29 days in Chile Itinerary

29 days in Chile Itinerary

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Route & dates

29 days in Chile Itinerary

Start: Winnipeg
Fly + Drive:  26​h
1
San Pedro de Atacama
— 3 nights
shuttle + Fly:  5​h
2
Santiago
— 4 nights
Drive:  2​h
3
Santa Cruz
— 3 nights
Drive:  3​h 15​min
4
Valparaiso
— 3 nights
shuttle + Fly:  5​h 15​min
5
Puerto Varas
— 3 nights
bus:  2​h 45​min
6
Castro, Isla Chiloe
— 4 nights
bus:  1​h 15​min
7
Ancud, Isla Chiloe
— 3 nights
+2
bus + shuttle + Fly:  10​h 15​min
8
Hanga Roa, Easter Island
— 2 nights
Fly:  23​h 45​min
End: Winnipeg

3
nights
San Pedro de Atacama

San Pedro de Atacama ©
Major archeological sites and a renowned museum remain the big draws in San Pedro de Atacama tourism, appealing to visitors interested in learning more about South America's pre-Columbian cultures.
San Pedro de Atacama is known for nature, wildlife, historic sites, nightlife, and childrens museums. Your plan includes some of its best attractions: take in the dramatic natural features at Valle De La Luna, contemplate the waterfront views at Lagunas Miscanti y Miniques, witness a stunning natural landmark at Geyser del Tatio, and see the interesting displays at Father Le Paige Museum.

To find photos, ratings, maps, and more tourist information, refer to the San Pedro de Atacama trip planner .

Winnipeg, Canada to San Pedro de Atacama is an approximately 26-hour combination of flight and car. The time zone difference moving from Central Standard Time (CST) to Chile Time (CLT) is 2 hours. Traveling from Winnipeg in April, you will find days in San Pedro de Atacama are much warmer (28°C), and nights are a bit warmer (4°C). Wrap up your sightseeing on the 21st (Tue) early enough to travel to Santiago.

Things to do in San Pedro de Atacama

Nature Parks Wildlife

Side Trip

Atacama Desert
Highlights from your plan
Atacama Desert ©
Atacama Desert
Valle De La Luna ©
Valle De La Luna
Geyser del Tatio ©
Geyser del Tatio

4
nights
Santiago

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.
When in Santiago, make a side trip to see Concha y Toro in Pirque, approximately 38 minutes away. The adventure continues: take your sightseeing to a higher altitude at San Cristóbal Hill, make a trip to Plaza de Armas, take in panoramic vistas at Sky Costanera, and browse the eclectic array of goods at Central Market (Mercado Central).

For more things to do, where to stay, and tourist information, read Santiago day trip site .

Traveling by combination of shuttle and flight from San Pedro de Atacama to Santiago takes 5 hours. Alternatively, you can drive; or take a bus. Finish your sightseeing early on the 25th (Sat) so you can drive to Santa Cruz.

Things to do in Santiago

Museums Nature Wineries

Side Trip

Concha y Toro
Highlights from your plan
San Cristóbal Hill ©
San Cristóbal Hill
Santa Lucia Hill ©
Santa Lucia Hill
Patio Bellavista ©
Patio Bellavista

3
nights
Santa Cruz

Santa Cruz ©
The Chilean city of Santa Cruz offers a view into the country's agricultural and pastoral heritage, with well-preserved colonial-era traditions and architecture.
Change things up with these side-trips from Santa Cruz: Vina Casa Silva (in San Fernando) and Vina Santa Cruz (in Lolol). And it doesn't end there: do a tasting at Viu Manent Winery, look for gifts at Vinonauta, and see the interesting displays at Museo El Huique.

To see photos, more things to do, reviews, and tourist information, read Santa Cruz planner .

You can drive from Santiago to Santa Cruz in 2 hours. Other options are to do a combination of train and bus; or take a bus. In April, plan for daily highs up to 24°C, and evening lows to 8°C. Cap off your sightseeing on the 28th (Tue) early enough to go by car to Valparaiso.

Things to do in Santa Cruz

Wineries Museums Shopping

Side Trips

Vina Santa Cruz, Vina Casa Silva
Highlights from your plan
Vina Montes ©
Vina Montes
Colchagua Museum ©
Colchagua Museum
Clos Apalta Lapostolle ©
Clos Apalta Lapostolle

3
nights
Valparaiso

Valparaiso ©
Navigating through a maze of colorful streets winding up and down steep hills remains an integral part of any Valparaiso tour.
Get out of town with these interesting Valparaiso side-trips: Emiliana Organic Vineyards (in Casablanca), Casa de Isla Negra (in Isla Negra) and Matetic Vineyards (in Lagunillas). Next up on the itinerary: see the interesting displays at La Sebastiana, make a trip to Flower Clock (Reloj de Flores), admire the landmark architecture of Palacio Rioja, and wander the streets of Paseo Dimalow.

For other places to visit, traveler tips, ratings, and other tourist information, use the Valparaiso attractions app .

Drive from Santa Cruz to Valparaiso in 3.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Santa Cruz in April, expect a bit warmer with lows of 13°C in Valparaiso. Finish up your sightseeing early on the 1st (Fri) so you can travel to Puerto Varas.

