39 days in Caribbean, United States & Canada Itinerary

39 days in Caribbean, United States & Canada Itinerary

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39 days in Caribbean, United States & Canada Itinerary

Start: Sydney, Australia
Fly:  23 h 45 min
1
Havana, Cuba
— 4 nights
Taxi + Fly:  1 h 15 min
2
Cayo Largo, Cuba
— 1 night
Fly:  2 h 45 min
3
Varadero, Cuba
— 1 night
Fly:  8 h
4
Washington DC, United States
— 2 nights
Fly:  6 h 45 min
5
Virgin Gorda, British Virgin Islands
— 6 nights
Fly:  6 h 30 min
6
New York City, United States
— 6 nights
+2
Bus + Fly + Ferry:  4 h 45 min
7
Toronto, Canada
— 4 nights
Fly:  2 h 45 min
8
Kingston, Canada
— 5 nights
Fly + Taxi:  9 h 45 min
9
Sedona, United States
— 6 nights
Taxi + Fly:  22 h 30 min
End: Sydney, Australia

4
nights
Havana, Cuba

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Explore hidden gems such as Walking tours and Havana Cathedral. And it doesn't end there: steep yourself in history at Old Square (Plaza Vieja), make a trip to Plaza de Armas, admire the masterpieces at Museu Nacional de Belas Artes de Cuba, and enjoy the sand and surf at Playas de Este.

For more things to do, other places to visit, and other tourist information, go to the Havana vacation planning website .

Sydney, Australia to Havana is an approximately 24-hour flight. Traveling from Sydney to Havana, you'll gain 15 hours due to the time zone difference. In March, daytime highs in Havana are 32°C, while nighttime lows are 19°C. Cap off your sightseeing on the 11th (Wed) early enough to travel to Cayo Largo.

Things to do in Havana

Historic Sites Tours Neighborhoods
Find places to stay Mar 7 — 11:
Highlights from your plan
Walking tours
Old Square (Plaza Vieja) ©
Old Square (Plaza Vieja)
Fusterlandia ©
Fusterlandia

1
night
Cayo Largo, Cuba

Cayo Largo ©
The stress of modern life feels a million miles away when you holiday on Cayo Largo, a small and unspoiled resort island off the coast of Cuba.
On the 12th (Thu), enjoy the sand and surf at Playa Mal Tiempo and then kick back and relax at Playa Paraiso.

To find traveler tips, reviews, more things to do, and other tourist information, use the Cayo Largo road trip planning website .

Do a combination of taxi and flight from Havana to Cayo Largo in 1.5 hours. Expect somewhat warmer evenings in Cayo Largo when traveling from Havana in March, with lows around 23°C. Finish up your sightseeing early on the 12th (Thu) so you can travel to Varadero.

Things to do in Cayo Largo

Outdoors Beaches Parks
Find places to stay Mar 11 — 12:
Highlights from your plan
Playa Paraiso ©
Playa Paraiso
Punta Mal Tiempo ©
Punta Mal Tiempo

1
night
Varadero, Cuba

Varadero ©
One of the largest resort towns in the Caribbean, Varadero boasts a 20 km (12 mi) long stretch of sand, lined with hotels and all-inclusive resorts.
On the 13th (Fri), tour the pleasant surroundings at Cayos Blancos, then explore the fascinating underground world of Cueva de Saturno, and then stroll around Josone Park.

For more things to do, other places to visit, reviews, and other tourist information, go to the Varadero online trip itinerary builder .

Traveling by flight from Cayo Largo to Varadero takes 3 hours. Expect little chillier evenings in Varadero when traveling from Cayo Largo in March, with lows around 19°C. Wrap up your sightseeing on the 13th (Fri) early enough to travel to Washington DC.

Things to do in Varadero

Parks Outdoors Beaches

Side Trip

Cayos Blancos
Find places to stay Mar 12 — 13:
Highlights from your plan
Josone Park ©
Josone Park
Cueva de Saturno ©
Cueva de Saturno
Cayos Blancos ©
Cayos Blancos

2
nights
Washington DC, United States

The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Eschew the tourist crowds and head to Walking tours and Basilica of the National Shrine of the Immaculate Conception. Next up on the itinerary: explore the world behind art at National Gallery of Art, take an in-depth tour of National Portrait Gallery, take in nature's colorful creations at Hillwood Estate, Museum & Gardens, and learn more about the world around you at Smithsonian National Museum of Natural History.

To find where to stay, maps, ratings, and other tourist information, you can read our Washington DC road trip planning app .

You can fly from Varadero to Washington DC in 8 hours. Alternatively, you can do a combination of bus and flight. Prepare for cooler weather when traveling from Varadero in March: high temperatures in Washington DC hover around 15°C and lows are around 3°C. Finish up your sightseeing early on the 16th (Mon) so you can travel to Virgin Gorda.

Things to do in Washington DC

Museums Historic Sites Tours
Find places to stay Mar 13 — 16:
Highlights from your plan
Walking tours
National Gallery of Art ©
National Gallery of Art

6
nights
Virgin Gorda, British Virgin Islands

Virgin Gorda ©
Thankfully lacking some of the commercialism of other islands nearby, Virgin Gorda offers a relaxing place to holiday, and maintains a feeling of intimacy despite its reputation as an exclusive destination.
Explore hidden gems such as The Baths and Savannah Bay. And it doesn't end there: enjoy the sand and surf at Spring Bay, explore the striking landscape of Virgin Gorda Peak, discover the riches below the earth's surface at Copper Mine Point, and head outdoors with Fusion BVI.

To see where to stay, more things to do, traveler tips, and more tourist information, go to the Virgin Gorda online sightseeing planner .

