27 days in Canada & United States Itinerary

27 days in Canada & United States Itinerary

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Route & dates

Start: Fort Myers, United States
Drive:  9 h 30 min
1
Atlanta, United States
— 1 night
Drive:  2 h
2
Chattanooga, United States
— 2 nights
Drive:  2 h
3
Knoxville, United States
— Few hours
Drive:  3 h
4
Lexington, United States
— 1 night
Drive:  1 h 30 min
5
Cincinnati, United States
— 2 nights
Drive:  6 h
6
Detroit, United States
— Few hours
Drive:  2 h 30 min
7
Windsor, Canada
— 1 night
Drive:  4 h
8
London, Canada
— Few hours
Drive:  1 h
9
St. Catharines, Canada
— 1 night
Drive:  45 min
10
Hamilton, Canada
— Few hours
Drive:  1 h
11
Toronto, Canada
— 5 nights
Drive:  5 h 15 min
12
Ottawa, Canada
— 1 night
Train:  2 h 15 min
13
Montreal, Canada
— 2 nights
Drive:  3 h
14
Quebec City, Canada
— 2 nights
+2
Bus + Fly + Bus:  7 h 15 min
15
Moncton, Canada
— 2 nights
Drive:  2 h 15 min
16
Charlottetown, Canada
— 1 night
Bus + Fly:  3 h 45 min
17
Halifax, Canada
— 2 nights
Drive:  9 h 45 min
18
Portland, United States
— 3 nights
+2
Bus + Fly + Bus:  8 h
End: Fort Myers, United States

1
night
Atlanta, United States

Atlanta ©
Georgia’s largest city and capital, Atlanta is a thriving metropolis anchored by its southern roots.
Start off your visit on the 1st (Mon): examine the collection at Fire Station No. 6 and then admire the majestic nature at Stone Mountain Park. Get ready for a full day of sightseeing on the 2nd (Tue): steep yourself in history at Martin Luther King Jr. National Historic Site, examine the collection at World of Coca-Cola, and then stroll around Centennial Olympic Park.

For ratings, more things to do, and tourist information, you can read our Atlanta road trip tool.

Fort Myers to Atlanta is an approximately 5.5- hour combination of bus and flight. You can also drive; or take a bus. Expect a daytime high around 87°F in June, and nighttime lows around 70°F. Wrap up your sightseeing on the 2nd (Tue) early enough to drive to Chattanooga.

Things to do in Atlanta

Parks Wildlife Outdoors

Side Trip

Stone Mountain Park
Find places to stay Jun 1 — 2:
Highlights from your plan
Stone Mountain Park ©
Stone Mountain Park
World of Coca-Cola ©
World of Coca-Cola
Martin Luther King Jr. National Historic Site ©

2
nights
Chattanooga, United States

Chattanooga ©
Once saddled with the reputation of being one of the country's dirtiest cities, Chattanooga now boasts a pedestrian-friendly downtown with a network of leafy waterfront trails and free electric shuttles.
Start off your visit on the 3rd (Wed): take in the history at Chickamauga Battlefield, witness the site of a historic battle at Chickamauga and Chattanooga National Military Park, then see the interesting displays at Coker Museum, and finally take a memorable tour with Tours.

For photos and tourist information, read our Chattanooga planning website.

Getting from Atlanta to Chattanooga by car takes about 2 hours. Other options: fly; or take a bus. In June in Chattanooga, expect temperatures between 89°F during the day and 68°F at night. Finish your sightseeing early on the 4th (Thu) to allow enough time to drive to Knoxville.

Things to do in Chattanooga

Historic Sites Nature Parks

Side Trip

Fort Oglethorpe
Find places to stay Jun 2 — 4:
Highlights from your plan
Chickamauga Battlefield ©
Chickamauga Battlefield

few
hours
Knoxville, United States

Knoxville ©
A gateway to Great Smoky Mountains National Park, Knoxville embraces music culture.
On the 4th (Thu), get engrossed in the history at East Tennesse Historical Society.

To see more things to do, traveler tips, maps, and more tourist information, refer to the Knoxville vacation builder site.

