30 days in United States Itinerary

30 days in United States Itinerary

Created using Inspirock United States trip planner

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Route & dates

30 days in United States Itinerary

San Francisco
Drive:  1​h
San Jose
— Few hours
Fly:  6​h 45​min
Kailua-Kona, Island of Hawaii
— 4 nights
Drive:  2​h
Hilo, Island of Hawaii
— 2 nights
Fly + taxi:  1​h 15​min
Kihei, Maui
— 4 nights
taxi + Fly + taxi:  1​h 45​min
Poipu, Kauai
— 4 nights
taxi + Fly:  2​h 45​min
Honolulu, Oahu
— 5 nights
Fly + taxi:  13​h 15​min
Sanibel Island
— 3 nights
taxi + Fly:  2​h 45​min
Key West
— 3 nights
Drive:  1​h 15​min
Marathon
— 2 nights
Drive:  1​h 15​min
Key Largo
— 2 nights
shuttle + Fly:  9​h 30​min
San Francisco

few
hours
San Jose

San Jose
The metropolitan center of Silicon Valley, San Jose considers itself a global city.
For where to stay, more things to do, other places to visit, and tourist information, read San Jose online road trip planner .

San Francisco to San Jose is an approximately 1-hour car ride. You can also take a bus; or take a train. In January, daytime highs in San Jose are 59°F, while nighttime lows are 42°F. On the 1st (Mon), you're off toKailua-Kona.

Things to do in San Jose

Parks Outdoors Tours

3
days
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.
Your itinerary includes some good beach time at Hapuna Beach State Recreation Area and Kahaluu Beach. Get in touch with nature at Kealakekua Bay and Mauna Kea Beach. Step out of Kailua-Kona to go to Honaunau and see Pu'uhonua O Honaunau National Historical Park, which is approximately 44 minutes away. There's lots more to do: get close to the beloved marine mammals with a swim-with-the-dolphins experience, get up close to creatures of the deep with a dolphin and whale watching tour, experience rural life at Hula Daddy Kona Coffee, and tour the pleasant surroundings at Ho‘Okena Beach Park.

To see traveler tips, ratings, photos, and tourist information, read our Kailua-Kona road trip website .

Traveling by flight from San Jose to Kailua-Kona takes 7 hours. The time zone changes from Pacific Standard Time to Hawaii Standard Time, which is usually a -2 hour difference. Traveling from San Jose in January, expect Kailua-Kona to be warmer, temps between 80°F and 68°F. Finish your sightseeing early on the 5th (Fri) so you can drive to Hilo.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Captain Cook, Island of Hawaii, Hapuna Beach State Recreation Area, Hula Daddy Kona Coffee, Pu'uhonua O Honaunau National Historical Park
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©
Kealakekua Bay ©
Kealakekua Bay

3
days
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.
Visiting Zipline and Laupahoehoe Beach Park will get you outdoors. We've included these beaches for you: Richardson Beach Park and Onomea Bay. Change things up with these side-trips from Hilo: Hawaii Volcanoes National Park (Kīlauea & Kilauea Iki Trailhead) and Uncle Robert's Awa Bar and Farmers Market (in Kaimu). It doesn't end there: immerse yourself in nature at Akaka Falls State Park and admire the sheer force of Rainbow Falls.

Plan trip to Hilo with our itinerary maker to find out where to go and what to do.

You can drive from Kailua-Kona to Hilo in 2 hours. Another option is to take a bus. In January, plan for daily highs up to 79°F, and evening lows to 64°F. Wrap up your sightseeing on the 7th (Sun) to allow time to travel to Kihei.

Things to do in Hilo

Parks Outdoors Nature

Side Trips

Hawaii Volcanoes National Park, Uncle Robert's Awa Bar and Farmers Market, Onomea Bay, Zipline, Laupahoehoe Beach Park
Highlights from your plan
Akaka Falls State Park ©
Akaka Falls State Park
Zipline
Kīlauea ©
Kīlauea

4
days
Kihei, Maui

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 Keawakapu Beach and Wailea Beach Path. Escape the urban bustle at Ho'okipa Beach Park and Scuba & Snorkeling. Explore Kihei's surroundings by going to Haleakala Crater (in Haleakala National Park) and Lahaina (Dolphin & Whale Watching, Ka'anapali Beach, & more). Next up on the itinerary: tour the pleasant surroundings at Wailea Beach.

For traveler tips, maps, other places to visit, and other tourist information, go to the Kihei trip planner .

Getting from Hilo to Kihei by combination of flight and taxi takes about 1.5 hours. January in Kihei sees daily highs of 81°F and lows of 63°F at night. Cap off your sightseeing on the 11th (Thu) early enough to travel to Poipu.

Things to do in Kihei

Outdoors Parks Beaches

Side Trips

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

4
days
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. Get in touch with nature at Shipwreck Beach and Makawehi Bluff. Attractions like Scuba & Snorkeling and Dolphin & Whale Watching make great kid-friendly stops. Change things up with these side-trips from Poipu: Waimea Canyon State Park (in Waimea) and Kayaking & Canoeing (in Kapaa). There's more to do: stroll through Poipu Beach Park and explore the striking landscape at Spouting Horn.

Ask Inspirock to suggest an itinerary and make planning a trip to Poipu fast, fun, and easy.

Traveling by combination of taxi and flight from Kihei to Poipu takes 2 hours. In January, plan for daily highs up to 78°F, and evening lows to 66°F. Cap off your sightseeing on the 15th (Mon) early enough to travel to Honolulu.

