36 days in Continental USA Itinerary

36 days in Continental USA Itinerary

Created using Inspirock Continental USA planner

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

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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.
Eschew the tourist crowds and head to Manini'owali Beach (Kua Bay) and Punalu‘U Beach. We've included these beaches for you: Hapuna Beach State Recreation Area and Papakōlea Green Sand Beach. When in Kailua-Kona, make a side trip to see Pu'uhonua O Honaunau National Historical Park in Honaunau, approximately Honaunau away. There's much more to do: experience rural life at Greenwell Farms, get a new perspective on things with Boat Tours & Water Sports, explore the galleries of Kona Coffee Living History Farm, and take a memorable drive along Saddle Road.

Plan a Kailua-Kona trip in moments using our itinerary builder.

Toronto, Canada to Kailua-Kona is an approximately 16.5-hour flight. Traveling from Toronto to Kailua-Kona, you'll gain 5 hours due to the time zone difference. Plan for much warmer temperatures traveling from Toronto in February, with highs in Kailua-Kona at 32°C and lows at 24°C. Finish up your sightseeing early on the 14th (Thu) so you can go by car to Hilo.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches

Side Trips

Kona Coffee Living History Farm, Hapuna Beach State Recreation Area, Papakōlea Green Sand Beach, Greenwell Farms, Hula Daddy Kona Coffee
Highlights from your plan
Manini'owali Beach (Kua Bay) ©
Manini'owali Beach (Kua Bay)
Greenwell Farms ©
Greenwell Farms
Punalu‘U Beach ©
Punalu‘U Beach

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.
We've included these beaches for you: Carlsmith Beach Park and Kehena Black Sand Beach. Discover out-of-the-way places like Thurston Lava Tube (Nahuku) and Kilauea Iki Trailhead. Venture out of the city with trips to Volcano (Jagger Museum, Akatsuka Orchid Gardens, &more), Laupahoehoe Beach Park (in Laupahoehoe) and Kalapana (in Hawaii Volcanoes National Park). There's still lots to do: kick back and relax at Kaimu Beach Park, look for gifts at Hilo Coffee Mill, admire the natural beauty at Hawaii Tropical Botanical Garden, and take an unforgettable tour with a helicopter tour.

To see other places to visit, where to stay, maps, and tourist information, read our Hilo trip planner.

Traveling by car from Kailua-Kona to Hilo takes 2 hours. Alternatively, you can take a bus. In February, daily temperatures in Hilo can reach 32°C, while at night they dip to 21°C. Wrap up your sightseeing on the 18th (Mon) to allow time to travel to Kihei.

Things to do in Hilo

Parks · Outdoors · Beaches

Side Trips

Volcano, Hawaii Volcanoes National Park, Pahoa, Hilo Coffee Mill, Laupahoehoe Beach Park
Highlights from your plan
Thurston Lava Tube (Nahuku) ©
Thurston Lava Tube (Nahuku)
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Carlsmith Beach Park ©
Carlsmith Beach Park

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 Ho'okipa Beach Park and Po'olenalena Beach. We've included these beaches for you: Keawakapu Beach and Kalepolepo Beach Park. Venture out of the city with trips to Leilani Farm Sanctuary (in Haiku), Haleakala Crater (in Haleakala National Park) and Kalaloa Point (in Hana). There's lots more to do: get some jogging in at Wailea Beach Path, kick back and relax at Wailea Beach, discover the deep blue sea with a scuba or snorkeling tour, and tour the pleasant surroundings at Napili Beach.

To see other places to visit, maps, reviews, and more tourist information, use the Kihei itinerary planner.

You can fly from Hilo to Kihei in 3 hours. In February, daytime highs in Kihei are 32°C, while nighttime lows are 21°C. Cap off your sightseeing on the 23rd (Sat) early enough to travel to Poipu.

Things to do in Kihei

Outdoors · Parks · Beaches

Side Trips

Lahaina, Wailea, Ho'okipa Beach Park, Helicopter Tours, Kula Country Farms
Highlights from your plan
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Keawakapu Beach ©
Keawakapu Beach
Wailea Beach Path ©
Wailea Beach Path

5
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. Step off the beaten path and head to Polihale State Park and Makawehi Bluff. Visit Shipwreck Beach and Poipu Beach Park for some beach relaxation. Explore Poipu's surroundings by going to Wailua Falls (in Lihue) and Waimea Canyon State Park (in Waimea). There's lots more to do: brush up on your knowledge of spirits at Koloa Rum Company, tour the pleasant surroundings at Gillin's Beach, enjoy the sand and surf at Salt Pond Beach Park, and look for all kinds of wild species at Kalalau Trail.

To find other places to visit, traveler tips, where to stay, and more tourist information, you can read our Poipu travel itinerary planner.

Getting from Kihei to Poipu by flight takes about 3.5 hours. In February, daily temperatures in Poipu can reach 30°C, while at night they dip to 22°C. Finish your sightseeing early on the 28th (Thu) so you can travel to Paso Robles.

