A Travel Price Comparison for Families, Couples, and Backpackers Santiago vs. San Juan for Vacations, Tours, and Honeymoons

Should you visit Santiago or San Juan?

Which is cheaper to visit? Which is more expensive for vacation?

Which city should you visit? Read on to compare the activities as well as the prices of travel for Santiago and San Juan. We'll break down costs for accommodation, food, transportation and more to help you learn more about these two destinations. Then, you can figure out if either of these two places are accessible based on your travel budget, schedule, and interests. So, let's dig into it.

Where Should I go: Santiago or San Juan?

Santiago

Santiago is the capital city of Chile. It is centrally located in the long and narrow country, making it a good jumping off point to explore everywhere else. It's convenient location means that you can go skiing in the Andes one day, and hang out at the beach the next.

Santiago has a cool semi-arid climate that is similar to Mediterranean climates. The summers, which are between November and March, are warm and dry. The temperatures climb to around 95 degrees Fahrenheit. The winters, between June and August, are humid with cold mornings. The daily highs are around 55 degrees Fahrenheit and the lows stay a few degrees above freezing. Rain is more common in the winter months and the dry season is between December and March.

San Juan

If you've ever set foot on a Caribbean cruise, you've probably spent a bit of time in San Juan, Puerto Rico. However, maybe you should consider spending more than just a port day in this beautiful and historically rich city.

As the capital and largest city in all of Puerto Rico, San Juan is home to approximately 400,000 people. Established in 1521, it is also the second oldest European-founded settlement in the Americas.

As this city fuses a historic paradise with modern day energy, it has absolutely everything to offer. Intellectual wanderers, beach bums, rainforest adventurers and radical surfers will all find plenty to do in San Juan.

For some great organized tour ideas, see The Best Romantic Tours for Couples in Chile, and The Best Luxury Tours to Chile.


Which place is cheaper, San Juan or Santiago?

These are the overall average travel costs for the two destinations. These travel costs come from the actual spending of real travelers.

The average daily cost (per person) in Santiago is $150, while the average daily cost in San Juan is $218. These costs include accommodation (assuming double occupancy, so the traveler is sharing the room), food, transportation, and entertainment. While every person is different, these costs are an average of past travelers in each destination. What follows is a categorical breakdown of travel costs for Santiago and San Juan in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Santiago $109
    San Juan $124
  • Accommodation Typical double-occupancy room
    Santiago $218
    San Juan $248
Compare Hotels in Santiago and San Juan

Looking for a hotel in Santiago or San Juan? Prices vary by location, date, season, and the level of luxury. See below for options and compare which is best for your budget and travel style.

Hotels in Santiago


Hotels in San Juan


Kayak helps you find the best prices for hotels, flights, and rental cars for destinations around the world. Compare prices for multiple destinations when planning your next trip.


Our Analysis
We've analyzed the average and typical hotel prices based on guest reviews, star ratings, and hotel amenities here: Santiago Hotel Prices and San Juan Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Santiago $5.41
    San Juan $14
Typical Local Transportation Prices in Santiago

Below are a few samples from actual travelers for transportation costs in Santiago:


  • Metro Ride
    $1.13

Hired Cars and Shuttles in Santiago

Some specific examples of transportation prices in Santiago:

  • Private Scenic Transfer to Mendoza.: $467
  • Airport Transfer and Halfday City tour Santiago de Chile: $362
  • Private Santiago Visit Haras de Pirque Winery & Transfer Hotel: $300
  • Private Transfer San Antonio Cruise from Santiago to Valparaiso: $300
  • Transfer Santiago to Cruise Port in Valparaiso or San Antonio: $290
  • Transfer Private hotel to Cruise ship in Puerto San Antonio or Valparaiso: $270
  • Santiago de Chile : private transfer in SUV to Viña del mar or Valparaíso: $270
  • Private Transfer to Sewell UNESCO Andes Town Tour with Lunch: $269
  • Maipo Valley Wine Tour, Concha y Toro, Private Transfer from Santiago: $262
  • Private Transfer from Arturo Merino Benítez (SCL) Airport to Viña del Mar: $261
  • Private Transfer From Santiago airport to San Antonio Pier or Valparaiso Pier : $251
  • Santiago Airport (SCL) to Santo Domingo - Round-Trip Transfer: $240

