36 days in Continental USA Itinerary

36 days in Continental USA Itinerary

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Route & dates

36 days in Continental USA Itinerary

Start: Toronto
Fly:  15​h 30​min
1
Kailua-Kona, Island of Hawaii
— 4 nights
Drive:  2​h
2
Hilo, Island of Hawaii
— 4 nights
Fly:  1​h 15​min
3
Kihei, Maui
— 5 nights
Fly:  1​h 45​min
4
Poipu, Kauai
— 5 nights
+2
Fly + bus + train:  11​h
5
Paso Robles
— 4 nights
bus + Fly:  13​h 15​min
6
Key West
— 4 nights
bus:  1​h 15​min
7
Marathon
— 3 nights
+2
shuttle + Fly + Drive:  6​h 15​min
8
St. Augustine
— 2 nights
+3
bus + taxi + bus + Fly:  7​h 30​min
End: Toronto

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.
We've included these beaches for you: Punalu‘U Beach and Hapuna Beach State Recreation Area. Explore hidden gems such as Papakōlea Green Sand Beach and Saddle Road. When in Kailua-Kona, make a side trip to see Pu'uhonua O Honaunau National Historical Park in Honaunau, approximately 42 minutes away. There's lots more to do: kick back and relax at Manini'owali Beach (Kua Bay), get up close to creatures of the deep with a dolphin and whale watching tour, experience rural life at Hula Daddy Kona Coffee, and get engrossed in the history at Kona Coffee Living History Farm.

To find traveler tips, photos, ratings, and more tourist information, read Kailua-Kona day trip planning website .

Toronto, Canada to Kailua-Kona is an approximately 15.5-hour flight. You can also do a combination of flight, taxi, and bus; or do a combination of train, car, and flight. Due to the time zone difference, you'll gain 5 hours traveling from Toronto to Kailua-Kona. In February, Kailua-Kona is warmer than Toronto - with highs of 32°C and lows of 24°C. Wrap up your sightseeing on the 14th (Thu) early enough to drive to Hilo.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Hula Daddy Kona Coffee, Greenwell Farms, Hapuna Beach State Recreation Area, Punalu‘U Beach, Papakōlea Green Sand Beach
Highlights from your plan
Saddle Road
Saddle Road
Punalu‘U Beach ©
Punalu‘U Beach
Hapuna Beach State Recreation Area ©

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.
You'll enjoy a bit of beach vacationing at Laupahoehoe Beach Park and Kaimu Beach Park. You'll discover tucked-away gems like Hawaii Tropical Botanical Garden and Rainbow Falls. Venture out of the city with trips to Kehena Black Sand Beach (in Pahoa), Hawaii Volcanoes National Park (Thurston Lava Tube (Nahuku), Kilauea Iki Trailhead, & more) and Volcano (Jagger Museum, Akatsuka Orchid Gardens, & more). And it doesn't end there: enjoy the sand and surf at Carlsmith Beach Park, take in the dramatic scenery at Akaka Falls State Park, look for gifts at Hilo Coffee Mill, and Head underground at Kazumura Cave Tours.

For ratings, reviews, more things to do, and more tourist information, use the Hilo day trip planning site .

You can drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. February in Hilo sees daily highs of 32°C and lows of 21°C at night. 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

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

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 Napili Beach. Visit Wailea Beach and Kalepolepo Beach Park for some beach relaxation. Explore Kihei's surroundings by going to Kalaloa Point (in Hana), Leilani Farm Sanctuary (in Haiku) and Haleakala Crater (in Haleakala National Park). Next up on the itinerary: enjoy the sand and surf at Wailea Beach Path, see some colorful creatures with a scuba or snorkeling tour, experience rural life at Kula Country Farms, and see the world from above with a helicopter tour.

To find ratings, where to stay, maps, and other tourist information, use the Kihei trip itinerary maker .

You can do a combination of flight and taxi from Hilo to Kihei in 1.5 hours. Another option is to do a combination of bus, taxi, and flight. In February, plan for daily highs up to 32°C, and evening lows to 21°C. Finish your sightseeing early on the 23rd (Sat) to allow enough time to travel to Poipu.

Things to do in Kihei

Outdoors Parks Beaches

Side Trips

Wailea, Lahaina, Helicopter Tours, Leilani Farm Sanctuary, Kalaloa Point
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. Visit Shipwreck Beach and Polihale State Park for some beach relaxation. Discover out-of-the-way places like Wailua Falls and Kiahuna Beach. Go for a jaunt from Poipu to Waimea to see Waimea Canyon State Park about 58 minutes away. The adventure continues: trek along Kalalau Trail, enjoy the sand and surf at Gillin's Beach, tour the pleasant surroundings at Makawehi Bluff, and enjoy the sea views from Ninini Point Lighthouse.