Fly from Washington DC to Virgin Gorda in 7 hours. Alternatively, you can do a combination of flight and ferry. The time zone difference moving from Eastern Standard Time (EST) to Atlantic Standard Time (AST) is 1 hour. Plan for much hotter temperatures traveling from Washington DC in March, with highs in Virgin Gorda at 34°C and lows at 28°C. Wrap up your sightseeing on the 22nd (Sun) to allow time to travel to New York City.

Things to do in Virgin Gorda

Outdoors Parks Nature
Find places to stay Mar 16 — 22:
Highlights from your plan
Spring Bay ©
Spring Bay
The Baths ©
The Baths
Devil's Bay National Park ©
Devil's Bay National Park

6
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.
Eschew the tourist crowds and head to Food Tours and St. Patrick's Cathedral. When in New York City, make a side trip to see Grounds For Sculpture in Hamilton, approximately 1h 20 min away. There's lots more to do: go for a walk through Central Park, examine the collection at Ground Zero Museum Workshop, admire the striking features of Empire State Building, and admire the masterpieces at Frick Collection.

To see reviews, traveler tips, maps, and tourist information, refer to the New York City trip builder .

You can fly from Virgin Gorda to New York City in 6.5 hours. Alternatively, you can do a combination of flight and bus; or do a combination of ferry and flight. The time zone changes from Atlantic Standard Time to Eastern Standard Time, which is usually a -1 hour difference. Traveling from Virgin Gorda in March, expect New York City to be colder, temps between 11°C and 1°C. Finish up your sightseeing early on the 28th (Sat) so you can travel to Toronto.

Things to do in New York City

Parks Museums Historic Sites

Side Trips

Brooklyn, Grounds For Sculpture
Find places to stay Mar 22 — 28:
Highlights from your plan
Central Park ©
Central Park
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art

4
nights
Toronto, Canada

Toronto ©
Possibly the world's most diverse city, Toronto houses over 80 ethnic communities speaking nearly 150 different languages or dialects.
Eschew the tourist crowds and head to Room Escape Games and The Distillery District. Venture out of the city with trips to Canadian Warplane Heritage Museum (in Mount Hope) and BATL | The Backyard Axe Throwing League (in Hamilton). There's much more to do: let your taste buds guide you at a local gastronomic tour, walk around High Park, have some family-friendly fun at Bad Axe Throwing, and gain insight at University of Toronto.

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

Traveling by combination of bus and flight from New York City to Toronto takes 5 hours. Alternatively, you can fly; or drive. Prepare for little chillier weather when traveling from New York City in March: high temperatures in Toronto hover around 3°C and lows are around -3°C. Finish up your sightseeing early on the 1st (Wed) so you can travel to Kingston.

Things to do in Toronto

Tours Fun & Games Neighborhoods

Side Trips

Hamilton, Room Escape Games
Find places to stay Mar 28 — Apr 1:
Highlights from your plan
BATL | The Backyard Axe Throwing League ©
Room Escape Games
Canadian Warplane Heritage Museum ©
Canadian Warplane Heritage Museum

5
nights
Kingston, Canada

Kingston ©
Called the "Limestone City" because it contains many white-stone buildings, Kingston served as the first capital of Canada.
Explore hidden gems such as Canada's Penitentiary Museum and Cataraqui Cemetery. Next up on the itinerary: browse the exhibits of Fort Henry National Historic Site, stroll around Grass Creek Park, look for all kinds of wild species at Marshlands Conservation Area, and contemplate the long history of Kingston Mills.

To see photos, where to stay, and other tourist information, go to the Kingston trip planner.

Traveling by flight from Toronto to Kingston takes 3 hours. Alternatively, you can take a bus; or drive. Expect a daytime high around 11°C in April, and nighttime lows around 1°C. Cap off your sightseeing on the 6th (Mon) early enough to travel to Sedona.

Things to do in Kingston

Historic Sites Parks Museums
Find places to stay Apr 1 — 6:
Highlights from your plan
Cataraqui Cemetery ©
Cataraqui Cemetery
Canada's Penitentiary Museum ©
Canada's Penitentiary Museum
Fort Henry National Historic Site ©
Fort Henry National Historic Site

6
nights
Sedona, United States

Sedona ©
Despite its relatively small size, Sedona overflows with tourist appeal.
Eschew the tourist crowds and head to Cathedral Rock and Bell Rock. You'll find plenty of places to visit near Sedona: Montezuma Well (in Rimrock) and Fort Verde State Historic Park (in Camp Verde). There's still lots to do: explore and take pictures at Red Rock Scenic Byway (SR 179), tour the pleasant surroundings at Bear Mountain Trail, take in breathtaking views at Oak Creek Canyon, and explore the landscape on two wheels at Little Horse Trail.

To find reviews, where to stay, photos, and tourist information, read our Sedona tour itinerary planner .

Traveling by combination of flight and taxi from Kingston to Sedona takes 10 hours. Alternatively, you can do a combination of flight and shuttle; or drive. Traveling from Kingston to Sedona, you'll gain 2 hours due to the time zone difference. Traveling from Kingston in April, you will find days in Sedona are much warmer (26°C), and nights are a bit warmer (10°C). Finish up your sightseeing early on the 12th (Sun) so you can travel back home.

Things to do in Sedona

Parks Nature Outdoors

Side Trips

Montezuma Well, Fort Verde State Historic Park
Find places to stay Apr 6 — 12:
Highlights from your plan
Cathedral Rock ©
Cathedral Rock
Bell Rock ©
Bell Rock
Devil's Bridge Trail ©
Devil's Bridge Trail

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