33 days in United States, Caribbean, Mexico, Central America & South America Itinerary

33 days in United States, Caribbean, Mexico, Central America & South America Itinerary

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33 days in United States, Caribbean, Mexico, Central America & South America Itinerary

Dubai, United Arab Emirates
Fly:  15​h 45​min
New York City, United States
— 5 nights
bus + Fly:  6​h 45​min
Havana, Cuba
— 2 nights
Fly:  4​h
Cancun, Mexico
— 2 nights
Fly + bus + shuttle:  9​h 30​min
La Fortuna de San Carlos, Costa Rica
— 1 night
shuttle + bus + Fly:  10​h 15​min
Cartagena, Colombia
— 3 nights
Fly:  2​h
Bogota, Colombia
— 1 night
Fly:  3​h 45​min
Cusco, Peru
— 3 nights
Fly:  8​h 30​min
Santiago, Chile
— 3 nights
Fly:  5​h 45​min
Buenos Aires, Argentina
— 3 nights
Fly:  7​h
Brasilia, Brazil
— 4 nights
Fly:  2​h 30​min
Rio de Janeiro, Brazil
— 4 nights
Fly:  18​h
Dubai, United Arab Emirates

4
days
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.
Get a sense of the local culture at 9/11 Memorial and St. Patrick's Cathedral. Grey Towers National Historic Site and William Floyd Estate will appeal to history buffs. Get out of town with these interesting New York City side-trips: Hampton Bays (Ponquogue Beach & Meschutt Beach) and Cupsogue Beach County Park (in Westhampton Beach). There's still lots to do: wander the streets of Times Square and get a taste of the local shopping with Fifth Avenue.

For reviews, more things to do, and tourist information, read New York City trip itinerary maker website .

Dubai, United Arab Emirates to New York City is an approximately 16-hour flight. You can also do a combination of bus and flight. You'll gain 9 hours traveling from Dubai to New York City due to the time zone difference. Traveling from Dubai in June, expect New York City to be much colder, temps between 31°C and 21°C. Cap off your sightseeing on the 19th (Tue) early enough to travel to Havana.

Things to do in New York City

#Beaches, #Parks, #Outdoors

Side Trips

Hampton Bays, William Floyd Estate, Grey Towers National Historic Site, Cupsogue Beach County Park
Accommodations
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Ponquogue Beach ©
Ponquogue Beach
9/11 Memorial ©
9/11 Memorial
St. Patrick's Cathedral ©
St. Patrick's Cathedral

2
days
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Start off your visit on the 19th (Tue): steep yourself in history at FINCA VIGÍA. Keep things going the next day: stroll the grounds of Christopher Columbus Cemetery (Cemetario de Colon), then contemplate the long history of El Morro, then make a trip to Old Square (Plaza Vieja), and finally don't miss a visit to Old Havana.

To find traveler tips, other places to visit, reviews, and other tourist information, read our Havana tour itinerary planning tool .

You can do a combination of bus and flight from New York City to Havana in 7 hours. Alternatively, you can do a combination of bus and flight. In June, Havana is a bit warmer than New York City - with highs of 36°C and lows of 26°C. Cap off your sightseeing on the 21st (Thu) early enough to travel to Cancun.

Things to do in Havana

#Historic Sites, #Neighborhoods
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El Malecon ©
El Malecon
Old Square (Plaza Vieja) ©
Old Square (Plaza Vieja)
Old Havana ©
Old Havana

1
day
Cancun, Mexico

Cancun ©
Few destinations in Mexico dazzle visitors quite like Cancun, a modern resort town filled with glitzy hotels sitting on picturesque and well-developed Caribbean beaches.
Kick off your visit on the 22nd (Fri): delve into the distant past at El Rey Ruins (Zona Arqueologica El Rey), go for a walk through Avenida Kukulkan, and then enjoy the sand and surf at Playa Delfines.

Planning Cancun trip won't be overwheling when you use's Insprock itinerary maker.

Traveling by flight from Havana to Cancun takes 4 hours. In June, plan for daily highs up to 35°C, and evening lows to 28°C. Cap off your sightseeing on the 23rd (Sat) early enough to travel to La Fortuna de San Carlos.

Things to do in Cancun

#Beaches, #Parks, #Outdoors
Accommodations
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Playa Delfines ©
Playa Delfines
El Rey Ruins (Zona Arqueologica El Rey) ©
Avenida Kukulkan ©
Avenida Kukulkan

few
hours
La Fortuna de San Carlos, Costa Rica

La Fortuna de San Carlos
Set against the backdrop of the imposing Arenal Volcano, La Fortuna de San Carlos offers visitors a chance to explore diverse natural landscapes and sample some delicious local produce.
To find more things to do, where to stay, and other tourist information, use the La Fortuna de San Carlos route tool .

