27 days in United States, Caribbean & Canada Itinerary

27 days in United States, Caribbean & Canada Itinerary

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Route & dates

27 days in United States, Caribbean & Canada Itinerary

Start: Los Angeles, United States
Fly:  5 h
1
Austin, United States
— 3 nights
Fly:  3 h
2
New Orleans, United States
— 4 nights
Fly:  4 h 30 min
3
Miami, United States
— 5 nights
Fly:  2 h 45 min
4
Paradise Island, Bahamas
— 3 nights
Fly:  2 h
5
Havana, Cuba
— 3 nights
Fly:  5 h 30 min
6
New York City, United States
— 3 nights
+2
Bus + Fly + Ferry:  4 h 30 min
7
Toronto, Canada
— 5 nights
Fly:  9 h
End: Los Angeles, United States

3
nights
Austin, United States

Austin ©
Despite its laid-back college vibe, Austin is an influential center for politics, technology, film, and music.
Your day-by-day itinerary now includes Uncommon Objects as well as Mount Bonnell. There's lots more to do: get a sense of history and politics at Texas State Capitol, get engrossed in the history at Bullock Texas State History Museum, stroll through Congress Avenue Bridge / Austin Bats, and view the masterpieces at Wild About Music.

To see photos, traveler tips, where to stay, and other tourist information, read Austin journey planner.

Los Angeles to Austin is an approximately 5.5-hour flight. You can also do a combination of flight and bus; or drive. You'll lose 2 hours traveling from Los Angeles to Austin due to the time zone difference. Expect a bit warmer temperatures when traveling from Los Angeles in May; daily highs in Austin reach 85°F and lows reach 65°F. You'll set off for New Orleans on the 23rd (Sat).

Things to do in Austin

Parks Museums Shopping
Find places to stay May 20 — 23:
Highlights from your plan
Congress Avenue Bridge / Austin Bats ©
Texas State Capitol ©
Texas State Capitol
Bullock Texas State History Museum ©
Bullock Texas State History Museum

4
nights
New Orleans, United States

New Orleans ©
Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.
New Orleans is known for historic sites, museums, and nightlife. Your plan includes some of its best attractions: see the interesting displays at The National WWII Museum, look for gifts at Faulkner House Books, get to know the fascinating history of Jackson Square, and wander the streets of Garden District.

To find more things to do, photos, traveler tips, and other tourist information, go to the New Orleans tour planning app.

Traveling by flight from Austin to New Orleans takes 4 hours. Alternatively, you can drive; or take a bus. Expect little chillier weather when traveling from Austin in May: highs in New Orleans hover around 70°F, while lows dip to 70°F. On the 27th (Wed), you'll travel to Miami.

Things to do in New Orleans

Historic Sites Museums Parks
Find places to stay May 23 — 27:
Highlights from your plan
French Quarter ©
French Quarter
The National WWII Museum
The National WWII Museum
Garden District ©
Garden District

5
nights
Miami, United States

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Dolphin Mall has been added to your itinerary. There's much more to do: stroll around Lincoln Road, browse the different shops at Bayside Marketplace, and browse the exhibits of Wynwood Walls.

To see reviews, photos, more things to do, and more tourist information, read our Miami tour itinerary maker app.

Getting from New Orleans to Miami by flight takes about 4.5 hours. Other options: do a combination of flight and bus; or drive. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. Expect somewhat warmer weather when traveling from New Orleans in May: highs in Miami hover around 87°F, while lows dip to 74°F. On the 1st (Mon), you're off to Paradise Island.

Things to do in Miami

Shopping Museums Parks

Side Trip

Lincoln Road
Find places to stay May 27 — Jun 1:
Highlights from your plan
Bayside Marketplace ©
Bayside Marketplace
Lincoln Road ©
Lincoln Road
Dolphin Mall ©
Dolphin Mall

3
nights
Paradise Island, Bahamas

Paradise Island ©
Located just off the shore from the capital city, Paradise Island offers glamorous gambling, luxury living, and a welcome dose of island exploration as well.
Paradise Island is known for zoos & aquariums, casinos, and wildlife. Your plan includes some of its best attractions: observe the fascinating underwater world at Marine Habitat at Atlantis, soothe aching muscles at some of the top local wellness centers, step off the mainland to explore Rose Island, and admire nature's wide array of creatures at Predator Lagoon.