For where to stay, more things to do, photos, and more tourist information, you can read our Poipu online tour planner .

Getting from Kihei to Poipu by combination of taxi and flight takes about 2 hours. In February in Poipu, expect temperatures between 30°C during the day and 22°C at night. Cap off your sightseeing on the 28th (Thu) early enough to travel to Paso Robles.

Things to do in Poipu

Parks Outdoors Beaches

Side Trips

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

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 Moonstone Beach and Pfeiffer State Beach. Eschew the tourist crowds and head to Elephant Seal Rookery and Julia Pfeiffer Burns State Park. Get out of town with these interesting Paso Robles side-trips: Speed Boats Tours (in Avila Beach), Cambria Nursery & Florist (in Cambria) and San Simeon (Hearst Castle & Piedras Blancas). The adventure continues: do a tasting at Veris Cellars.

To find ratings, other places to visit, and other tourist information, use the Paso Robles trip planner.

Getting from Poipu to Paso Robles by combination of taxi, flight, and train takes about 11 hours. Other options: do a combination of taxi, flight, and bus; or do a combination of taxi, flight, subway, and train. Due to the time zone difference, you'll lose 2 hours traveling from Poipu to Paso Robles. When traveling from Poipu in March, plan for a bit cooler days and much colder nights in Paso Robles: temperatures range from 26°C by day to 5°C at night. Cap off 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
Moonstone Beach ©
Moonstone Beach
Julia Pfeiffer Burns State Park ©
Julia Pfeiffer Burns State Park
Pfeiffer State Beach ©
Pfeiffer State 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.
Discover out-of-the-way places like Kayaking & Canoeing and Stand-Up Paddleboarding. Spend the 7th (Thu) exploring nature at Dry Tortugas National Park. And it doesn't end there: soothe aching muscles at some of the top local wellness centers, take an in-depth tour of Truman Little White House, brush up on your knowledge of spirits at Key West Distilling, and stroll the grounds of Key West Cemetery.

To find ratings, traveler tips, maps, and other tourist information, use the Key West trip itinerary builder tool .

You can do a combination of bus and flight from Paso Robles to Key West in 13.5 hours. Other options are to do a combination of train and flight; or drive. The time zone difference when traveling from Paso Robles to Key West is 3 hours. Expect somewhat warmer weather when traveling from Paso Robles in March: highs in Key West hover around 30°C, while lows dip to 24°C. Wrap up your sightseeing on the 10th (Sun) early enough to take a bus to Marathon.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Kayaking & Canoeing
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.
Your itinerary includes some good beach time at Sombrero Beach and Sunset Park Beach. You'll discover tucked-away gems like Seven Mile Bridge and Dolphin Research Center. Explore Marathon's surroundings by going to Islamorada (Islamorada Beer Company Brewery and Tasting Room & Fishing Charters & Tours). There's much more to do: look for all kinds of wild species at Crane Point Museum & Nature Center, soothe aching muscles at some of the top local wellness centers, snap pictures at Old Seven Mile Bridge, and admire the majestic nature at Bahia Honda State Park.

To see where to stay, photos, maps, and more tourist information, read Marathon holiday website .

You can take a bus from Key West to Marathon in 1.5 hours. Alternatively, you can drive. Expect a daytime high around 32°C in March, and nighttime lows around 24°C. Cap off your sightseeing on the 13th (Wed) early enough to travel to St. Augustine.

Things to do in Marathon

Parks Outdoors Wildlife

Side Trips

Islamorada, Bahia Honda State Park, Sunset Park Beach
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach
Sunset Park Beach ©
Sunset Park Beach

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Explore hidden gems such as The Lightner Museum and St. Augustine Alligator Farm Zoological Park. There's lots more to do: do a tasting at San Sebastian Winery, take in the spiritual surroundings of Cathedral Basilica of St. Augustine, admire all the interesting features of Flagler College, and sample the fine beverages at St. Augustine Distillery.

For maps, traveler tips, other places to visit, and other tourist information, refer to the St. Augustine itinerary tool .

You can do a combination of shuttle, flight, and car from Marathon to St. Augustine in 6.5 hours. Alternatively, you can drive; or do a combination of shuttle, flight, and bus. In March, St. Augustine is slightly colder than Marathon - with highs of 25°C and lows of 14°C. Finish your sightseeing early on the 16th (Sat) so you can travel back home.

Things to do in St. Augustine

Parks Historic Sites Museums
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
San Sebastian Winery ©
San Sebastian Winery
Lightner Museum ©
Lightner Museum

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