23 days in Canada, United States & Caribbean Itinerary

23 days in Canada, United States & Caribbean Itinerary

Created using Inspirock tour itinerary maker

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Route & dates

23 days in Canada, United States & Caribbean Itinerary

Start: Amsterdam, Holland
Fly:  12​h 30​min
1
Quebec City, Canada
— 1 day
+2
train + bus + Fly:  7​h 15​min
2
Charlottetown, Canada
— 2 nights
Fly:  5​h 15​min
3
Sydney, Canada
— 1 night
Fly + shuttle:  2​h 30​min
4
Halifax, Canada
— 1 day
Drive:  15​h 45​min
5
Bar Harbor, United States
— 1 day
Fly:  4​h 15​min
6
Boston, United States
— 1 day
Fly:  6​h 30​min
7
Key West, United States
— 4 nights
Fly:  5​h 45​min
8
Havana, Cuba
— 2 nights
9
Cienfuegos, Cuba
— Few hours
+2
train + taxi + Fly:  14​h
10
George Town, Cayman Islands
— 1 day
+3
Fly + bus + foot + bus:  4​h 30​min
11
Ocho Rios, Jamaica
— 2 nights
+2
Drive + Fly + Drive:  15​h 30​min
12
Little San Salvador Island (Half Moon Cay), Bahamas
— 1 day
Drive + Fly:  15​h
13
Boston, United States
— 2 nights
Fly:  9​h 45​min
End: Amsterdam, Holland

1
day
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.
On the 29th (Sun), appreciate the extensive heritage of Terrasse Dufferin and then appreciate the extensive heritage of Old Quebec.

To find maps, more things to do, photos, and more tourist information, use the Quebec City trip maker website .

Amsterdam, The Netherlands to Quebec City is an approximately 12.5-hour flight. You can also do a combination of flight and train; or do a combination of train and flight. The time zone difference moving from Central European Time (CET) to Eastern Standard Time (EST) is minus 6 hours. Prepare for a bit warmer weather when traveling from Amsterdam in July: high temperatures in Quebec City hover around 34°C and lows are around 20°C. Cap off your sightseeing on the 29th (Sun) early enough to travel to Charlottetown.

Things to do in Quebec City

Historic Sites Neighborhoods
Find places to stay Jul 28 — 29:
Highlights from your plan
Old Quebec ©
Old Quebec
Terrasse Dufferin ©
Terrasse Dufferin

2
nights
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 30th (Mon): see the interesting displays at Anne of Green Gables Museum, then contemplate the long history of Green Gables, then tour the pleasant surroundings at Brackley Beach, and finally admire the striking features of Province House National Historic Site of Canada. Here are some ideas for day two: steep yourself in history at St. Dunstan's Basilica, then contemplate the long history of Beaconsfield Historic House, and then find something for the whole family at Avonlea Village.

To find more things to do, photos, ratings, and other tourist information, you can read our Charlottetown tour itinerary planner .

Traveling by flight from Quebec City to Charlottetown takes 7.5 hours. Alternatively, you can do a combination of train and flight; or drive. The time zone difference moving from Eastern Standard Time to Atlantic Standard Time is 1 hour. Plan for slightly colder temperatures traveling from Quebec City in July, with highs in Charlottetown at 28°C and lows at 17°C. Finish your sightseeing early on the 1st (Wed) to allow enough time to travel to Sydney.

Things to do in Charlottetown

Theme Parks Historic Sites Parks

Side Trips

Cavendish, Brackley Beach, Anne of Green Gables Museum
Find places to stay Jul 30 — Aug 1:
Highlights from your plan
Avonlea Village ©
Avonlea Village
Beaconsfield Historic House ©
Beaconsfield Historic House
St. Dunstan's Basilica ©
St. Dunstan's Basilica

1
night
Sydney, Canada

Sydney ©
Sydney is a population centre and former city in Nova Scotia, Canada. On the 1st (Wed), look for all kinds of wild species at Two Rivers Wildlife Park, then trek along Skyline Trail, and then see the interesting displays at Cape Breton Miners' Museum.

For more things to do, ratings, traveler tips, and more tourist information, use the Sydney trip itinerary site .

Use the Route module to find suitable travel options from Charlottetown to Sydney. In August in Sydney, expect temperatures between 27°C during the day and 16°C at night. Wrap up your sightseeing on the 2nd (Thu) early enough to travel to Halifax.