Traveling by car from Chattanooga to Knoxville takes 2 hours. Alternatively, you can do a combination of taxi and bus. June in Knoxville sees daily highs of 86°F and lows of 66°F at night. Wrap up your sightseeing by early afternoon on the 4th (Thu) to allow time for the car ride to Lexington.

Things to do in Knoxville

Museums
Find places to stay Jun 4 — 5:
Highlights from your plan
East Tennesse Historical Society ©
East Tennesse Historical Society

1
night
Lexington, United States

Lexington ©
Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
On the 4th (Thu), experience rural life at Coolmore America - Ashford Stud.

For ratings, where to stay, reviews, and other tourist information, refer to the Lexington trip itinerary planning website.

You can drive from Knoxville to Lexington in 3 hours. Alternatively, you can take a bus; or fly. In June, plan for daily highs up to 84°F, and evening lows to 64°F. Cap off your sightseeing on the 5th (Fri) early enough to go by car to Cincinnati.

Things to do in Lexington

Wildlife Parks

Side Trip

Coolmore America - Ashford Stud
Find places to stay Jun 4 — 5:
Highlights from your plan
Coolmore America - Ashford Stud ©
Coolmore America - Ashford Stud

2
nights
Cincinnati, United States

Cincinnati ©
Situated on the north bank of the Ohio River, Cincinnati distinguished itself as the only U.S.
Kick off your visit on the 5th (Fri): take an in-depth tour of Cincinnati Museum Center, tour the pleasant surroundings at Spring Grove Cemetery & Arboretum, and then indulge your taste buds at Food & Drink. Keep things going the next day: take in the spiritual surroundings of Cathedral Basilica of the Assumption, try your luck at JACK Cincinnati Casino, and then identify plant and animal life at Cincinnati Nature Center.

To find reviews, other places to visit, maps, and more tourist information, read our Cincinnati trip site.

You can drive from Lexington to Cincinnati in 1.5 hours. Alternatively, you can take a bus. June in Cincinnati sees daily highs of 83°F and lows of 61°F at night. Wrap up your sightseeing on the 7th (Sun) early enough to travel to Detroit.

Things to do in Cincinnati

Wildlife Parks Historic Sites

Side Trip

Cincinnati Nature Center
Find places to stay Jun 5 — 7:
Highlights from your plan
Cincinnati Nature Center ©
Cincinnati Nature Center
Cathedral Basilica of the Assumption ©
Cathedral Basilica of the Assumption
Cincinnati Museum Center ©
Cincinnati Museum Center

few
hours
Detroit, United States

Detroit
Founded in 1701 by a French explorer and adventurer, Detroit exerted a profound impact on the world for most of the 20th century.
For photos, traveler tips, more things to do, and tourist information, use the Detroit trip maker website.

Do a combination of flight and bus from Cincinnati to Detroit in 4.5 hours. Alternatively, you can drive; or take a bus. In June, daily temperatures in Detroit can reach 79°F, while at night they dip to 61°F. On the 7th (Sun), you're off to Windsor.

Things to do in Detroit

Parks Nightlife Outdoors
Find places to stay Jun 7 — 8:

1
night
Windsor, Canada

Windsor
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
To see reviews, maps, and other tourist information, refer to the Windsor road trip planning tool.

Windsor is just a stone's throw from Detroit. In June, daily temperatures in Windsor can reach 79°F, while at night they dip to 59°F. You will leave for London on the 8th (Mon).

Things to do in Windsor

Parks Outdoors Fun & Games
Find places to stay Jun 7 — 8:

few
hours
London, Canada

London ©
It's home to a diverse population and perched on the River Thames, but that's where the similarities end between the city of London in Canada, and it's much more famous British counterpart.
Springbank Park has been added to your itinerary. On the 8th (Mon), have fun at Springbank Park.

For where to stay, ratings, photos, and tourist information, go to the London road trip planner.

Traveling by train from Windsor to London takes 2 hours. Alternatively, you can take a bus; or drive. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. Wrap up your sightseeing by early afternoon on the 8th (Mon) to allow time for the car ride to St. Catharines.