For ratings, maps, more things to do, and tourist information, read our Paradise Island trip planner.

Traveling by flight from Miami to Paradise Island takes 3 hours. Alternatively, you can do a combination of train and flight; or do a combination of train and ferry. In June, daytime highs in Paradise Island are 89°F, while nighttime lows are 76°F. On the 4th (Thu), you'll travel to Havana.

Things to do in Paradise Island

Parks Zoos & Aquariums Nature
Find places to stay Jun 1 — 4:
Highlights from your plan
Marine Habitat at Atlantis ©
Marine Habitat at Atlantis
Rose Island ©
Rose Island
Predator Lagoon ©
Predator Lagoon

3
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Havana is known for historic sites, nightlife, and museums. Your plan includes some of its best attractions: get to know the fascinating history of Malecón of Havana, don't miss a visit to Plaza de Armas, explore the landscape on two wheels at CicloCuba, and contemplate the long history of Fortaleza de San Carlos de la Cabana.

You can plan Havana trip in no time by asking Inspirock to help create your itinerary.

You can fly from Paradise Island to Havana in 2 hours. In June in Havana, expect temperatures between 88°F during the day and 72°F at night. On the 7th (Sun), you're off to New York City.

Things to do in Havana

Historic Sites Museums Trails
Find places to stay Jun 4 — 7:
Highlights from your plan
Malecón of Havana ©
Malecón of Havana
Fortaleza de San Carlos de la Cabana ©
El Capitolio ©
El Capitolio

3
nights
New York City, United States

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.
Your day-by-day itinerary now includes The Museum of Modern Art (MoMA), New York Public Library and Broadway. The adventure continues: take in panoramic vistas at Empire State Building, appreciate the history behind Statue of Liberty National Monument, don't miss a visit to The Metropolitan Museum of Art, and take in the views from Brooklyn Bridge.

For more things to do, traveler tips, maps, and other tourist information, go to the New York City travel route planning site.

Traveling by flight from Havana to New York City takes 7.5 hours. Alternatively, you can do a combination of flight and bus. Prepare for slightly colder weather when traveling from Havana in June: high temperatures in New York City hover around 80°F and lows are around 65°F. Finish your sightseeing early on the 10th (Wed) to allow enough time to travel to Toronto.

Things to do in New York City

Museums
Find places to stay Jun 7 — 10:
Highlights from your plan
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
Statue of Liberty National Monument ©
Statue of Liberty National Monument

5
nights
Toronto, Canada

Toronto ©
Possibly the world's most diverse city, Toronto houses over 80 ethnic communities speaking nearly 150 different languages or dialects.
Venture out of the city with trips to Niagara Falls (Niagara Falls Canada, Journey Behind the Falls, &more). The adventure continues: see the interesting displays at Royal Ontario Museum, contemplate in the serene atmosphere at St Michael's Cathedral Basilica, and hunt for treasures at St. Lawrence Market.

Inspirock's itinerary builder makes planning a Toronto trip simple and quick.

Do a combination of bus, flight, and ferry from New York City to Toronto in 4.5 hours. Alternatively, you can do a combination of bus and flight; or drive. Plan for a bit cooler temperatures traveling from New York City in June, with highs in Toronto at 74°F and lows at 59°F. On the 15th (Mon), you'll travel back home.

Things to do in Toronto

Parks Museums Nature

Side Trip

Niagara Falls
Find places to stay Jun 10 — 15:
Highlights from your plan
Journey Behind the Falls ©
Journey Behind the Falls
Royal Ontario Museum
Royal Ontario Museum
Niagara Falls Canada ©
Niagara Falls Canada

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