Things to do in Sydney

Parks Wildlife Trails

Side Trips

Two Rivers Wildlife Park, Cape Breton Miners' Museum, Skyline Trail
Find places to stay Jul 31 — Aug 2:
Highlights from your plan
Two Rivers Wildlife Park ©
Two Rivers Wildlife Park
Cape Breton Miners' Museum ©
Cape Breton Miners' Museum
Skyline Trail ©
Skyline Trail

1
day
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.
On the 2nd (Thu), admire the natural beauty at Halifax Public Gardens, then contemplate the long history of Halifax Citadel National Historic Site of Canada, then see the interesting displays at Maritime Museum of the Atlantic, and finally look for gifts at Pearl & Daisy Natural Soap Company.

To find where to stay, other places to visit, maps, and tourist information, refer to the Halifax trip planner .

Traveling by combination of flight and bus from Sydney to Halifax takes 2.5 hours. Alternatively, you can drive; or take a bus. In August, daily temperatures in Halifax can reach 27°C, while at night they dip to 17°C. Wrap up your sightseeing on the 2nd (Thu) early enough to travel to Bar Harbor.

Things to do in Halifax

Museums Historic Sites Parks
Find places to stay Aug 1 — 2:
Highlights from your plan
Maritime Museum of the Atlantic ©
Maritime Museum of the Atlantic
Halifax Public Gardens ©
Halifax Public Gardens

1
day
Bar Harbor, United States

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. On the 3rd (Fri), see the interesting displays at The Seal Cove Auto Museum, make a trip to Land Bridge to Bar Island, and then identify plant and animal life at Shore Path.

To find other places to visit, maps, photos, and tourist information, you can read our Bar Harbor online holiday planner .

Use the Route module to find suitable travel options from Halifax to Bar Harbor. Due to the time zone difference, you'll gain 1 hour traveling from Halifax to Bar Harbor. In August, plan for daily highs up to 28°C, and evening lows to 16°C. Wrap up your sightseeing on the 3rd (Fri) early enough to travel to Boston.

Things to do in Bar Harbor

Wildlife Parks Museums

Side Trip

The Seal Cove Auto Museum
Find places to stay Aug 3 — 4:
Highlights from your plan
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum
Shore Path ©
Shore Path

1
day
Boston, United States

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
On the 4th (Sat), explore the world behind art at Museum of Fine Arts and then appreciate the extensive heritage of Freedom Trail.

Use Inspirock's suggestions to plan your Boston trip and find the best activities and attractions for your vacation.

You can do a combination of bus and flight from Bar Harbor to Boston in 4.5 hours. Alternatively, you can drive; or take a bus. In August, Boston is somewhat warmer than Bar Harbor - with highs of 32°C and lows of 21°C. Finish up your sightseeing early on the 4th (Sat) so you can travel to Key West.

Things to do in Boston

Museums Historic Sites
Find places to stay Aug 3 — 4:
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Freedom Trail ©
Freedom Trail

4
nights
Key West, United States

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.
Get some cultural insight at The Ernest Hemingway Home and Museum and Curry Mansion. Visit Truman Little White House and Audubon House & Tropical Gardens for their historical value. Spend the 7th (Tue) airborne with a parasailing or paragliding tour. There's much more to do: look for all kinds of wild species at Key West Butterfly & Nature Conservatory, immerse yourself in nature at Fort Zachary Taylor, tour the water at your own pace with Fun In The Sun Key West, and don't miss a visit to Mallory Square.

For reviews, other places to visit, maps, and other tourist information, read our Key West trip builder tool .

Do a combination of bus and flight from Boston to Key West in 6.5 hours. Alternatively, you can do a combination of bus, flight, taxi, and ferry; or drive. Expect somewhat warmer temperatures when traveling from Boston in August; daily highs in Key West reach 38°C and lows reach 32°C. Wrap up your sightseeing on the 8th (Wed) to allow time to travel to Havana.

Things to do in Key West

Outdoors Tours Wildlife
Find places to stay Aug 4 — 8:
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Truman Little White House ©
Truman Little White House

2
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
On the 9th (Thu), contemplate the long history of Castillo de la Real Fuerza, get engrossed in the history at Museum of the Revolution (Museo de la Revolucion), then contemplate the long history of El Morro, and finally appreciate the extensive heritage of El Malecon. Get ready for a full day of sightseeing on the 10th (Fri): appreciate the extensive heritage of Old Havana, then make a trip to Plaza de Armas, and then explore the world behind art at National Museum of Fine Arts.

To see ratings, where to stay, more things to do, and more tourist information, you can read our Havana trip maker app .

You can fly from Key West to Havana in 6 hours. Alternatively, you can do a combination of shuttle and flight. Traveling from Key West in August, expect little chillier with lows of 26°C in Havana. Finish your sightseeing early on the 11th (Sat) so you can drive to Cienfuegos.

