29 days in United States Itinerary

29 days in United States Itinerary

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Route & dates

29 days in United States Itinerary

Start: Vancouver
Fly:  8​h 30​min
1
Hilo, Island of Hawaii
— 2 nights
Drive:  2​h
2
Kailua-Kona, Island of Hawaii
— 3 nights
Fly:  3​h 45​min
3
Lahaina, Maui
— 4 nights
Fly:  3​h 15​min
4
Honolulu, Oahu
— 3 nights
Fly:  2​h 30​min
5
Kapaa, Kauai
— 3 nights
Fly:  7​h 45​min
6
San Francisco
— 1 night
Fly + Shuttle:  10​h 30​min
7
Marathon, Florida Keys
— 1 night
Bus:  1​h 15​min
8
Key West
— 3 nights
Fly + Taxi:  3​h
9
Sanibel Island
— 2 nights
Fly + Bus:  5​h 45​min
10
New York City
— 3 nights
Bus + Fly:  9​h 15​min
End: Vancouver

2
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.
On the 31st (Thu), experience rural life at Honomu Goat Dairy and then immerse yourself in nature at Akaka Falls State Park. Get ready for a full day of sightseeing on the next day: take in nature's colorful creations at Hawaii Tropical Botanical Garden, take in the dramatic scenery at Rainbow Falls, then examine the collection at Jagger Museum, and finally see the world from above with a helicopter tour.

To see reviews, maps, and other tourist information, read our Hilo trip planning site .

Vancouver, Canada to Hilo is an approximately 8.5-hour flight. You can also do a combination of flight and bus; or do a combination of train and flight. You'll gain 2 hours traveling from Vancouver to Hilo due to the time zone difference. In January, Hilo is warmer than Vancouver - with highs of 32°C and lows of 20°C. Wrap up your sightseeing on the 2nd (Sat) early enough to drive to Kailua-Kona.

Things to do in Hilo

Parks Nature Tours

Side Trips

Hawaii Volcanoes National Park, Honomu Goat Dairy, Jagger Museum, Hawaii Tropical Botanical Garden
Highlights from your plan
Akaka Falls State Park ©
Akaka Falls State Park
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Thurston Lava Tube (Nahuku) ©
Thurston Lava Tube (Nahuku)

3
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.
Explore hidden gems such as Dolphin & Whale Watching and Hapuna Beach State Recreation Area. There's much more to do: get interesting insight from Tours, take a memorable drive along Saddle Road, experience rural life at Sunshower Farms, and take in the pleasant sights at Kipuka Pu’u Huluhulu.

To find photos, where to stay, reviews, and more tourist information, refer to the Kailua-Kona trip itinerary planner.

You can drive from Hilo to Kailua-Kona in 2 hours. Another option is to take a bus. In February, daily temperatures in Kailua-Kona can reach 32°C, while at night they dip to 24°C. Wrap up your sightseeing on the 5th (Tue) early enough to travel to Lahaina.

Things to do in Kailua-Kona

Outdoors Tours Wildlife

Side Trips

Sunshower Farms, Hapuna Beach State Recreation Area
Highlights from your plan
Dolphin & Whale Watching
Saddle Road
Saddle Road
Hapuna Beach State Recreation Area ©

4
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.
Discover out-of-the-way places like Dolphin & Whale Watching and Haleakala Crater. Get out of town with these interesting Lahaina side-trips: Scuba & Snorkeling (in Kihei) and Helicopter Tours (in Kahului). There's much more to do: make a trip to Lahaina Banyan Court, pause for some serene contemplation at Holy Ghost Mission, look for gifts at Surf Ripper Shave Ice Co, and enjoy the sand and surf at Napili Beach.

To see other places to visit, where to stay, more things to do, and tourist information, read Lahaina day trip planner.

Traveling by flight from Kailua-Kona to Lahaina takes 4 hours. Alternatively, you can do a combination of flight and bus; or do a combination of bus, taxi, and flight. Expect a daytime high around 30°C in February, and nighttime lows around 22°C. Cap off your sightseeing on the 9th (Sat) early enough to travel to Honolulu.

Things to do in Lahaina

Outdoors Tours Parks

Side Trips

Haleakala Crater, Maui Ocean Center, Scuba & Snorkeling, Holy Ghost Mission, Helicopter Tours
Highlights from your plan
Dolphin & Whale Watching
Haleakala Crater ©
Haleakala Crater
Lahaina Front Street ©
Lahaina Front Street

3
nights
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.
You'll explore the less-touristy side of things at Battleship Missouri Memorial and Swim with Dolphins. Change things up with these side-trips from Honolulu: Polynesian Cultural Center (in Laie) and Ka'ena Point State Park (in Waianae). There's still lots to do: stroll the grounds of USS Arizona Memorial, hike along Koko Crater Railway Trail, see the interesting displays at USS Bowfin Submarine Museum & Park, and explore the galleries of Iolani Palace.

For where to stay, traveler tips, photos, and other tourist information, read our Honolulu holiday planning website .

Traveling by flight from Lahaina to Honolulu takes 3.5 hours. Alternatively, you can do a combination of ferry, taxi, and flight; or do a combination of bus and flight. In February, plan for daily highs up to 32°C, and evening lows to 24°C. Wrap up your sightseeing on the 12th (Tue) to allow time to travel to Kapaa.

