighttime lows around 64°F. Wrap up your sightseeing on the 15th (Tue) to allow time to travel to Lahaina.

Things to do in Hilo

Parks Tours Nature

Side Trip

Hawaii Tropical Botanical Garden
Highlights from your plan
Akaka Falls State Park ©
Akaka Falls State Park
Hawaii Tropical Botanical Garden ©
Hawaii Tropical Botanical Garden
Helicopter Tours

2
nights
Lahaina, Maui

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.
Start off your visit on the 16th (Wed): admire nature's wide array of creatures at Maui Ocean Center, then discover the deep blue sea with a scuba or snorkeling tour, and then get up close to creatures of the deep with a dolphin and whale watching tour. Keep things going the next day: take a stroll through Lahaina Front Street, make a trip to Lahaina Banyan Court, then kick your exploration up a notch at some of the top local zipline courses and adventure parks, and finally let the river carry you with a rafting and tubing tour.

To see more things to do, photos, and more tourist information, use the Lahaina trip itinerary builder site .

Traveling by combination of flight and bus from Hilo to Lahaina takes 3.5 hours. Alternatively, you can fly; or do a combination of bus, taxi, and flight. In January, daily temperatures in Lahaina can reach 78°F, while at night they dip to 67°F. Cap off your sightseeing on the 17th (Thu) early enough to travel to Sedona.

Things to do in Lahaina

Tours Outdoors Wildlife

Side Trips

Maui Ocean Center, Scuba & Snorkeling
Highlights from your plan
Dolphin & Whale Watching
River Rafting & Tubing
Lahaina Front Street ©
Lahaina Front Street

1
day
Sedona

Sedona ©
Despite its relatively small size, Sedona overflows with tourist appeal.
Start off your visit on the 18th (Fri): explore the striking landscape at Bell Rock, then admire all the interesting features of Red Rock Scenic Byway (SR 179), and then explore the striking landscape at Cathedral Rock.

For maps, more things to do, ratings, and tourist information, use the Sedona trip builder site .

You can do a combination of bus, flight, and taxi from Lahaina to Sedona in 11.5 hours. Other options are to do a combination of bus, flight, and shuttle; or do a combination of flight and shuttle. Traveling from Lahaina to Sedona, you'll lose 3 hours due to the time zone difference. Traveling from Lahaina in January, things will get cooler in Sedona: highs are around 54°F and lows about 37°F. Wrap up your sightseeing on the 18th (Fri) early enough to travel to Sanibel Island.

Things to do in Sedona

Nature Parks Scenic Drive
Highlights from your plan
Cathedral Rock ©
Cathedral Rock
Bell Rock ©
Bell Rock

1
day
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 19th (Sat), enjoy the sand and surf at Bowman's Beach, see the interesting displays at The Bailey-Matthews National Shell Museum, then identify plant and animal life at Pond Apple Park, and finally identify plant and animal life at J.N. "Ding" Darling National Wildlife Refuge.

To see ratings, other places to visit, where to stay, and other tourist information, refer to the Sanibel Island online journey planner .

Traveling by combination of taxi and flight from Sedona to Sanibel Island takes 8.5 hours. Alternatively, you can do a combination of shuttle, flight, and taxi; or drive. The time zone difference when traveling from Sedona to Sanibel Island is 2 hours. Traveling from Sedona in January, you will find days in Sanibel Island are warmer (75°F), and nights are somewhat warmer (56°F). Finish your sightseeing early on the 19th (Sat) to allow enough time to travel to Marathon.

Things to do in Sanibel Island

Parks Wildlife Beaches
Highlights from your plan
Bowman's Beach ©
Bowman's Beach

2
nights
Marathon

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
On the 20th (Sun), cast your line with a fishing tour, then indulge your thirst for a good beer at Islamorada Beer Company Brewery and Tasting Room, then identify plant and animal life at Dolphin Research Center, and finally relax and rejuvenate at some of the top local wellness centers. Here are some ideas for day two: stroll through Sombrero Beach, look for all kinds of wild species at The Turtle Hospital, then take in the views from Seven Mile Bridge, and finally admire the majestic nature at Bahia Honda State Park.

For where to stay, photos, and tourist information, read our Marathon trip maker website .

Traveling by combination of taxi, flight, and bus from Sanibel Island to Marathon takes 4 hours. Alternatively, you can drive; or do a combination of taxi, ferry, and bus. Expect somewhat warmer evenings in Marathon when traveling from Sanibel Island in January, with lows around 66°F. Finish your sightseeing early on the 21st (Mon) so you can take a bus to Key West.

Things to do in Marathon

Outdoors Parks Wildlife

Side Trips

Islamorada, Bahia Honda State Park
Highlights from your plan
Fishing Charters & Tours
The Turtle Hospital ©
The Turtle Hospital
Seven Mile Bridge ©
Seven Mile Bridge

2
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.
On the 22nd (Tue), explore the striking landscape of Dry Tortugas National Park. On the 23rd (Wed), you'll have a packed day of sightseeing: don't miss a visit to Truman Little White House, take a tour by water with Boat Tours & Water Sports, and then take a memorable drive along The Overseas Highway.

For photos, other places to visit, reviews, and tourist information, use the Key West online sightseeing planner .

Traveling by bus from Marathon to Key West takes 1.5 hours. Alternatively, you can drive. In January, daily temperatures in Key West can reach 76°F, while at night they dip to 66°F. Finish your sightseeing early on the 23rd (Wed) so you can travel to New York City.

Things to do in Key West

Outdoors Nature Parks
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
The Overseas Highway ©
The Overseas Highway
Fishing Charters & Tours

2
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.
New York City is known for museums, nightlife, shopping, historic sites, and parks. Your plan includes some of its best attractions: make a trip to Central Park, take a stroll through Times Square, appreciate the history behind Statue of Liberty National Monument, and admire the landmark architecture of Rockefeller Center.

For where to stay and tourist information, use the New York City trip itinerary builder website .

Traveling by combination of flight and bus from Key West to New York City takes 6 hours. Alternatively, you can fly; or drive. Traveling from Key West in January, things will get colder in New York City: highs are around 40°F and lows about 24°F. Cap off your sightseeing on the 26th (Sat) early enough to travel back home.

Things to do in New York City

Parks Museums Neighborhoods
Highlights from your plan
Central Park ©
Central Park
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
Empire State Building ©
Empire State Building

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