Things to do in London

Wildlife Parks Fun & Games
Find places to stay Jun 8 — 9:
Highlights from your plan
Springbank Park ©
Springbank Park

1
night
St. Catharines, Canada

St. Catharines ©
St. Your day-by-day itinerary now includes Lakeside Park Beach. Start off your visit on the 8th (Mon): stroll through Lakeside Park Beach.

To see ratings, more things to do, and tourist information, refer to the St. Catharines trip maker app.

Traveling by car from London to St. Catharines takes 2.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. Due to the time zone difference, you'll lose 1 hour traveling from London to St. Catharines. In June in St. Catharines, expect temperatures between 75°F during the day and 60°F at night. Finish your sightseeing early on the 9th (Tue) to allow enough time to drive to Hamilton.

Things to do in St. Catharines

Beaches Outdoors Parks
Find places to stay Jun 8 — 9:
Highlights from your plan
Lakeside Park Beach ©
Lakeside Park Beach

few
hours
Hamilton, Canada

Hamilton ©
As a major hub of Canada's steel industry, Hamilton remains off the radar for most tourists, though it hosts a slew of vibrant autumn fairs and provides an ideal stop on the way to Niagara Falls.
Kick off your visit on the 9th (Tue): examine the collection at Canadian Warplane Heritage Museum and then take an in-depth tour of Dundurn Castle.

To see photos, more things to do, and tourist information, use the Hamilton trip maker.

Traveling by car from St. Catharines to Hamilton takes an hour. Alternatively, you can take a bus. Traveling from St. Catharines in June, you can expect nighttime temperatures to be slightly colder in Hamilton, with lows of 55°F. On the 9th (Tue), wrap the sightseeing up by early afternoon so you can drive to Toronto.

Things to do in Hamilton

Museums Historic Sites
Find places to stay Jun 9 — 10:
Highlights from your plan
Canadian Warplane Heritage Museum ©
Canadian Warplane Heritage Museum
Dundurn Castle ©
Dundurn Castle

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.
You've now added Toronto Zoo to your itinerary. Casa Loma and Royal Ontario Museum are good opportunities to explore the local culture. Get outdoors at Cobourg Beach and Toronto Island Park. There's much more to do: take in panoramic vistas at CN Tower, contemplate in the serene atmosphere at St Michael's Cathedral Basilica, explore the world behind art at The AGO, Art Gallery of Ontario, and get up close and personal with brilliant marine life at Ripley's Aquarium of Canada.

To see reviews, other places to visit, maps, and tourist information, read our Toronto trip planner.

You can drive from Hamilton to Toronto in an hour. Alternatively, you can take a bus; or take a train. In June, daytime highs in Toronto are 74°F, while nighttime lows are 59°F. Finish your sightseeing early on the 14th (Sun) so you can travel to Ottawa.

Things to do in Toronto

Parks Zoos & Aquariums Museums

Side Trip

Cobourg Beach
Find places to stay Jun 9 — 14:
Highlights from your plan
Casa Loma ©
Casa Loma
Royal Ontario Museum
Royal Ontario Museum
Hockey Hall of Fame ©
Hockey Hall of Fame

1
night
Ottawa, Canada

Ottawa ©
A major center of technology nicknamed "Silicon Valley North," Ottawa offers visitors a modern flavor with its range of trendy hotels, shops, and restaurants.
On the 14th (Sun), brush up on your military savvy at Canadian War Museum, examine the collection at National Gallery of Canada, and then contemplate in the serene atmosphere at Notre Dame Basilica. On your second day here, get engrossed in the history at Canadian Museum of History, then take a stroll through ByWard Market, and then ponder the world of politics at Parliament Hill and Buildings.

To find more things to do, maps, photos, and other tourist information, refer to the Ottawa online route planner.

You can do a combination of ferry and flight from Toronto to Ottawa in 3 hours. Alternatively, you can fly; or drive. In June in Ottawa, expect temperatures between 73°F during the day and 56°F at night. Finish your sightseeing early on the 15th (Mon) to allow enough time to take a train to Montreal.

