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

Should you visit Havana or San Juan?

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

Which city is more affordable and which is best for your travel style? If you're trying to figure out where to go next, comparing the travel costs between Havana and San Juan can help you decide which place is right for you.

Where Should I go: Havana or San Juan?

Havana

The city of Havana is at the top of most peoples' bucket list - mostly because of the allure of a forbidden land. Before the Communist revolution, Cuba was a popular tourist destination. Since it has reopened in the 1990s, it has drawn tourists from all over the world (except the US).

This capital city is a land trapped in the past. With 50 years of neglect, when you step off the plane, prepare to step back in time. A trip to Havana is meant for those with truly open minds - and when they arrive they'll be swept away.

Recently, Cuba has become open to travelers from the U.S., but only through specific travel agencies and tour companies. One of the best ways to get here is to take a cruise to Havana. This way you can have a terrific experience on the boat while also enjoying the culture and history of Havana.

And here's everything you need to know if you're traveling to Cuba as an American.

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.

Which city is cheaper, San Juan or Havana?

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

The average daily cost (per person) in Havana is $52, while the average daily cost in San Juan is $153. 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 city. What follows is a categorical breakdown of travel costs for Havana and San Juan in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Havana $32
    San Juan $99
  • Accommodation Typical double-occupancy room
    Havana $64
    San Juan $198
Compare Hotels in Havana and San Juan

Looking for a hotel in Havana 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 Havana


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: Havana Hotel Prices and San Juan Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Havana $15
    San Juan $11
Typical Local Transportation prices in Havana

Here are some examples of typical transportation prices from actual travelers in Havana:


  • Short Taxi Ride
    $0.68

Hired Cars and Shuttles in San Juan

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

  • Airport Transfers: SJU to Hotels in Isla Verde/Condado/Old San Juan Puerto Rico: $25
  • Luxury Private Round-Trip Airport Transfer : Luis Muñoz Marín Airport to Hotel: $95
  • Private Airport Transfer: from San Juan to Luis Munoz Marin Int. Airport (SJU): $52
  • Private Arrival Transfer from San Juan Cruise Port to Hotel in Fajardo: $128
  • Private Arrival Transfer from San Juan Cruise Port to Hotel in Ponce: $228
  • Private Arrival Transfer from San Juan Cruise Port to Hotel in San Juan: $51
  • Private Arrival Transfer from San Juan Cruise Port to Hotel in Vieques: $151
  • Private Departure Transfer - Hotel / Accommodation to San Juan Airport: $16
  • Private Departure Transfer from San Juan Hotel to San Juan Cruise Port: $51
  • Private San Juan, PR Transfer: Cruise Port to Airport or Hotel: $109
  • Private San Juan, PR Transfer: Hotel to Airport or Cruise Port: $109
  • Private Transfer San Juan SJU Airport to San Juan-Isla Verde-Condado by Van: $141

Is it cheaper to fly into Havana or San Juan?

Prices for flights to both San Juan and Havana 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
    Havana $8.18
    San Juan $29
Typical Food prices in Havana

Below are a few samples from actual travelers for food and meal costs in Havana:


  • Pizza
    $0.03

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:

  • Flavors of Old San Juan Food Tour: $112
  • Authenic Puerto Rican Food Tasting Cooking Lesson (Volunteer Option Available): $115
  • Old San Juan Sunset Walk & Taste Food Tour: $119
  • Puerto Rican Food Tour: $152

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Havana $8.98
    San Juan $40

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.

  • Old Let the city's buildings tell you their stories on an audio tour: $5.00
  • Skip the line! Port-Airport transportation: $10
  • Scenic Walking Tour in the Historic Old San Juan: $30
  • San Juan Sightseeing Tour: $30
  • City Tour San Juan and surroundings: $30
  • Guided Sunrise Kayak Experience at Condado Lagoon: $39
  • Old San Juan Walking Tour: $41
  • Oneway - to/from SJUAirport, Cruise Port, Hotels in SAN JUAN - Standard Sedan: $43
  • Pinones(Loiza) Tour: An Authentic Food & Beach Experience: $45
  • The Best Old San Juan Walking Tour: $45
  • Fountain of Youth Tour of Old San Juan: $46
  • San Juan Small-Group Snorkeling Tour on Coral Reef: $49

Alcohol
  • Alcohol Drinks for one day
    Havana $4.61
    San Juan $9.83
Typical Alcohol prices in Havana

Below are a few samples from actual travelers for alcohol and nightlife costs in Havana:


  • Mojito
    $0.15

Sample the Local Flavors in San Juan

Some specific costs for nightlife related activities in San Juan:

  • Bacardi Rum Distillery and Old San Juan Tour: $95
  • Private Old San Juan and Bacardí or Barrilito Distillery Experience: $195
  • Bacardi Rum Distillery with Cocktail Class and Old San Juan tour: $208
  • 3 Day Puerto Rico Extravaganza (Beach, Biobay, Rain Forest, Distillery & Old SJ): $902


When we compare the travel costs of actual travelers between Havana and San Juan, we can see that San Juan is more expensive. And not only is Havana much less expensive, but it is actually a significantly cheaper destination. So, traveling to Havana would let you spend less money overall. Or, you could decide to spend more money in Havana 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 Havana.


