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

Should you visit San Juan or Pittsburgh?

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

Should I visit San Juan or Pittsburgh? This is a common question asked by many travelers. By figuring out which city has activities that align with your interests along with knowing which is more affordable, you'll understand where you can get more bang for your buck. So, let's dive into the details and the data, which all comes from actual travelers.

Where Should I go: San Juan or Pittsburgh?

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.

Pittsburgh

Pittsburgh is a city in western Pennsylvania at the junction of 3 rivers. Set between the Monongahela and Allegheny Rivers, and a mountain ridge called Mt Washington, Pittsburgh has a unique character that is evident from the moment you arrive. Juxtaposed with the rumbling freight trains and the iconic bridges are the Bladerunner-esque self-driving Uber vehicles, scanning the roads with spinning Lidar scanners. Its Gilded Age sites, including the Carnegie Museum of Natural History, the Carnegie Museum of Art, and the Phipps Conservatory and Botanical Gardens, speak to its history as an early-20th-century industrial capital. In the North Shore neighborhood are the modern Andy Warhol Museum, Heinz Field football stadium, and PNC Park baseball stadium. Experiencing periods of boom and bust since its founding, the city is in a boom now, and it's a fun place to visit, with top-notch museums, great gardens and parks, and amazing food.

For some great organized tour ideas, see The Best One-Week (7-Day) Tours from Anchorage, and The Best One-Week (7-Day) Tours from Los Angeles.


Which place is cheaper, Pittsburgh or San Juan?

These are the overall average travel costs for the two destinations.

The average daily cost (per person) in San Juan is $192, while the average daily cost in Pittsburgh is $181. 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 San Juan and Pittsburgh in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    San Juan $124
    Pittsburgh $106
  • Accommodation Typical double-occupancy room
    San Juan $248
    Pittsburgh $212
Compare Hotels in San Juan and Pittsburgh

Looking for a hotel in San Juan or Pittsburgh? 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 San Juan


Hotels in Pittsburgh


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: San Juan Hotel Prices and Pittsburgh Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    San Juan $14
    Pittsburgh $22

Hired Cars and Shuttles in San Juan

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

  • San Juan Airport (SJU): Private Transfer to San Juan Port: $271
  • San Juan Puerto Rico Cruise Port: Transfer to San Juan hotel: $271
  • Carabali Rain Forest Round Trip Private Taxi Transfer: $210
  • Puerto Rico Island Wide Transfer, 16Pax Mercedes Van, Select Zone: $130
  • Puerto Rico Island Wide Private Transfers, 14Pax Lux Sprinter Van: $124
  • Private Transfer from SJU Airport to San Juan / Rio Grande: $105
  • Puerto Rico Island Wide Private Transfers, 11Pax Lux Sprinter Van: $103
  • Old San Juan Sunset Cruise with Drinks & Transfer: $99
  • Puerto Rico Island Wide Transfer, Mercedes ECO Van, Select Zone: $87
  • Puerto Rico Island Wide Transfer, Ford Premium SUV, Select Zone: $87
  • Puerto Rico Island Wide Transfer, Lexus Luxury Sedan, Select Zone: $81
  • Oneway Transfer San Juan to Ceiba: Ferry, Vieques/Culebra Airport: $80

Hired Cars and Shuttles in Pittsburgh

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

  • Pittsburgh Airport (PIT) to Pittsburgh City - Round-Trip Private Transfer: $96
  • Pittsburgh Airport (PIT) to Pittsburgh hotel/address - Arrival Private Transfer: $48
  • Pittsburgh City to Pittsburgh Airport (PIT) - Departure Private Transfer: $48

Is it cheaper to fly into San Juan or Pittsburgh?

Prices for flights to both Pittsburgh and San Juan 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
    San Juan $36
    Pittsburgh $54

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:

  • Old San Juan Sunset Food Tour with Drinks: $156
  • Savor the Sunset: Old San Juan Walk and Food Tour: $159
  • City Lights Sky High Dinner Experience: $165
  • Authentic Flavors of San Juan Food Tour: $170

Food Tours and Cooking Classes in Pittsburgh

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

  • Pittsburgh's Strip District Food Tour: $70
  • Pittsburgh's Strip District Food Tour: $70

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    San Juan $49
    Pittsburgh $38
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.

  • Full-Day Tour: El Yunque, Luquillo Beach, Bio Bay Night Kayaking: $155
  • Rum Craft Cocktail Tour in San Juan: $65
  • 1 or 2 Hour Puerto Rico Horseback Ride Experience!: $210
  • Arte Boriken-Urban Art & Beach Sip & Paint Tour: $145
  • Bioluminescent Bay Kayak Adventure from San Juan: $110
  • Black Sand Beach- See The Southeast of Puerto Rico Private Tour: $150
  • Carolina: ATV Adventure at Campo Rico Ranch with Guide: $136
  • Cave Day Tour From San Juan: $109
  • Craft Beer Private Tour in San Juan: $168
  • Cruise Ship Travelers: Hike to a Hidden Puerto Rican Waterfall: $85
  • Culebra Snorkeling Tour by Catamaran from Fajardo: $175
  • Discover El Yunque: Half-Day Rainforest Tour: $115

Tours and Activities in Pittsburgh

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

  • Best of the Burgh Walking Tour: $33
  • Bike the Burgh Tour: $50
  • Black & Ghost Tour: $33
  • Discover Oakland Tour: $33
  • Eastbound Pennsylvania Turnpike: A Self-Guided Driving Tour: $6.22
  • Entrance Ticket to AT BLAQK House Collections: $7.00
  • Essential Pittsburgh Experience - The One Tour to Take: $75
  • HOP ON-HOP OFF TOUR PASS- All Day Sightseeing Tour Pass: $40
  • New! Art & Artists Tour: $33
  • New! Bikes & Brews Tour: $75
  • Pittsburg 101 Tour: $30
  • Pittsburgh Pirates Baseball Game Ticket at PNC Park: $35

Alcohol
  • Alcohol Drinks for one day
    San Juan $12
    Pittsburgh $33

Sample the Local Flavors in San Juan

Some specific costs for nightlife related activities in San Juan:

  • Pinones Pub crawl in Puerto Rico: $50

Sample the Local Flavors in Pittsburgh

Here are a few nightlife and alcohol tours and activities from local tour providers in Pittsburgh:

  • Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl: $13
  • Wigle Whiskey Rebellion Distillery Tour: $22
  • New! Bites & Brews: Pittsburgh Brewery Walk: $50
  • Bike and Brewery Tour: $69
  • Pittsburgh Signature Guided Brewery Tour: $105


When comparing the travel costs between San Juan and Pittsburgh, we can see that San Juan is more expensive. However, the two cities are actually relatively comparable in price, as the difference is somewhat minimal. Generally, this means that you could travel with generally the same travel style and level of luxury in each place. Even though San Juan is in Caribbean Islands and Pittsburgh is in North America, both of these destinations have relatively similar prices of travel. Generally, the levels of luxury and expenses are the same for these cities even though they are geographically far apart.

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


Which is Bigger, San Juan or Pittsburgh?

San Juan has a larger population, and is about 31% larger than the population of Pittsburgh. When comparing the sizes of San Juan and Pittsburgh, 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.

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