Hired Cars and Shuttles in San Juan

Also for San Juan, here are a few examples of actual transportation services:

  • Private Departure Transfer - Hotel / Accommodation to San Juan Airport: $22
  • Premium Transfer in Airport, Hotel, Airbnb, Cruise: $25
  • San Juan Airport (SJU) to San Juan - Arrival Private Transfer: $28
  • San Juan hotels to San Juan PR Cruise Port - Departure Transfer: $30
  • San Juan One-way Transfer - Cruise, SJU, Hotels, Airbnb: $30
  • Private Transfer Puerto Rico:To or From Airports, Hotels &Cruises: $33
  • Puerto Rico Island Wide Private Transfers, Tesla 3 Luxury Sedan.: $56
  • San Juan Port to San Juan Airport (SJU) - Departure Private Transfer: $60
  • San juan Puerto Rico PrivateTransfers Airport,Hotels,Cruise Ports: $66
  • Roundtrip-Transfer from: SJU Airport,Cruises and Hotels in Puerto Rico LuxurySUV: $70
  • Roundtrip-Transfer in Puerto Rico: From Airports, Hotels, Cruises: $71
  • Airport Transfer to Cruise Ships, Hotels, Airbnb in San Juan: $76

Is it cheaper to fly into Santiago or San Juan?

Prices for flights to both San Juan and Santiago change regularly based on dates and travel demand. We suggest you find the best prices for your next trip on Kayak, because you can compare the cost of flights across multiple airlines for your prefered dates.





Food
  • Food Meals for one day
    Santiago $23
    San Juan $62
Typical Food Prices in Santiago

Some typical examples of dining costs in Santiago are as follows:


  • Empanada
    $1.88
  • Hamburger
    $2.50
  • Dinner
    $26

Food Tours and Cooking Classes in Santiago

Also, here are some specific examples of food and dining related activities in Santiago.

  • Legacy Family Tour Lunch or Dinner Pairing 4 Strokes: $40
  • Best Street Food Tour With A Local Guide: $82
  • 4-Hour Boozy Chilean Cooking Class in Santiago: $85
  • Bali Hai Dinner & Show, Transport and Wine refill: $106
  • Dinner Show in Bali Hai with Wine refill and transportation: $114
  • Private Dinner & Chilean Folk Show with Transfers: $116
  • Alyan Winery Sunset with Wine Tastings and Dinner: $117
  • Private Market Tour and Traditional Chilean Cooking Class in a Local Home: $122
  • San Cristobal Hill Night Tour with Dinner Show: $129
  • Bali Hai Polynesian Dinner Show with Transfer: $130
  • Private Night City Tour with San Cristobal Hill And Dinner Show: $181
  • Santiago Chilean and Peruvian Cooking Class with a Local Carol: $184

Food Tours and Cooking Classes in San Juan

For San Juan, here are some samples of tours and activities related to meals and dining experiences:

  • Authentic Flavors of San Juan Food Tour: $165
  • FlyDining: Sunset & City Lights Dinner Over Old San Juan: $165
  • Morning Old San Juan Food Tour: $169
  • Cooking and Connecting with a Local in Puerto Rico: $173
  • Savor the Sunset: Old San Juan Walking Food Tour: $179

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Santiago $47
    San Juan $49

Tours and Activities in Santiago

Some specific costs of activities, tours, and entrance tickets for Santiago are as follows:

  • Private Half-Day Guided Tour of the City of Santiago.: $280
  • Private Sightseeing City Tour in Valparaíso and Viña del Mar: $240
  • "Tour Tradicional" Viña Cousiño Macul Oficial español: $26
  • 1 Day Tour of Viña Concha y Toro from Santiago: $120
  • 4 Hour Santa Rita Winery All inclusive Tour for Wine Lover: $269
  • 6 Hour Tour of Culture, History and Flavors from Santiago: $75
  • A Fabulous Walking tour by the Old Santiago of Chile -small group: $25
  • A full Private Tour of Valparaiso from Santiago : $240
  • A historical tour of Santiago, Chile: $18
  • An Architect's Tour of Downtown Santiago: $55
  • Andean Adventure: Cajón del Maipo & Santuario del Río Spa: $132
  • Andean Horse Ride Yerba Loca Sanctuary - Private tour from Santiago: $240

Typical Entertainment Prices in San Juan

For San Juan, here are some examples of average entertainment and activity prices from previous travelers:


  • Horseback Riding Tour
    $40
  • Full Day Snorkeling Trip
    $100
  • 1 Hr Windsurfing Lesson
    $75

Tours and Activities in San Juan

Also, here are some specific examples of entertainment, tickets, and activities for San Juan.

