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

Should you visit Naples or San Juan?

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

Trying to figure out where to travel next? This travel comparison between Naples and San Juan can help. It includes a travel cost comparison in addition to other factors. For many travelers, the cost of a destination is a primary consideration when choosing where to go.

Where Should I go: Naples or San Juan?

Naples

Located on the Gulf of Mexico on Florida's southwest coast, Naples is a city best known for its high-end shopping opportunities and golf courses, as well as miles of beaches with calm waters and fine sugar-white sand.

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 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, San Juan or Naples?

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 Naples is $277, 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 Naples and San Juan in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Naples $119
    San Juan $124
  • Accommodation Typical double-occupancy room
    Naples $238
    San Juan $248
Compare Hotels in Naples and San Juan

Looking for a hotel in Naples 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 Naples


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: Naples Hotel Prices and San Juan Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Naples $62
    San Juan $14

Hired Cars and Shuttles in San Juan

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

  • Transfer in Puerto Rico with Minivan from Airport: $280
  • Transfer from San Juan to Ponce or Ponce to San Juan: $125
  • Transfer SJU Airport to Ponce and Juana Diaz. Hotels and Airbnb Vice Versa 1 Way: $260
  • Transfer SJU Airport to Dorado. Hotels and Airbnb. Vice Versa One Way Trip.: $140
  • Single ATV Adventure: Private Hacienda Experience with Transfer: $195
  • San juan Puerto Rico PrivateTransfers Airport,Hotels,Cruise Ports: $66
  • San Juan hotels to San Juan PR Cruise Port - Departure Transfer: $30
  • San Juan Puerto Rico Private Transfers: $105
  • San Juan Puerto Rico Cruise Port to San Juan hotels - RoundTrip Private Transfer: $120
  • San Juan Port to San Juan Airport (SJU) - Departure Private Transfer: $60
  • San Juan One-way Transfer - Cruise, SJU, Hotels, Airbnb: $30
  • San Juan Airport (SJU) to San Juan - Arrival Private Transfer: $28

Is it cheaper to fly into Naples or San Juan?

Prices for flights to both San Juan and Naples 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
    Naples $121
    San Juan $62

Food Tours and Cooking Classes in Naples

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

  • Tiramisu Cooking Class Carole's Place Cafe Naples, Fl: $99
  • Pasta Making Cooking Class Carole's Place Cafe Naples Fl: $140
  • Dubai Chocolate Cooking class Carole's Place Cafe Naples Fl: $150
  • Traditional Greek Cooking Class in Naples Florida: $224

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.
    Naples $26
    San Juan $49

Tours and Activities in Naples

For Naples, here are a few prices for actual activities, tours, and tickets provided by various companies:

  • 10,000 Islands Boat Tour + Naturalist Led Walk in the Everglades!: $169
  • 10,000 Islands Excursion Small-Group 3.5 hour Dolphin & Shelling Boat Tour : $160
  • 2 Hour Dolphin, Birding and Shelling Tour: $110
  • 2 Hour Naples Sunset Adventure: $64
  • 2-hour Shelling Boat Tour in the 10,000 Islands: $110
  • 2Hour Everglades Kayak Safari Adventure Through Mangrove Tunnels: $89
  • 4 Hour Keewaydin Island Beach Tour: $106
  • 90 Minute Segway Tour - Explore Naples Florida - Family Fun: $49
  • Avi's Premium Dolphin Tour by Jet Ski: $295
  • Backwater Adventure's CraigCat Tours of the 10,000 Islands: $130
  • Barrier Island Shelling Tour: $125
  • Beginner Friendly 1-Hour Paddle Tour by Kayak or SUP: $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.

  • Culebra Swim with Turtles Adventure and Flamenco Beach by Ferry: $130
  • El Yunque Rainforest Tour Half Day Earlybird/ Small Groups: $85
  • Full-Day Tour: El Yunque, Luquillo Beach, Bio Bay Night Kayaking: $155
  • Puerto Rican Food Experience: $99
  • "Exclusive Tour": VIP Rum Tasting at San Juan Artisan Distillers: $150
  • "Yo Soy de PfknR" Bad Bunny Party Bus Experience: $145
  • 1 Hour Historical UTV Tour in San Juan: $200
  • 2 Tours in 1 Day: Rainforest Waterslides & Beach Tour w/Transport: $60
  • 3 Tours in 1 Day: Old San Juan, Rainforest, Beach with Transport: $75
  • 30-Minute Freestyle Jet Ski Adventure in the Bay: $100
  • ATV Double Rider Adventure Near San Juan - Hacienda Campo Rico: $221
  • ATV Single Rider Adventure Near San Juan - Hacienda Campo Rico: $149

Alcohol
  • Alcohol Drinks for one day
    Naples $38
    San Juan $12

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 Naples and San Juan, we can see that Naples is more expensive. And not only is San Juan much less expensive, but it is actually a significantly cheaper destination. Since Naples is in North 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 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 Naples would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Naples 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 Naples Expensive? and Is San Juan Expensive?.


Which is Bigger, Naples or San Juan?

San Juan has a larger population, and is about 20 times larger than the population of Naples. When comparing the sizes of Naples 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.