Things to do in Ottawa

Museums Historic Sites Neighborhoods

Side Trip

Canadian Museum of History
Find places to stay Jun 14 — 15:
Highlights from your plan
National Gallery of Canada ©
National Gallery of Canada
Parliament Hill and Buildings ©
Parliament Hill and Buildings
Canadian War Museum ©
Canadian War Museum

2
nights
Montreal, Canada

Montreal ©
Quebec's economic and cultural capital, Montreal serves as the province's major point of entry, known for its rich history and high standard of living.
On the 16th (Tue), learn more about the world around you at Biodome de Montreal, see the interesting displays at Barbie Expo, and then explore the world behind art at Musee des beaux-arts de Montreal. Keep things going the next day: appreciate the extensive heritage of Old Port of Montreal, then make a trip to Notre-Dame Basilica, then whizz through the canopy at categoryPhrases.alias.some_of_the_top_local_zipline_courses_and_adventure_parks, and finally take in the spiritual surroundings of Saint Joseph's Oratory of Mount Royal.

To find other places to visit, ratings, reviews, and other tourist information, go to the Montreal trip maker app.

Traveling by train from Ottawa to Montreal takes 2.5 hours. Alternatively, you can take a bus; or drive. In June in Montreal, expect temperatures between 74°F during the day and 58°F at night. Finish your sightseeing early on the 17th (Wed) so you can drive to Quebec City.

Things to do in Montreal

Museums Historic Sites Outdoors
Find places to stay Jun 15 — 17:
Highlights from your plan
Notre-Dame Basilica ©
Notre-Dame Basilica
Musee des beaux-arts de Montreal ©
Musee des beaux-arts de Montreal
Saint Joseph's Oratory of Mount Royal ©
Saint Joseph's Oratory of Mount Royal

2
nights
Quebec City, Canada

Quebec City ©
With a World Heritage-listed old town, Quebec City remains a walkable and safe hub of culture, commerce, and education offering a blend of fascinating history and a range of tourist-oriented activities.
Kick off your visit on the 18th (Thu): examine the collection at La Citadelle de Quebec, appreciate the extensive heritage of Terrasse Dufferin, then don't miss a visit to Quebec City Mural, and finally get to know the fascinating history of Place Royale. Keep things going the next day: contemplate the long history of Morrin Centre and then stroll around Parc de la Chute-Montmorency.

For reviews, ratings, other places to visit, and more tourist information, you can read our Quebec City trip planner.

You can drive from Montreal to Quebec City in 3 hours. Alternatively, you can take a bus; or take a train. Traveling from Montreal in June, plan for slightly colder nights in Quebec City, with lows around 53°F. Wrap up your sightseeing on the 19th (Fri) to allow time to travel to Moncton.

Things to do in Quebec City

Historic Sites Neighborhoods Museums
Find places to stay Jun 17 — 19:
Highlights from your plan
Terrasse Dufferin ©
Terrasse Dufferin
Parc de la Chute-Montmorency ©
Parc de la Chute-Montmorency
Place Royale ©
Place Royale

2
nights
Moncton, Canada

Moncton ©
Called "Hub City" because of its history as a major transportation center, Moncton boasts two universities and a pleasant downtown filled with restaurants and shops.
On the 20th (Sat), contemplate the waterfront views at Tidal Bore, view the masterpieces at Apple Art Gallery, then get to know the resident critters at Magnetic Hill Zoo, and finally learn more about the world around you at Magnetic Hill Park. Get ready for a full day of sightseeing on the 21st (Sun): look for all kinds of wild species at The Irving Eco-Centre, enjoy the sand and surf at Parlee Beach, and then try to win big at Casino New Brunswick.

To see ratings, traveler tips, reviews, and other tourist information, read Moncton trip planner.

Do a combination of bus and flight from Quebec City to Moncton in 7.5 hours. Alternatively, you can do a combination of train, flight, and bus; or drive. The time zone difference when traveling from Quebec City to Moncton is 1 hour. In June, daytime highs in Moncton are 70°F, while nighttime lows are 49°F. Finish your sightseeing early on the 21st (Sun) to allow enough time to drive to Charlottetown.