  • Transportation in San Juan, Isla verde, Condado, Hotels, Cruises & Airbnb's SJU: $14
  • San Juan Self-Guided Walking Audio Tour: $17
  • Eco Friendly Farming Tour to Explore Dorado's Most Beautiful Farm: $20
  • Discover Superb Self-Guided Audio Tour: $20
  • Group Transportation in airport, cruise ships, hotels, bnb's in San Juan, PR: $23
  • Old San Juan Walking Tour with a Local Certified Guide: $25
  • San Juan Ghost Tour: Shrieks in the Sugarcane: $32
  • Old San Juan Walking Tour: $39
  • Old San Juan City Walking Tour: $39
  • Historic Old San Juan Sunset Walking Tour: $39
  • Top Rated El Yunque Rainforest & Waterslide – VIP SmallGroup Tour: $45
  • Ron del Barrilito Heritage Skip-the-Line Tour: $46

Alcohol
  • Alcohol Drinks for one day
    Santiago $8.40
    San Juan $12

Sample the Local Flavors in Santiago

Also in Santiago, these are the prices for nightlife and alcohol related activities from various tour providers:

  • Ludwig's Original Pub Crawl with VIP Club Entry: $34
  • Viña del Mar, Valparaiso, with Wine Tasting: $60
  • Undurraga Winery Tour with Entry and Wine Tasting: $63
  • Undurraga Wine tour: $70
  • Half Day Trip to Undurraga Vineyard from Santiago - Wine Tasting Included: $70
  • Valparaiso Port and Viña del Mar with Casablanca Wine Tasting: $79
  • Valparaiso Port and Viña del Mar with wine tasting in Casablanca: $79
  • Inca Lagoon and Vineyard Visit with Wine Tasting: $80
  • Half Day Trip to Cousiño Macul Vineyard from Santiago - Wine Tasting Included: $87
  • Half Day Trip to Concha y Toro Vineyard from Santiago - Wine Tasting Included: $87
  • Maipo Valley Wine Tour with 4 vineyards from Santiago.: $89
  • Kross Brewery Tour: A Craft Beer Tasting Experience: $93

Sample the Local Flavors in San Juan

Some specific costs for nightlife related activities in San Juan:

  • Old San Juan Bar Crawl: Experience Local Hotspots: $65
  • The Pinones Pub crawl Bar crawl : $70
  • Local Puerto Rican Rum Distillery Tour - Ron Pepon: $90
  • Puerto Rico's First and Only Craft Beer Brewery Tour! : $99


When we compare the travel costs of actual travelers between Santiago and San Juan, we can see that San Juan is more expensive. And not only is Santiago much less expensive, but it is actually a significantly cheaper destination. Since Santiago is in South America and San Juan is in Caribbean Islands, this is one of the main reasons why the costs are so different, as different regions of the world tend to have overall different travel costs. So, traveling to Santiago would let you spend less money overall. Or, you could decide to spend more money in Santiago and be able to afford a more luxurious travel style by staying in nicer hotels, eating at more expensive restaurants, taking tours, and experiencing more activities. The same level of travel in San Juan would naturally cost you much more money, so you would probably want to keep your budget a little tighter in San Juan than you might in Santiago.

If you're trying to decide if either of these two destinations are within your price range, also see Is Santiago Expensive? and Is San Juan Expensive?.


Which is Bigger, Santiago or San Juan?

Santiago has a larger population, and is about 10 times larger than the population of San Juan. When comparing the sizes of Santiago and San Juan, keep in mind that a larger population does not always imply the destination has more attractions or better activities. So, always research the type of place that you want to visit along with the activities and attractions that interest you.


When is the best time to visit Santiago or San Juan?