Things to do in Honolulu

Outdoors Historic Sites Museums

Side Trips

Waianae, Polynesian Cultural Center
Highlights from your plan
Swim with Dolphins
Koko Crater Railway Trail ©
Koko Crater Railway Trail
Battleship Missouri Memorial ©
Battleship Missouri Memorial

3
nights
Kapaa, Kauai

Kapaa ©
Noted for its low-key beaches, Kapaa is a small town with a high concentration of tourist-oriented hotels, shops, bars, and restaurants.
Explore hidden gems such as Waimea Canyon State Park and Kayaking & Canoeing. Get out of town with these interesting Kapaa side-trips: Na Pali Coast State Park (in Wainiha), Koloa (Scuba & Snorkeling & St. Raphael Church) and Poipu Beach Park (in Poipu). And it doesn't end there: take in the dramatic scenery at Wailua Falls, take in the architecture and atmosphere at Christ Memorial Episcopal Church, view the masterpieces at Tabora Gallery, and look for gifts at Garden Isle Bath & Body LLC.

To find ratings, traveler tips, where to stay, and tourist information, you can read our Kapaa journey maker app .

You can do a combination of flight and taxi from Honolulu to Kapaa in 2.5 hours. In February, plan for daily highs up to 30°C, and evening lows to 22°C. Finish your sightseeing early on the 15th (Fri) so you can travel to San Francisco.

Things to do in Kapaa

Parks Outdoors Nature

Side Trips

Lihue, Koloa, Christ Memorial Episcopal Church, Poipu Beach Park, Waimea Canyon State Park
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Kayaking & Canoeing
Wailua Falls ©
Wailua Falls

1
night
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
On the 16th (Sat), examine the collection at de Young Museum, snap pictures at Golden Gate Bridge, then head off the coast to Alcatraz Island, and finally go for a walk through Fisherman's Wharf. Get ready for a full day of sightseeing on the next day: engage your brain at Exploratorium and then make a trip to Golden Gate Park.

To see more things to do, photos, reviews, and other tourist information, use the San Francisco online trip itinerary builder .

You can do a combination of taxi and flight from Kapaa to San Francisco in 8 hours. Other options are to do a combination of taxi, flight, and subway; or do a combination of taxi, flight, and train. You'll lose 2 hours traveling from Kapaa to San Francisco due to the time zone difference. Plan for a bit cooler temperatures traveling from Kapaa in February, with highs in San Francisco at 19°C and lows at 10°C. Wrap up your sightseeing on the 17th (Sun) to allow time to travel to Marathon.

Things to do in San Francisco

Parks Museums Childrens Museums
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
Golden Gate Bridge ©
Golden Gate Bridge
Golden Gate Park ©
Golden Gate Park

1
night
Marathon, Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Start off your visit on the 18th (Mon): identify plant and animal life at Dolphin Research Center, then cast your line with a fishing tour, and then indulge your thirst for a good beer at Islamorada Beer Company Brewery and Tasting Room. Here are some ideas for day two: look for all kinds of wild species at The Turtle Hospital, take in the views from Seven Mile Bridge, then take in the views from Old Seven Mile Bridge, and finally admire the majestic nature at Bahia Honda State Park.

To find other places to visit, photos, maps, and more tourist information, read Marathon trip site .

You can do a combination of flight and shuttle from San Francisco to Marathon in 10.5 hours. Alternatively, you can do a combination of flight and bus; or drive. You'll lose 3 hours traveling from San Francisco to Marathon due to the time zone difference. In February, Marathon is a bit warmer than San Francisco - with highs of 30°C and lows of 23°C. Cap off your sightseeing on the 19th (Tue) early enough to catcht the bus to Key West.

Things to do in Marathon

Wildlife Outdoors Parks

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

3
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.
Eschew the tourist crowds and head to Dry Tortugas National Park and Fort Zachary Taylor. Next up on the itinerary: explore the galleries of Truman Little White House, see what you can catch with a fishing tour, examine the collection at The Ernest Hemingway Home and Museum, and take a memorable drive along The Overseas Highway.

For where to stay, more things to do, photos, and tourist information, use the Key West online trip itinerary planner .

Take a bus from Marathon to Key West in 1.5 hours. Alternatively, you can drive. In February, daytime highs in Key West are 30°C, while nighttime lows are 23°C. Cap off your sightseeing on the 22nd (Fri) early enough to travel to Sanibel Island.

Things to do in Key West

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

2
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 23rd (Sat), enjoy the sand and surf at Bowman's Beach, then admire the natural beauty at In The Garden, and then look for all kinds of wild species at J.N. "Ding" Darling National Wildlife Refuge. Get ready for a full day of sightseeing on the next day: browse the fresh offerings at Sanibel Island Farmer's Market, look for all kinds of wild species at Pond Apple Park, then get outside with Whitney's Bait and Tackle, and finally let the kids burn off some steam at Sanibel Community Playground.

To find ratings, maps, traveler tips, and other tourist information, refer to the Sanibel Island online visit planner .

Getting from Key West to Sanibel Island by combination of flight and taxi takes about 3 hours. Other options: do a combination of ferry and taxi; or drive. Traveling from Key West in February, expect little chillier with lows of 17°C in Sanibel Island. Finish your sightseeing early on the 24th (Sun) so you can travel to New York City.

Things to do in Sanibel Island

Parks Outdoors Wildlife
Highlights from your plan
Bowman's Beach ©
Bowman's Beach
Sanibel Community Playground ©
Sanibel Community Playground

3
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: explore and take pictures at Central Park, go for a walk through Times Square, don't miss a visit to 9/11 Memorial, and admire the landmark architecture of Grand Central Terminal.

For more things to do, photos, maps, and more tourist information, refer to the New York City trip maker app .

Getting from Sanibel Island to New York City by combination of taxi, flight, and bus takes about 6 hours. Other options: do a combination of taxi and flight; or drive. Plan for cooler temperatures traveling from Sanibel Island in February, with highs in New York City at 9°C and lows at -1°C. Finish your sightseeing early on the 28th (Thu) so you can travel back home.

Things to do in New York City

Parks Museums Historic Sites
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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