Things to do in Moncton

Parks Museums Wildlife

Side Trips

The Irving Eco-Centre, Parlee Beach
Find places to stay Jun 19 — 21:
Highlights from your plan
Tidal Bore ©
Tidal Bore
The Irving Eco-Centre ©
The Irving Eco-Centre
Apple Art Gallery ©
Apple Art Gallery

1
night
Charlottetown, Canada

Charlottetown ©
The largest city on Prince Edward Island, Charlottetown remains small enough for easy exploration on foot.
Start off your visit on the 22nd (Mon): take in the exciting artwork at Details Past & Present Art Gallery, then contemplate the long history of St. Dunstan's Basilica, then admire the landmark architecture of Province House National Historic Site, and finally contemplate the long history of Beaconsfield Historic House.

To see where to stay, reviews, maps, and tourist information, go to the Charlottetown trip planner.

Traveling by car from Moncton to Charlottetown takes 2.5 hours. Alternatively, you can take a bus. In June, plan for daily highs up to 66°F, and evening lows to 49°F. Wrap up your sightseeing on the 22nd (Mon) to allow time to travel to Halifax.

Things to do in Charlottetown

Historic Sites Museums Shopping
Find places to stay Jun 21 — 22:
Highlights from your plan
St. Dunstan's Basilica ©
St. Dunstan's Basilica
Beaconsfield Historic House ©
Beaconsfield Historic House
Province House National Historic Site ©
Province House National Historic Site

2
nights
Halifax, Canada

Halifax ©
The largest city on Canada's eastern coastline, Halifax boast a rich maritime history and occupies a strategically important location with one of the world's greatest natural harbors.
Start off your visit on the 23rd (Tue): stroll around Point Pleasant Park, take in nature's colorful creations at Halifax Public Gardens, then learn about all things military at Halifax Citadel National Historic Site of Canada, and finally take in the spiritual surroundings of St. Paul's Church. On your second day here, browse the exhibits of Canadian Museum of Immigration at Pier 21 and then pause for some serene contemplation at Saint George's Round Church.

To find traveler tips, other places to visit, photos, and more tourist information, go to the Halifax trip itinerary tool.

Do a combination of bus and flight from Charlottetown to Halifax in 4 hours. Alternatively, you can drive; or do a combination of car and ferry. In June, plan for daily highs up to 66°F, and evening lows to 50°F. Wrap up your sightseeing by early afternoon on the 24th (Wed) to allow enough time to travel to Portland.

Things to do in Halifax

Historic Sites Parks Museums
Find places to stay Jun 22 — 24:
Highlights from your plan
Halifax Citadel National Historic Site of Canada ©
Canadian Museum of Immigration at Pier 21 ©
Canadian Museum of Immigration at Pier 21
St. Paul's Church ©
St. Paul's Church

3
nights
Portland, United States

Portland ©
Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Start off your visit on the 25th (Thu): enjoy the sea views from Portland Head Light, enjoy the sand and surf at Ogunquit Beach, and then appreciate the extensive heritage of Marginal Way Walkway. On the 26th (Fri), you'll have a packed day of sightseeing: visit Old Port, then cast your line with a fishing tour, and then admire the masterpieces at Portland Museum of Art.

To find more things to do, other places to visit, ratings, and other tourist information, refer to the Portland trip planner.

You can do a combination of flight and bus from Halifax to Portland in 7 hours. Alternatively, you can drive; or do a combination of bus and ferry. Traveling from Halifax to Portland, you'll gain 1 hour due to the time zone difference. When traveling from Halifax in June, plan for somewhat warmer days in Portland, with highs around 73°F, while nights are about the same with lows around 54°F. Wrap up your sightseeing by early afternoon on the 27th (Sat) to allow time for travel back home.

Things to do in Portland

Outdoors Museums Historic Sites

Side Trips

Ogunquit, Portland Head Light
Find places to stay Jun 24 — 27:
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Portland Head Light ©
Portland Head Light
Ogunquit Beach ©
Ogunquit Beach

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