50 days in South America Itinerary

50 days in South America Itinerary

Created using Inspirock South America holiday planner

Make it your trip
Fly
1
Sao Paulo, Brazil
— 10 nights
Fly
2
Montevideo, Uruguay
— 14 nights
Ferry
3
Buenos Aires, Argentina
— 10 nights
Fly
4
Santiago, Chile
— 15 nights
Fly

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Sao Paulo, Brazil

— 10 nights

Land of Drizzle

Don't let the city's nickname--"Land of Drizzle"--dampen your spirits during a trip to Sao Paulo.
Change things up with these side-trips from Sao Paulo: Skydiving (in Boituva) and Aparecida (Church of Sao Geraldo, Sala das Promessas, &more). The adventure continues: walk around Parque Ibirapuera, see the interesting displays at Latin America Memorial, visit Liberdade, and take a stroll through Paulista Avenue.

To see photos, ratings, maps, and more tourist information, refer to the Sao Paulo trip planner.

Toronto, Canada to Sao Paulo is an approximately 13-hour flight. You'll lose 2 hours traveling from Toronto to Sao Paulo due to the time zone difference. Expect much hotter temperatures when traveling from Toronto in December; daily highs in Sao Paulo reach 82°F and lows reach 67°F. Finish your sightseeing early on the 26th (Sun) so you can fly to Montevideo.

Things to do in Sao Paulo

Museums · Parks · Shopping · Tours

Side Trips

Montevideo, Uruguay

— 14 nights
With a rich cultural scene and plenty of developed beaches, Montevideo vacations appeal to a growing number of visitors from around the world.
Change things up with these side-trips from Montevideo: Punta Ballena (MAREAS Escuela de Buceo, Mirador Punta Ballena, &more) and El Aguila (in Atlantida). There's lots more to do: make a trip to Plaza Independencia, admire the landmark architecture of Palacio Salvo, explore the world behind art at Museo Municipal de Bellas Artes Juan Manuel Blanes, and stop by Ciudad Vieja.

To find where to stay, other places to visit, and tourist information, read Montevideo road trip tool.

Traveling by flight from Sao Paulo to Montevideo takes 6 hours. Alternatively, you can drive; or take a bus. Expect slightly colder evenings in Montevideo when traveling from Sao Paulo in December, with lows around 62°F. Finish up your sightseeing early on the 9th (Sun) so you can catch the flight to Buenos Aires.

Things to do in Montevideo

Museums · Parks · Shopping · Historic Sites

Side Trips

Buenos Aires, Argentina

— 10 nights

Queen of La Plata

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.
Buenos Aires is known for historic sites, nightlife, and parks. Your plan includes some of its best attractions: explore the different monuments and memorials at Cemiterio de Recoleta, admire the landmark architecture of El Ateneo Grand Splendid, ponder the world of politics at Casa Rosada, and take a stroll through Puerto Madero.

To find maps, reviews, and other tourist information, go to the Buenos Aires road trip website.

You can fly from Montevideo to Buenos Aires in 3 hours. Alternatively, you can ride a ferry; or do a combination of car and bus. Traveling from Montevideo in January, plan for somewhat warmer nights in Buenos Aires, with lows around 70°F. Finish your sightseeing early on the 19th (Wed) to allow enough time to fly to Santiago.

Things to do in Buenos Aires

Historic Sites · Neighborhoods · Museums · Shopping

Santiago, Chile

— 15 nights

City of the Island Hills

Santiago tourism thrives largely thanks to the city's big selection of cultural and entertainment options, including museums, theaters, restaurants, bars, and giant malls.
Get out of town with these interesting Santiago side-trips: Casa de Isla Negra (in Isla Negra), Casa Marin Winery (in Lo Abarca) and Valparaiso (Plaza Victoria, La Sebastiana, &more). There's still lots to do: take your sightseeing to a higher altitude at San Cristóbal Hill, don't miss a visit to Patio Bellavista, admire the landmark architecture of Metropolitan Cathedral (Catedral Metropolitana), and take an in-depth tour of Museo Chileno de Arte Precolombino.

To see photos, reviews, other places to visit, and more tourist information, refer to the Santiago tour planner.

You can fly from Buenos Aires to Santiago in 5.5 hours. Other options are to drive; or take a bus. You'll gain 1 hour traveling from Buenos Aires to Santiago due to the time zone difference. You'll have a few hours on the 3rd (Thu) to wrap things up before traveling home.

Things to do in Santiago

Museums · Neighborhoods · Parks · Tours

Side Trips