Things to do in Poipu

Parks · Outdoors · Beaches

Side Trips

Lihue, Hanapepe, Kauai, Waimea, Kauai Coffee Company
Highlights from your plan
Makawehi Bluff ©
Makawehi Bluff
Shipwreck Beach ©
Shipwreck Beach
Polihale State Park ©
Polihale State Park

4
nights
Paso Robles

Paso Robles ©
A town of hot springs and wine, Paso Robles (or "Pass of the Oaks") feels like a desert paradise to those who travel here.
Relax by the water at Julia Pfeiffer Burns State Park and Pfeiffer State Beach. Step off the beaten path and head to Piedras Blancas and Anglim Winery. Explore the numerous day-trip ideas around Paso Robles: Speed Boats Tours (in Avila Beach), Cambria (Moonstone Beach & Cambria Nursery and Florist) and San Simeon (Hearst Castle & Friends of the Elephant Seal). The adventure continues: learn about winemaking at J Dusi Winery.

For maps, ratings, traveler tips, and tourist information, go to the Paso Robles holiday site.

Traveling by combination of flight and train from Poipu to Paso Robles takes 12.5 hours. You'll lose 2 hours traveling from Poipu to Paso Robles due to the time zone difference. When traveling from Poipu in March, plan for slightly colder days in Paso Robles, with highs around 26°C, while nights are colder with lows around 5°C. Wrap up your sightseeing on the 5th (Tue) early enough to travel to Key West.

Things to do in Paso Robles

Parks · Outdoors · Beaches

Side Trips

San Simeon, Templeton, Big Sur, Cambria, Speed Boats Tours
Highlights from your plan
Julia Pfeiffer Burns State Park ©
Julia Pfeiffer Burns State Park
Pfeiffer State Beach ©
Pfeiffer State Beach
Moonstone Beach ©
Moonstone Beach

4
nights
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.
You'll discover tucked-away gems like Key West Cemetery and Kayaking & Canoeing. Spend the 7th (Thu) exploring nature at Dry Tortugas National Park. There's much more to do: take in nature's colorful creations at Key West Garden Club, look for all kinds of wild species at Wildlife Areas, take an in-depth tour of Key West Lighthouse and Keeper's Quarters Museum, and steep yourself in history at Truman Little White House.

To plan Key West vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by flight from Paso Robles to Key West takes 13.5 hours. Alternatively, you can drive; or take a bus. You'll lose 3 hours traveling from Paso Robles to Key West due to the time zone difference. When traveling from Paso Robles in March, plan for a bit warmer days in Key West, with highs around 30°C, while nights are much warmer with lows around 24°C. Finish your sightseeing early on the 10th (Sun) so you can drive to Marathon.

Things to do in Key West

Outdoors · Tours · Wildlife
Highlights from your plan
Spas & Wellness
Stand-Up Paddleboarding
Key West Garden Club ©
Key West Garden Club

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.
Step off the beaten path and head to Sunset Park Beach and Islamorada Brewery & Distillery. You'll enjoy a bit of beach vacationing at Bahia Honda State Park and Sombrero Beach. Go for a jaunt from Marathon to Islamorada to see Fishing Charters & Tours about 40 minutes away. There's much more to do: snap pictures at Old Seven Mile Bridge, soothe aching muscles at some of the top local wellness centers, see the interesting displays at Crane Point Museum & Nature Center, and look for all kinds of wild species at The Turtle Hospital.

To see more things to do, photos, reviews, and tourist information, use the Marathon day trip app.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can take a bus. In March, plan for daily highs up to 32°C, and evening lows to 24°C. Finish your sightseeing early on the 13th (Wed) to allow enough time to drive to St. Augustine.

Things to do in Marathon

Parks · Outdoors · Wildlife

Side Trips

Islamorada, Sunset Park Beach, Bahia Honda State Park
Highlights from your plan
Sunset Park Beach ©
Sunset Park Beach
Islamorada Brewery & Distillery ©
Islamorada Brewery & Distillery
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center

2
nights
St. Augustine

St. Augustine ©
St. You'll discover tucked-away gems like Memorial Presbyterian Church and San Sebastian Winery. Next up on the itinerary: see the interesting displays at Lightner Museum, gain insight at Flagler College, brush up on your knowledge of spirits at St. Augustine Distillery, and make a trip to St. George Street.

To see traveler tips, photos, maps, and tourist information, use the St. Augustine online travel planner.

You can drive from Marathon to St. Augustine in 7.5 hours. Other options are to do a combination of shuttle and flight; or take a bus. Traveling from Marathon in March, things will get slightly colder in St. Augustine: highs are around 25°C and lows about 14°C. Wrap up your sightseeing on the 16th (Sat) to allow time to travel back home.

Things to do in St. Augustine

Parks · Historic Sites · Museums
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Memorial Presbyterian Church ©
Memorial Presbyterian Church
San Sebastian Winery ©
San Sebastian Winery

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