30 days in United States Itinerary

30 days in United States Itinerary

Created using Inspirock United States journey planner

Plan created by another user. Make it yours
1
Kailua, Oahu
— 2 nights
2
Waimea, Kauai
— 2 nights
3
Kihei, Maui
— 4 nights
4
Hilo, Island of Hawaii
— 3 nights
5
Kailua-Kona, Island of Hawaii
— 5 nights
6
Naples
— 4 nights
7
Key West
— 4 nights
8
St. Augustine
— 4 nights

S M T W T F S
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2
nights
Kailua, Oahu

Kailua ©
Kailua is a census-designated place (CDP) in Honolulu County, Hawaii, United States. You'll get in some beach time at Ko Olina Lagoons and Lanikai Beach. When in Kailua, make a side trip to see Shark Diving in Haleiwa, approximately Haleiwa away. The adventure continues: contemplate in the serene atmosphere at Byodo-In Temple and enjoy the sand and surf at Kailua Beach Park.

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

Hyderabad, India to Kailua is an approximately 26-hour flight. You'll gain 15.5 hours traveling from Hyderabad to Kailua due to the time zone difference. Traveling from Hyderabad in December, expect nights in Kailua to be a bit warmer, around 25°C, while days are a bit cooler, around 30°C. Finish your sightseeing early on the 19th (Sat) so you can travel to Waimea.

Things to do in Kailua

Outdoors · Parks · Beaches · Tours

Side Trips

Highlights from your trip

2
nights
Waimea, Kauai

Waimea ©
On the 20th (Sun), get some fabulous bargains at Original Red Dirt Shirts, then discover the deep blue sea with a scuba or snorkeling tour, and then experience rural life at Kauai Coffee Company. Keep things going the next day: hike along Pihea Trail, then take in breathtaking views at Waimea Canyon State Park, and then enjoy the sand and surf at Polihale State Park.

To find ratings, maps, other places to visit, and more tourist information, read Waimea attractions app.

Traveling by flight from Kailua to Waimea takes 5 hours. Traveling from Kailua in December, plan for slightly colder nights in Waimea, with lows around 22°C. Wrap up your sightseeing on the 21st (Mon) early enough to travel to Kihei.

Things to do in Waimea

Outdoors · Parks · Nature · Tours

Side Trips

Highlights from your trip
©
Factory Outlet
Original Red Dirt Shirts
3.9

4
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 Ho'okipa Beach Park and Maui Brewing Company. You'll enjoy a bit of beach vacationing at Makena Beach and Kamaole Beach Park III. Explore the numerous day-trip ideas around Kihei: Lahaina (Lahaina Front Street, Lahaina Banyan Court, &more) and Haleakala Crater (in Haleakala National Park). And it doesn't end there: stroll through Kamaole Beach Park II, enjoy the sand and surf at Wailea Beach, let your taste buds guide you at Maui Pineapple Tours, and take an unforgettable tour with a helicopter tour.

To find reviews, ratings, and more tourist information, read Kihei trip planning tool.

Traveling by flight from Waimea to Kihei takes 5 hours. In December, daytime highs in Kihei are 32°C, while nighttime lows are 22°C. Finish up your sightseeing early on the 25th (Fri) so you can travel to Hilo.

Things to do in Kihei

Parks · Outdoors · Beaches · Tours

Side Trips

Highlights from your trip
©
Must see
Makena Beach
4.6

3
nights
Hilo, Island of Hawaii

Hilo ©

America's Wettest City

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.
Explore hidden gems such as Kilauea Iki Trailhead and Hilo Farmers Market. Explore Hilo's surroundings by going to Jagger Museum (in Volcano), Punalu‘U Beach (in Pahala) and Thurston Lava Tube (Nahuku) (in Hawaii Volcanoes National Park). There's lots more to do: take in nature's colorful creations at Liliuokalani Gardens, immerse yourself in nature at Akaka Falls State Park, kick your exploration up a notch at The Umauma Experience, and stop by Hilo Coffee Mill.

For ratings, where to stay, other places to visit, and more tourist information, read our Hilo online driving holiday planner.

Getting from Kihei to Hilo by flight takes about 3 hours. In December, plan for daily highs up to 31°C, and evening lows to 21°C. Finish your sightseeing early on the 28th (Mon) to allow enough time to drive to Kailua-Kona.