Things to do in Valparaiso

Wineries Tours Museums

Side Trips

Vina del Mar, Matetic Vineyards, Casa de Isla Negra, Emiliana Organic Vineyards
Highlights from your plan
Matetic Vineyards ©
Matetic Vineyards
La Sebastiana ©
La Sebastiana
Walking tours

3
nights
Puerto Varas

Puerto Varas ©
Overlooking a lake, with a conical volcano looming in the background, Puerto Varas enjoys memorable scenery but retains its authentic atmosphere.
Puerto Varas is known for nature, museums, adventure, historic sites, and fun & games. Your plan includes some of its best attractions: admire the sheer force of Petrohué Waterfalls, explore the activities along Lake Llanquihue, get impressive views of Volcan Osorno, and get engrossed in the history at Puerto Montt Historical Museum Juan Pablo II.

To see photos, other places to visit, more things to do, and other tourist information, you can read our Puerto Varas route tool .

You can do a combination of shuttle and flight from Valparaiso to Puerto Varas in 5.5 hours. Alternatively, you can do a combination of shuttle, flight, and bus; or drive. Prepare for slightly colder weather when traveling from Valparaiso in May: high temperatures in Puerto Varas hover around 15°C and lows are around 6°C. Cap off your sightseeing on the 4th (Mon) early enough to catcht the bus to Castro.

Things to do in Puerto Varas

Nature Parks Wildlife

Side Trip

Puerto Montt
Highlights from your plan
Petrohué Waterfalls ©
Petrohué Waterfalls
Volcan Osorno ©
Volcan Osorno
Lago Todos Los Santos ©
Lago Todos Los Santos

4
nights
Castro, Isla Chiloe

Main city on Chile's Chiloe Island, Castro represents one of the country's oldest inhabited settlements, making its fortune as both a tourist center and transportation hub.
When in Castro, make a side trip to see Punta Pirulil in Cucao, approximately 1h 20 min away. There's much more to do: admire the landmark architecture of Church of San Francisco, pause for some serene contemplation at Iglesia Nuestra Senora de Gracia de Nercon, examine the collection at Museo del acordeon Sergio Colivoro Barria, and delve into the lush surroundings at Bosquepiedra.

To see traveler tips, ratings, more things to do, and more tourist information, use the Castro trip itinerary maker app .

Take a bus from Puerto Varas to Castro in 3 hours. In May, daytime highs in Castro are 14°C, while nighttime lows are 6°C. Finish your sightseeing early on the 8th (Fri) so you can take a bus to Ancud.

Things to do in Castro

Outdoors Tours Nature

Side Trips

Chonchi, Isla Chiloe, Museo Historico Etnografico, Punta Pirulil
Highlights from your plan
Photography Tours
Church of San Francisco ©
Church of San Francisco
Punta Pirulil ©
Punta Pirulil

3
nights
Ancud, Isla Chiloe

Ancud ©
A city of 40,000 people, Ancud was the capital of Chiloe Archipelago until it was superseded by the city of Castro in 1982.
You'll find plenty of places to visit near Ancud: Quemchi (Isla Aucar & Parque Aventura Chaiguen). There's still lots to do: examine the collection at Museo Regional de Ancud, admire the masterpieces at Museo de Las Iglesias de Chiloe, make a trip to Plaza de Armas de Ancud, and enjoy the sea views from Faro Corona en Chiloe.

To find traveler tips, more things to do, other places to visit, and other tourist information, use the Ancud journey website .

Getting from Castro to Ancud by bus takes about 1.5 hours. Other options: drive. In May in Ancud, expect temperatures between 14°C during the day and 6°C at night. Finish your sightseeing early on the 11th (Mon) to allow enough time to travel to Hanga Roa.

Things to do in Ancud

Parks Beaches Outdoors

Side Trip

Quemchi
Highlights from your plan
Isla Aucar ©
Isla Aucar
Museo Regional de Ancud ©
Museo Regional de Ancud
Faro Corona en Chiloe ©
Faro Corona en Chiloe

2
nights
Hanga Roa, Easter Island

Hanga Roa ©
The main town and capital of Chile's Easter Island, Hanga Roa serves as a base for most visitors to the island, with all explorations of Easter Island and its famous moai monoliths beginning here.
Hanga Roa is known for nightlife, beaches, historic sites, wildlife, and outdoors. Your plan includes some of its best attractions: get impressive views of Rano Raraku, steep yourself in history at Ahu Tahai, delve into the distant past at Ahu Hanga Te'e, and make a trip to Ahu Tongariki.

To find traveler tips, ratings, and more tourist information, read our Hanga Roa vacation builder app .

You can do a combination of bus and flight from Ancud to Hanga Roa in 10.5 hours. Traveling from Ancud to Hanga Roa, you'll gain 2 hours due to the time zone difference. Expect a bit warmer temperatures when traveling from Ancud in May; daily highs in Hanga Roa reach 27°C and lows reach 19°C. Finish your sightseeing early on the 14th (Thu) so you can travel back home.

Things to do in Hanga Roa

Parks Nature Historic Sites

Side Trip

Easter Island
Highlights from your plan
Rano Raraku ©
Rano Raraku
Ahu Tongariki ©
Ahu Tongariki
Anakena ©
Anakena

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