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

Should you visit San Juan or Aspen?

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

Should I visit San Juan or Aspen? 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 Aspen?

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.

Aspen

Aspen is a famous, and notably expensive travel destination. The town is one of the country's most famous and recognizable ski destinations, and prices can climb high during the ski season. Although still expensive, you can often find better deals during the summer months or shoulder seasons. For visitors who want to enjoy the area's hiking, natural beauty, and charm, these are the times to visit.

For some great organized tour ideas, see The Best One Week (7-Day) Tours in United States of America, and The Best 2-Week Tours in United States of America.


Which place is cheaper, Aspen or San Juan?

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 San Juan is $218, while the average daily cost in Aspen is $355. 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 Aspen in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    San Juan $124
    Aspen $170
  • Accommodation Typical double-occupancy room
    San Juan $248
    Aspen $340
Compare Hotels in San Juan and Aspen

Looking for a hotel in San Juan or Aspen? 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 Aspen


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 Aspen Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    San Juan $14
    Aspen $56

Hired Cars and Shuttles in San Juan

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

  • Airport Transfer to Cruise Ships, Hotels, Airbnb in San Juan: $76
  • Arrival Private Transfer SJU Airport to Old San Juan by Sedan: $120
  • Carabali Rain Forest Round Trip Private Taxi Transfer: $200
  • Departure Transfer from Old San Juan to to SJU Airport by Car: $86
  • Double ATV Adventure: Private Hacienda Experience with Transfer: $289
  • Premium Transfer in Airport, Hotel, Airbnb, Cruise: $25
  • Private Airport Transfers to Ceiba Ferry Terminal and Airport: $155
  • Private Departure Transfer - Hotel / Accommodation to San Juan Airport: $22
  • Private Transfer Puerto Rico:To or From Airports, Hotels &Cruises: $33
  • Private Transfer from SJU Airport to Cruise Port Roundtrip Servic: $109
  • Private Transfer from SJU Airport to San Juan / Rio Grande: $115
  • Private Transfer from or to San Juan and Ceiba Ferry: $93

Hired Cars and Shuttles in Aspen

Some specific examples of transportation prices in Aspen:

  • Aspen hotel or address to Denver Airport (DEN) - Departure Private Transfer: $143

Is it cheaper to fly into San Juan or Aspen?

Prices for flights to both Aspen 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 $62
    Aspen $146

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.
    San Juan $49
    Aspen $45
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

Tours and Activities in Aspen

Here are a few actual costs in Aspen for available activities, ticket prices, and tours:

  • Aspen Puzzling Adventure: $35
  • Aspen Self-Guided Tour: Tales of Wealth, Wildness and Rebellion: $15
  • Aspen's DarkSide Ghost Tour: $45
  • Aspen's Off the Beaten Path Scenic Walking Tour: $45
  • Aspen's Off the Beaten Path Tour: $45
  • Aspen's Past to Present Historic Tour: $45
  • City Highlights Walking Tour: $45
  • Dark History Ghost-Themed Guided Walking Tour: $45
  • From Past to Present History Walking Tour: $45
  • Cemetery Tour: $45
  • Highlights of Aspen Tour: $45

Alcohol
  • Alcohol Drinks for one day
    San Juan $12
    Aspen $20

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 San Juan and Aspen, we can see that Aspen is more expensive. And not only is San Juan much less expensive, but it is actually a significantly cheaper destination. Since San Juan is in Caribbean Islands and Aspen is in North America, 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 San Juan would let you spend less money overall. Or, you could decide to spend more money in San Juan 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 Aspen would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Aspen than you might in San Juan.

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 Aspen Expensive?.


Which is Bigger, San Juan or Aspen?

San Juan has a larger population, and is about 70 times larger than the population of Aspen. When comparing the sizes of San Juan and Aspen, 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.