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

Should you visit San Juan or Vail?

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

Should I visit San Juan or Vail? 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 Vail?

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.

Vail

Vail is one of the premier ski resort areas in the United States. Located in central Colorado, Vail is not far from Denver and situated in the heart of the Rockies. Here you'll find a quaint mountain town designed around tourism, especially for the winter, although plenty of visitors come in the warmer months, too.

High-end hotels, condos, and other accommodation options are surrounded by shops and restaurants that are all somewhat expensive compared to other costs in the United States. Because of this, Vail is definitely not considered an "affordable" travel option for many. However, good deals can be found if you look around and do some research.

For some great organized tour ideas, see The Best 3-Week Tours in United States of America, and The Best Bicycle Tours in United States of America.


Which place is cheaper, Vail 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 Vail is $291. 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 Vail in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    San Juan $124
    Vail $174
  • Accommodation Typical double-occupancy room
    San Juan $248
    Vail $348
Compare Hotels in San Juan and Vail

Looking for a hotel in San Juan or Vail? 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 Vail


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 Vail Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    San Juan $14
    Vail $19

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 Vail

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

  • Private Eagle County / Vail Airport Transfer to Vail: $299
  • Private Eagle County Regional / Vail Airport Transfer to Beaver Creek: $299
  • Avon/Vail Valley to Denver Airport (DEN) - Departure Private Transfer : $238
  • EGE Airport Roundtrip Transfer to Vail, Beaver Creek, and Avon: $229
  • Vail/Beaver Creek/Avon to Denver Airport DEN - Departure Transfer: $218
  • Private Arrival Transfer from Vail Airport EGE: $156
  • Eagle Airport (EGE) to Glenwood Resorts Round-Trip Transfer: $153
  • Eagle County Airport to Steamboat - Round-Trip Private Transfer: $153
  • Private Departure Transfer to Vail Airport EGE: $128
  • Eagle County Regional (EGE) to Steamboat Springs-Arrival Transfer: $120
  • Eagle County Airport to Steamboat Springs-Round-Trip Transfer: $120
  • Eagle County Airport to Vail/Beaver Creek/Avon-Arrival Transfer: $115

Is it cheaper to fly into San Juan or Vail?

Prices for flights to both Vail 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
    Vail $74

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

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    San Juan $49
    Vail $133
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 Vail

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

  • Bike Tour or Mountain Bike down Vail Mountain: $120
  • Dillon Marina & Shopping Tour: $267
  • Inflatable Kayak Adventure Colorado River: Half Day Guided Tour : $109
  • Save the Mountain Escape Room Adventure: $45
  • Smartphone Driving Tour between Denver & Vail / Breckenridge: $7.99
  • Stand Up Paddle Board Colorado River Adventure: Guided Half Day : $98
  • Vail Segway Tour from Vail Village: $89

Alcohol
  • Alcohol Drinks for one day
    San Juan $12
    Vail $9.79

Sample the Local Flavors in San Juan

Some specific costs for nightlife related activities in San Juan:

  • Pinones Pub crawl in Puerto Rico: $50


When we compare the travel costs of actual travelers between San Juan and Vail, we can see that Vail 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 Vail 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 Vail would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Vail 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 Vail Expensive?.


Which is Bigger, San Juan or Vail?

San Juan has a larger population, and is about 90 times larger than the population of Vail. When comparing the sizes of San Juan and Vail, 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.