Santiago has a temperate climate with four distinct seasons, but San Juan experiences a warm climate with fairly sunny weather most of the year.

Should I visit Santiago or San Juan in the Summer?

The summer brings many poeple to Santiago as well as San Juan. The warm climate attracts visitors to San Juan throughout the year.

In January, Santiago is generally cooler than San Juanin July. Daily temperatures in Santiago average around 21°C (70°F), and San Juan fluctuates around 28°C (83°F).

Santiago usually gets less rain in January than San Juanin July. Santiago gets 10 mm (0.4 in) of rain, while San Juan receives 95 mm (3.7 in) of rain this time of the year.


  • Summer Average Temperatures January and July
    Santiago 21°C (70°F) 
    San Juan 28°C (83°F)

Should I visit Santiago or San Juan in the Autumn?

Both San Juan and Santiago are popular destinations to visit in the autumn with plenty of activities. Plenty of visitors come to San Juan because of the warm climate and sunshine that lasts throughout the year.

Santiago is much colder than San Juan in the autumn. The daily temperature in Santiago averages around 15°C (59°F) in April, and San Juan fluctuates around 28°C (82°F)in October.

It rains a lot this time of the year in San Juan. In April, Santiago usually receives less rain than San Juanin October. Santiago gets 10 mm (0.4 in) of rain, while San Juan receives 135 mm (5.3 in) of rain each month for the autumn.


  • Autumn Average Temperatures April and October
    Santiago 15°C (59°F) 
    San Juan 28°C (82°F)

Should I visit Santiago or San Juan in the Winter?

Both San Juan and Santiago during the winter are popular places to visit. Warm weather and sunshine bring visitors to San Juan year-round.

In the winter, Santiago is much colder than San Juan. Typically, the winter temperatures in Santiago in July average around 9°C (48°F), and San Juan averages at about 25°C (77°F)in January.

Santiago usually gets more rain in July than San Juanin January. Santiago gets 80 mm (3.1 in) of rain, while San Juan receives 58 mm (2.3 in) of rain this time of the year.


  • Winter Average Temperatures July and January
    Santiago 9°C (48°F) 
    San Juan 25°C (77°F)

Should I visit Santiago or San Juan in the Spring?

The spring attracts plenty of travelers to both Santiago and San Juan. San Juan attracts visitors year-round for its warm weather and sunny climate.

In October, Santiago is generally much colder than San Juanin April. Daily temperatures in Santiago average around 15°C (59°F), and San Juan fluctuates around 26°C (79°F).

In October, Santiago usually receives less rain than San Juanin April. Santiago gets 10 mm (0.4 in) of rain, while San Juan receives 69 mm (2.7 in) of rain each month for the spring.


  • Spring Average Temperatures October and April
    Santiago 15°C (59°F) 
    San Juan 26°C (79°F)

Typical Weather for San Juan and Santiago

Santiago San Juan
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 21°C (70°F) 10 mm (0.4 in) 25°C (77°F) 58 mm (2.3 in)
Feb 20°C (68°F) 10 mm (0.4 in) 25°C (77°F) 41 mm (1.6 in)
Mar 18°C (64°F) 10 mm (0.4 in) 26°C (78°F) 45 mm (1.8 in)
Apr 15°C (59°F) 10 mm (0.4 in) 26°C (79°F) 69 mm (2.7 in)
May 12°C (54°F) 50 mm (2 in) 27°C (81°F) 120 mm (4.7 in)
Jun 9°C (48°F) 40 mm (1.6 in) 28°C (82°F) 82 mm (3.2 in)
Jul 9°C (48°F) 80 mm (3.1 in) 28°C (83°F) 95 mm (3.7 in)
Aug 10°C (50°F) 40 mm (1.6 in) 28°C (83°F) 130 mm (5.1 in)
Sep 12°C (54°F) 20 mm (0.8 in) 28°C (83°F) 130 mm (5.1 in)
Oct 15°C (59°F) 10 mm (0.4 in) 28°C (82°F) 135 mm (5.3 in)
Nov 17°C (63°F) 10 mm (0.4 in) 27°C (80°F) 132 mm (5.2 in)
Dec 20°C (68°F) 10 mm (0.4 in) 26°C (78°F) 92 mm (3.6 in)