Things to do in Hilo

Parks · Nature · Outdoors · Tours

Side Trips

Highlights from your trip

5
nights
Kailua-Kona, Island of Hawaii

Kailua-Kona ©

Heart of the Kona Coast

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.
Discover out-of-the-way places like Manini'owali Beach (Kua Bay) and The Original Donkey Ball Store. We've included these beaches for you: Papakōlea Green Sand Beach and Hapuna Beach State Recreation Area. Go for a jaunt from Kailua-Kona to Honaunau to see Pu'uhonua O Honaunau National Historical Park about 44 minutes away. The adventure continues: relax in the rural setting at Greenwell Farms, explore and take pictures at Saddle Road, cast your line with a fishing tour, and take in the awesome beauty at Mauna Kea.

To see ratings, traveler tips, and more tourist information, refer to the Kailua-Kona vacation planner.

Traveling by car from Hilo to Kailua-Kona takes 2 hours. Alternatively, you can take a bus. In December in Kailua-Kona, expect temperatures between 32°C during the day and 24°C at night. Finish your sightseeing early on the 2nd (Sat) to allow enough time to travel to Naples.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Nature

Side Trips

Highlights from your trip
©
Gift & Specialty Shop
The Original Donkey Ball Store
4.3

4
nights
Naples

Naples ©
Relax by the water at Captiva Beach and Bowman's Beach. You'll explore the less-touristy side of things at South Marco Beach and Sanibel Causeway. Explore Naples' surroundings by going to J.N. "Ding" Darling National Wildlife Refuge (in Sanibel Island), Captiva Chapel By-The-Sea (in Captiva Island) and Waterskiing & Jetskiing (in Marco Island).

To find more things to do, reviews, ratings, and more tourist information, refer to the Naples trip app.

You can fly from Kailua-Kona to Naples in 15.5 hours. The time zone difference when traveling from Kailua-Kona to Naples is 5 hours. Plan for little chillier temperatures traveling from Kailua-Kona in January, with highs in Naples at 28°C and lows at 17°C. Finish your sightseeing early on the 6th (Wed) so you can travel to Key West.

Things to do in Naples

Parks · Outdoors · Beaches · Wildlife

Side Trips

Highlights from your trip
©
Must see
Captiva Beach
4.3
©
Must see
South Marco Beach
4.2

4
nights
Key West

Key West ©

Conch Republic

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.
You'll explore the less-touristy side of things at Key West Garden Club and Saint Mary Star of the Sea. You'll get in some beach time at Fort Zachary Taylor and Bahia Honda State Park. When in Key West, make a side trip to see The Turtle Hospital in Marathon, approximately Marathon away. Spend the 8th (Fri) exploring nature at Dry Tortugas National Park. There's lots more to do: explore the different monuments and memorials at Key West Cemetery, explore and take pictures at The Overseas Highway, see the interesting displays at Mel Fisher Maritime Heritage Museum, and indulge in some personalized pampering at some of the best spas.

For other places to visit, ratings, traveler tips, and more tourist information, you can read our Key West online trip itinerary builder.

Getting from Naples to Key West by combination of taxi and ferry takes about 4 hours. Other options: drive; or take a bus. Traveling from Naples in January, Key West is a bit warmer at night with lows of 22°C. Finish your sightseeing early on the 10th (Sun) to allow enough time to travel to St. Augustine.

Things to do in Key West

Parks · Outdoors · Nature · Historic Sites

Side Trips

Highlights from your trip
©
Cemetery
Key West Cemetery
4.2

4
nights
St. Augustine

St. Augustine ©
St. You'll discover tucked-away gems like Angell & Phelps Chocolate Factory and San Sebastian Winery. Relax by the water at St. Augustine Beach and Beach at Daytona Beach. Step out of St. Augustine to go to DeLand and see Stetson Mansion, which is approximately 1h 25 min away. There's still lots to do: see the interesting displays at Lightner Museum, deepen your understanding at Flagler College, don't miss a visit to St. George Street, and enjoy the sea views from St. Augustine Lighthouse & Maritime Museum, Inc..

To find more things to do, other places to visit, where to stay, and tourist information, go to the St. Augustine trip planner.

You can do a combination of flight and bus from Key West to St. Augustine in 7 hours. Alternatively, you can drive; or take a bus. Expect little chillier temperatures when traveling from Key West in January; daily highs in St. Augustine reach 21°C and lows reach 11°C. On the 14th (Thu), you'll travel back home.

Things to do in St. Augustine

Museums · Outdoors · Parks · Beaches

Side Trips

Highlights from your trip
©
Gift & Specialty Shop
Angell & Phelps Chocolate Factory
4.6
©
Winery / Vineyard
San Sebastian Winery
4.2

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