Things to do in Poipu

Outdoors Tours Wildlife

Side Trips

Waimea Canyon State Park, Scuba & Snorkeling, Dolphin & Whale Watching, Kayaking & Canoeing
Highlights from your plan
Poipu Beach Park ©
Poipu Beach Park
Scuba & Snorkeling
Shipwreck Beach ©
Shipwreck Beach

4
days
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.
Your itinerary includes some good beach time at Banzai Pipeline and Lanikai Beach. Visiting Sunset Beach Park and Kokololio Beach Park will get you outdoors. Venture out of the city with trips to Polynesian Cultural Center (in Laie), Waimea Bay (in Haleiwa) and Kailua Beach Park (in Kailua). The adventure continues: look for all kinds of wild species at Malaekahana State Recreation Area, see some colorful creatures with a scuba or snorkeling tour, get engrossed in the history at Iolani Palace, and contemplate the long history of Battleship Missouri Memorial.

For other places to visit and more tourist information, refer to the Honolulu online tour builder .

Getting from Poipu to Honolulu by combination of taxi and flight takes about 3 hours. Expect a daytime high around 80°F in January, and nighttime lows around 66°F. Cap off your sightseeing on the 20th (Sat) early enough to travel to Sanibel Island.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Kailua, Banzai Pipeline, Kokololio Beach Park, Polynesian Cultural Center
Highlights from your plan
Banzai Pipeline ©
Banzai Pipeline
Kailua Beach Park ©
Kailua Beach Park
Lanikai Beach ©
Lanikai Beach

3
days
Sanibel Island

Sanibel Island ©
Discover out-of-the-way places like Barefoot Beach Preserve and Sanibel Island Lighthouse. Family-friendly places like Lovers Key State Park and J.N. "Ding" Darling National Wildlife Refuge will thrill your kids. Change things up with a short trip to Fort Myers Beach in Fort Myers Beach (about 34 minutes away).

To find maps, where to stay, reviews, and tourist information, go to the Sanibel Island online travel route planner .

Traveling by combination of flight and taxi from Honolulu to Sanibel Island takes 13.5 hours. Alternatively, you can do a combination of flight, bus, and taxi. The time zone difference moving from Hawaii Standard Time (HST) to Eastern Standard Time (EST) is 5 hours. In January, Sanibel Island is a bit cooler than Honolulu - with highs of 75°F and lows of 55°F. Finish your sightseeing early on the 23rd (Tue) so you can travel to Key West.

Things to do in Sanibel Island

Parks Wildlife Outdoors

Side Trips

Fort Myers Beach, Barefoot Beach Preserve
Highlights from your plan
Bowman's Beach ©
Bowman's Beach
Barefoot Beach Preserve ©
Barefoot Beach Preserve
Lovers Key State Park ©
Lovers Key State Park

3
days
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 in touch with nature at Far Out Fishing Charters and Dry Tortugas National Park. Attractions like Key West Butterfly & Nature Conservatory and Fort Zachary Taylor make great kid-friendly stops. There's lots more to do: paddle through the water with a kayaking and canoeing tour, take a memorable drive along The Overseas Highway, and contemplate the long history of Truman Little White House.

To see photos, reviews, where to stay, and more tourist information, you can read our Key West sightseeing tool .

You can do a combination of taxi and flight from Sanibel Island to Key West in 3 hours. Alternatively, you can do a combination of taxi and ferry; or drive. Expect somewhat warmer evenings in Key West when traveling from Sanibel Island in January, with lows around 67°F. Wrap up your sightseeing on the 26th (Fri) early enough to drive to Marathon.

Things to do in Key West

Outdoors Parks Nature
Highlights from your plan
Fort Zachary Taylor ©
Fort Zachary Taylor
Far Out Fishing Charters ©
Far Out Fishing Charters

2
days
Marathon

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 27th (Sat), stroll through Sombrero Beach, then look for all kinds of wild species at The Turtle Hospital, then snap pictures at Seven Mile Bridge, and finally enjoy the sand and surf at Bahia Honda State Park. Here are some ideas for day two: tour the pleasant surroundings at Sunset Park Beach, then identify plant and animal life at Dolphin Research Center, and then identify plant and animal life at Crane Point Museum & Nature Center.

To see other places to visit, reviews, and other tourist information, refer to the Marathon holiday maker tool .

Drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In January, plan for daily highs up to 76°F, and evening lows to 65°F. Finish your sightseeing early on the 28th (Sun) so you can drive to Key Largo.

Things to do in Marathon

Parks Outdoors Beaches

Side Trips

Bahia Honda State Park, Sunset Park Beach
Highlights from your plan
The Turtle Hospital
The Turtle Hospital
Dolphin Research Center ©
Dolphin Research Center
Crane Point Museum & Nature Center ©

2
days
Key Largo

Key Largo
The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
Kick off your visit on the 29th (Mon): identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, look for all kinds of wild species at Windley Key Fossil Reef Geological State Park, and then get a new perspective on things with Boat Tours & Water Sports. On the 30th (Tue), you'll have a packed day of sightseeing: discover the deep blue sea with a scuba or snorkeling tour and then admire the majestic nature at John Pennekamp Coral Reef State Park.

Take the guesswork out of planning a Key Largo vacation by using our trip itinerary maker.

Drive from Marathon to Key Largo in 1.5 hours. Alternatively, you can take a bus; or take a shuttle. Traveling from Marathon in January, expect little chillier with lows of 58°F in Key Largo. Wrap up your sightseeing on the 30th (Tue) early enough to travel back home.

Things to do in Key Largo

Parks Wildlife Outdoors

Side Trip

Islamorada
Highlights from your plan

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