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

Both destinations experience a warmer tropical climate most of the year. Instead of summer and winter seasons, they usually have a rainy season and a dry season. Although in the rainy season, it doesn't necessarily rain every day.

Should I visit Havana or San Juan in the Summer?

Both San Juan and Havana during the summer are popular places to visit. Plenty of visitors come to Havana because of the warm tropical climate that lasts throughout the year. Plenty of visitors come to San Juan because of the warm tropical climate that lasts throughout the year.

Havana usually gets less rain in July than San Juan. Havana gets 50 mm (2 in) of rain, while San Juan receives 95 mm (3.7 in) of rain this time of the year.

In the summer, Havana is around the same temperature as San Juan. Typically, the summer temperatures in Havana in July are around 27°C (81°F), and San Juan is about 28°C (83°F).


  • Summer Average Temperatures July
    Havana 27°C (81°F) 
    San Juan 28°C (83°F)

Should I visit Havana or San Juan in the Autumn?

The autumn attracts plenty of travelers to both Havana and San Juan. Havana attracts visitors year-round for its warm weather and tropical climate. San Juan attracts visitors year-round for its warm weather and tropical climate.

San Juan receives a lot of rain in the autumn. In October, Havana usually receives less rain than San Juan. Havana gets 80 mm (3.1 in) of rain, while San Juan receives 135 mm (5.3 in) of rain each month for the autumn.

In October, Havana is generally cooler than San Juan. Temperatures in Havana average around 25°C (77°F), and San Juan stays around 28°C (82°F).


  • Autumn Average Temperatures October
    Havana 25°C (77°F) 
    San Juan 28°C (82°F)

Should I visit Havana or San Juan in the Winter?

The winter brings many poeple to Havana as well as San Juan. The warm tropical climate attracts visitors to Havana throughout the year. The warm tropical climate attracts visitors to San Juan throughout the year.

Havana usually gets less rain in January than San Juan. Havana gets 20 mm (0.8 in) of rain, while San Juan receives 58 mm (2.3 in) of rain this time of the year.

Havana is cooler than San Juan in the winter. The temperature in Havana is usually 21°C (70°F) in January, and San Juan stays around 25°C (77°F).


  • Winter Average Temperatures January
    Havana 21°C (70°F) 
    San Juan 25°C (77°F)

Should I visit Havana or San Juan in the Spring?

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

In April, Havana usually receives less rain than San Juan. Havana gets 30 mm (1.2 in) of rain, while San Juan receives 69 mm (2.7 in) of rain each month for the spring.

In the spring, Havana is around the same temperature as San Juan. Typically, the spring temperatures in Havana in April are around 24°C (75°F), and San Juan is about 26°C (79°F).


  • Spring Average Temperatures April
    Havana 24°C (75°F) 
    San Juan 26°C (79°F)

Typical Weather for San Juan and Havana

Havana San Juan
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 21°C (70°F) 20 mm (0.8 in) 25°C (77°F) 58 mm (2.3 in)
Feb 22°C (72°F) 10 mm (0.4 in) 25°C (77°F) 41 mm (1.6 in)
Mar 23°C (73°F) 40 mm (1.6 in) 26°C (78°F) 45 mm (1.8 in)
Apr 24°C (75°F) 30 mm (1.2 in) 26°C (79°F) 69 mm (2.7 in)
May 26°C (79°F) 70 mm (2.8 in) 27°C (81°F) 120 mm (4.7 in)
Jun 27°C (81°F) 80 mm (3.1 in) 28°C (82°F) 82 mm (3.2 in)
Jul 27°C (81°F) 50 mm (2 in) 28°C (83°F) 95 mm (3.7 in)
Aug 27°C (81°F) 70 mm (2.8 in) 28°C (83°F) 130 mm (5.1 in)
Sep 26°C (79°F) 70 mm (2.8 in) 28°C (83°F) 130 mm (5.1 in)
Oct 25°C (77°F) 80 mm (3.1 in) 28°C (82°F) 135 mm (5.3 in)
Nov 23°C (73°F) 40 mm (1.6 in) 27°C (80°F) 132 mm (5.2 in)
Dec 22°C (72°F) 30 mm (1.2 in) 26°C (78°F) 92 mm (3.6 in)


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Havana vs. San Juan Travel Comparison

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