You can do a combination of flight and shuttle from Cancun to La Fortuna de San Carlos in 9.5 hours. Alternatively, you can do a combination of flight and car; or drive. You'll gain 1 hour traveling from Cancun to La Fortuna de San Carlos due to the time zone difference. You'll have a few hours on the 24th (Sun) to wrap things up before traveling to Cartagena.

Things to do in La Fortuna de San Carlos

#Museums, #Shopping
Accommodations
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2
days
Cartagena, Colombia

Cartagena ©
The site of the continent's first Spanish colony, Cartagena retains much of its colonial flavor thanks to a World Heritage-listed old town, encircled by old walls and protected by imposing fortresses.
Start off your visit on the 25th (Mon): explore the historical opulence of San Felipe de Barajas Castle, gain insight at Plaza Santo Domingo, then admire the landmark architecture of St. Catherine of Alexandria Cathedral, then contemplate in the serene atmosphere at Templo de Santo Domingo, and finally pause for some serene contemplation at Iglesia de la Trinidad. Get ready for a full day of sightseeing on the 26th (Tue): take in the spiritual surroundings of Convento La Popa de la Galera, steep yourself in history at Plaza Fernandez Madrid, and then contemplate the long history of Walled City of Cartagena.

For ratings, other places to visit, traveler tips, and more tourist information, use the Cartagena itinerary builder site .

The Route module can help you plan travel from La Fortuna de San Carlos to Cartagena. You'll lose 1 hour traveling from La Fortuna de San Carlos to Cartagena due to the time zone difference. June in Cartagena sees daily highs of 38°C and lows of 30°C at night. Finish up your sightseeing early on the 27th (Wed) so you can travel to Bogota.

Things to do in Cartagena

#Historic Sites
Accommodations
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Iglesia de la Trinidad ©
Iglesia de la Trinidad
Plaza Santo Domingo ©
Plaza Santo Domingo
Convento La Popa de la Galera ©
Convento La Popa de la Galera

2
days
Bogota, Colombia

Bogota ©
Colombia's heart and soul, Bogota has earned the nickname "Athens of South America" thanks to its abundance of universities, libraries, and lower-level schools.
Kick off your visit on the 27th (Wed): tour the pleasant surroundings at Parque de Usaquen, then examine the collection at Gold Museum (Museo del Oro), and then wander the streets of Barrio La Candelaria. On the 28th (Thu), you'll have a packed day of sightseeing: take a stroll through Zona G Bogota.

To see where to stay, maps, more things to do, and more tourist information, go to the Bogota itinerary maker site .

You can fly from Cartagena to Bogota in 2 hours. Other options are to do a combination of bus and flight; or drive. Traveling from Cartagena in June, expect Bogota to be cooler, temps between 22°C and 11°C. Wrap up your sightseeing by early afternoon on the 28th (Thu) to allow enough time to travel to Cusco.

Things to do in Bogota

#Neighborhoods, #Museums, #Parks
Accommodations
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Zona G Bogota ©
Zona G Bogota
Gold Museum (Museo del Oro) ©
Gold Museum (Museo del Oro)
Barrio La Candelaria ©
Barrio La Candelaria

3
days
Cusco, Peru

Cusco ©
Capital of the Inca Empire for three centuries, World Heritage-listed Cusco is now a major tourist destination, drawing nearly 2 million annual tourists with its well-preserved colonial architecture and proximity to Machu Picchu.
You'll discover tucked-away gems like San Blas and Tambomachay. Get some historical perspective at Sacsayhuaman and Sacred Valley of the Incas. Next up on the itinerary: delve into the distant past at Tipon, contemplate the long history of Plaza de Armas, and soothe aching muscles at some of the top local wellness centers.

To find ratings, where to stay, maps, and other tourist information, use the Cusco road trip planning app .

Traveling by flight from Bogota to Cusco takes 4 hours. Alternatively, you can drive; or take a bus. Traveling from Bogota in June, you can expect nighttime temperatures to be slightly colder in Cusco, with lows of 1°C. On the 1st (Sun), wrap the sightseeing up by early afternoon so you can travel to Santiago.

Things to do in Cusco

#Historic Sites, #Spas, #Neighborhoods

Side Trip

Cusco Region
Accommodations
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Sacred Valley of the Incas ©
Sacred Valley of the Incas
Sacsayhuaman ©
Sacsayhuaman
San Blas ©
San Blas

2
days
Santiago, Chile

Santiago ©
Santiago tourism thrives largely thanks to the city's big selection of cultural and entertainment options, including museums, theaters, restaurants, bars, and giant malls.
Kick off your visit on the 2nd (Mon): do a tasting at Vina Undurraga, do a tasting at Concha y Toro vineyard, and then contemplate the long history of Centro Cultural Palacio de la Moneda y Plaza de la Ciudadania. Keep things going the next day: don't miss a visit to Cerro Santa Lucia, then examine the collection at La Chascona, and then get engrossed in the history at Museo Chileno de Arte Precolombino.