Things to do in Havana

Historic Sites Museums
Find places to stay Aug 8 — 11:
Highlights from your plan
El Morro ©
El Morro
El Malecon ©
El Malecon
Old Havana ©
Old Havana

few
hours
Cienfuegos, Cuba

Cienfuegos ©
The city of Cienfuegos sits in a scenic natural bay, attracting visitors from across the country and further afield since its establishment in the early 19th century.
On the 11th (Sat), take a stroll through Punta Gorda, admire the striking features of Palacio de Valle, and then make a trip to Parque Jose Marti.

To see other places to visit, photos, ratings, and more tourist information, refer to the Cienfuegos trip planner .

You can drive from Havana to Cienfuegos in 3 hours. Other options are to take a bus; or take a train. In August, daily temperatures in Cienfuegos can reach 39°C, while at night they dip to 28°C. Finish your sightseeing early on the 11th (Sat) so you can travel to George Town.

Things to do in Cienfuegos

Neighborhoods Historic Sites
Find places to stay Aug 11 — 12:
Highlights from your plan
Punta Gorda ©
Punta Gorda
Parque Jose Marti ©
Parque Jose Marti
Palacio de Valle ©
Palacio de Valle

1
day
George Town, Cayman Islands

George Town ©
George Town is a city situated on Grand Cayman island of the Cayman Islands. Kick off your visit on the 12th (Sun): look for all kinds of wild species at Cayman Turtle Centre: Island Wildlife Encounter.

To find more things to do and other tourist information, refer to the George Town trip planner .

Use the Route module to find suitable travel options from Cienfuegos to George Town. In August, daytime highs in George Town are 38°C, while nighttime lows are 31°C. Wrap up your sightseeing by early afternoon on the 12th (Sun) to allow enough time to travel to Ocho Rios.

Things to do in George Town

Wildlife Parks Theme Parks

Side Trip

Cayman Turtle Centre: Island Wildlife Encounter
Find places to stay Aug 11 — 12:
Highlights from your plan

2
nights
Ocho Rios, Jamaica

Ocho Rios ©
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Start off your visit on the 13th (Mon): admire the sheer force of Dunn's River Falls and Park, take in the architecture and atmosphere at Our Lady of Fatima Catholic Church, then take in the dramatic scenery at Blue Hole, and finally contemplate the long history of Firefly.

For reviews, ratings, photos, and tourist information, refer to the Ocho Rios itinerary planning site .

Do a combination of flight and bus from George Town to Ocho Rios in 4.5 hours. In August, plan for daily highs up to 38°C, and evening lows to 30°C. Wrap up your sightseeing by early afternoon on the 14th (Tue) to allow time for travel to Little San Salvador Island (Half Moon Cay).

Things to do in Ocho Rios

Parks Nature Outdoors

Side Trip

Firefly
Find places to stay Aug 12 — 14:
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Firefly ©
Firefly
Our Lady of Fatima Catholic Church ©

1
day
Little San Salvador Island (Half Moon Cay), Bahamas

Little San Salvador Island (Half Moon Cay)
Privately owned Little San Salvador Island (Half Moon Cay) offers a number of outdoor activities and adventures for those cruising with the company that owns it.
For where to stay, traveler tips, other places to visit, and more tourist information, read our Little San Salvador Island (Half Moon Cay) tour itinerary builder .

Amsterdam, The Netherlands to Little San Salvador Island (Half Moon Cay) is an approximately 22-hour flight. Due to the time zone difference, you'll gain 6 hours traveling from Amsterdam to Little San Salvador Island (Half Moon Cay). You'll set off for Key West on the 29th (Sun).

Things to do in Little San Salvador Island (Half Moon Cay)

Parks Outdoors Beaches
Find places to stay Aug 15 — 16:

2
nights
Boston, United States

Boston ©
Start off your visit on the 16th (Thu): get engrossed in the history at The House of the Seven Gables, step aboard Boston Tea Party Ships & Museum, then browse the exhibits of The Paul Revere House, and finally admire the masterpieces at Isabella Stewart Gardner Museum. Here are some ideas for day two: wander the streets of North End, see majestic marine mammals with a dolphin and whale watching tour, and then admire the natural beauty at Boston Public Garden.

To see traveler tips, maps, more things to do, and tourist information, read our Boston driving holiday planner .

Explore your travel options from Little San Salvador Island (Half Moon Cay) to Boston with the Route module. Wrap up your sightseeing by early afternoon on the 18th (Sat) to allow enough time to travel back home.

Things to do in Boston

Museums Parks Wildlife

Side Trips

Dolphin & Whale Watching, The House of the Seven Gables
Find places to stay Aug 15 — 18:
Highlights from your plan
The House of the Seven Gables ©
The House of the Seven Gables
Isabella Stewart Gardner Museum ©
Isabella Stewart Gardner Museum
Dolphin & Whale Watching

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