Plan a Santiago trip in moments using our itinerary builder.

Traveling by flight from Cusco to Santiago takes 8.5 hours. Alternatively, you can drive; or take a bus. You'll lose 1 hour traveling from Cusco to Santiago due to the time zone difference. Traveling from Cusco in July, expect nights in Santiago to be about the same, around 2°C, while days are slightly colder, around 17°C. Cap off your sightseeing on the 4th (Wed) early enough to travel to Buenos Aires.

Things to do in Santiago

#Museums, #Wineries, #Historic Sites

Side Trips

Vina Undurraga, Concha y Toro
Accommodations
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2
days
Buenos Aires, Argentina

Buenos Aires ©
Cultural capital of South America, Buenos Aires remains one of the largest cities on the continent, serving as a point of departure for exploring the rest of the country.
On the 4th (Wed), pause for some serene contemplation at Catedral Metropolitana. Here are some ideas for day two: appreciate the extensive heritage of San Telmo, wander the streets of Puerto Madero, and then explore the world behind art at Museo Nacional de Bellas Artes.

To see reviews, other places to visit, maps, and tourist information, use the Buenos Aires visit app .

Traveling by flight from Santiago to Buenos Aires takes 6 hours. Alternatively, you can do a combination of bus and flight; or drive. The time zone difference when traveling from Santiago to Buenos Aires is 1 hour. Traveling from Santiago in July, expect somewhat warmer with lows of 10°C in Buenos Aires. Finish up your sightseeing early on the 7th (Sat) so you can travel to Brasilia.

Things to do in Buenos Aires

#Historic Sites, #Neighborhoods, #Museums
Accommodations
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San Telmo ©
San Telmo
Plaza de Mayo ©
Plaza de Mayo
Puerto Madero ©
Puerto Madero

3
days
Brasilia, Brazil

Brasilia ©
Although it lacks the cultural flair of Rio de Janeiro and the massive urban sprawl of Sao Paulo, Brasilia holds a fascinating place in the tapestry of Brazil.
Do some cultural sightseeing at Catedral Metropolitana and Jardim Zoologico De Brasilia. Your inner history buff will appreciate Igrejinha N.S. De Fatima church and Ermida Dom Bosco. Next up on the itinerary: explore the wealth of natural beauty at Brasilia National Park, get a sense of history and politics at Supremo Tribunal Federal, contemplate the waterfront views at Lago Paranoa, and admire the natural beauty at Jardim Botanico de Brasilia.

To find traveler tips, photos, reviews, and tourist information, you can read our Brasilia trip planner .

Fly from Buenos Aires to Brasilia in 7 hours. Alternatively, you can drive; or take a bus. Traveling from Buenos Aires in July, you will find days in Brasilia are much warmer (31°C), and nights are somewhat warmer (15°C). Wrap up your sightseeing on the 11th (Wed) early enough to travel to Rio de Janeiro.

Things to do in Brasilia

#Parks, #Nature, #Wildlife
Accommodations
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Brasilia National Park ©
Brasilia National Park
Catedral Metropolitana ©
Catedral Metropolitana
Igrejinha N.S. De Fatima church ©
Igrejinha N.S. De Fatima church

4
days
Rio de Janeiro, Brazil

Rio de Janeiro ©
Bustling with samba music and all-night street parties, no city encapsulates the spirit of Brazil better than Rio de Janeiro.
Visit Ilha Fiscal and Catedral São Pedro de Alcântara for their historical value. You'll discover tucked-away gems like Igreja de Nossa Senhora de Nazareth and Claudio Coutinho Trail. And it doesn't end there: pause for some photo ops at Corcovado Christ the Redeemer, take in nature's colorful creations at Jardim Botânico do Rio de Janeiro, take in panoramic vistas at Mirante Dona Marta, and listen to music at Theatro Municipal do Rio de Janeiro.

To find reviews, ratings, maps, and other tourist information, refer to the Rio de Janeiro trip planning site .

Fly from Brasilia to Rio de Janeiro in 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Brasilia in July, Rio de Janeiro is somewhat warmer at night with lows of 22°C. Wrap up your sightseeing by early afternoon on the 15th (Sun) to allow time for travel back home.

Things to do in Rio de Janeiro

#Parks, #Outdoors, #Historic Sites

Side Trips

Catedral de Sao Pedro de Alcantara, Igreja de Nossa Senhora de Nazareth
Accommodations
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Copacabana Beach ©
Copacabana Beach
Praia de Ipanema
Praia de Ipanema
Corcovado Christ the Redeemer ©
Corcovado Christ the Redeemer

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