Which place is cheaper, Winnipeg 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.
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Should you visit San Juan or Winnipeg?
Which is cheaper to visit? Which is more expensive for vacation?
Should I visit San Juan or Winnipeg? 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 Winnipeg?
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.
Winnipeg
Winnipeg is the capital of the Canadian province of Manitoba. Its heart is The Forks, a historic site at the intersection of the Red and Assiniboine rivers, with warehouses converted to shops and restaurants, plus ample green space dedicated to festivals, concerts and exhibits. Nearby, the Exchange District is known for its well-preserved, early 20th-century architecture and numerous art galleries. Rising above the prairie, Winnipeg is a metropolis where you least expect it. Cultured, confident and captivating, it’s more than just a pit stop on the Trans-Canada haul, but a destination in its own right, with a couple of world-class museums and a wonderfully diverse dining scene.
For some great organized tour ideas, see Tours for Outdoor and Nature Lovers in Canada, and The Best Coach Bus Tours in Canada.
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San Juan Prices
Puerto Rico PricesWinnipeg Prices
Canada Prices -
Average Daily Cost Per person, per daySan Juan $218Winnipeg $255
The average daily cost (per person) in San Juan is $218, while the average daily cost in Winnipeg is $255. 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 Winnipeg in more detail.
Accommodation
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Accommodation Hotel or hostel for one personSan Juan $124Winnipeg $92
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Accommodation Typical double-occupancy roomSan Juan $248Winnipeg $184
Compare Hotels in San Juan and Winnipeg
Looking for a hotel in San Juan or Winnipeg? 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.
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 Winnipeg Hotel Prices.
Local Transportation
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Local Transportation Taxis, local buses, subway, etc.San Juan $14Winnipeg -
Hired Cars and Shuttles in San Juan
Also for San Juan, here are a few examples of actual transportation services:
- Double ATV Adventure: Private Hacienda Experience with Transfer: $289
- Transfer in Puerto Rico with Minivan from Airport: $280
- Transfer SJU Airport to Ponce and Juana Diaz. Hotels and Airbnb Vice Versa 1 Way: $260
- Carabali Rain Forest Round Trip Private Taxi Transfer: $200
- Single ATV Adventure: Private Hacienda Experience with Transfer: $195
- Private Airport Transfers to Ceiba Ferry Terminal and Airport: $155
- Transfer SJU Airport to Dorado. Hotels and Airbnb. Vice Versa One Way Trip.: $140
- Puerto Rico Island Wide Transfer, 16Pax Mercedes Van, Select Zone: $130
- Transfer from San Juan to Ponce or Ponce to San Juan: $125
- Puerto Rico Island Wide Private Transfers, 14Pax Lux Sprinter Van: $124
- San Juan Puerto Rico Cruise Port to San Juan hotels - RoundTrip Private Transfer: $120
- Arrival Private Transfer SJU Airport to Old San Juan by Sedan: $120
Hired Cars and Shuttles in Winnipeg
Also for Winnipeg, here are a few examples of actual transportation services:
- Winnipeg One way Private transfer from/to the Airport: $200
- Winnipeg Airport (YWG) to Winnipeg accomodation - Round-Trip Private Transfer: $165
- Private Transfer from Winnipeg Airport (YWG) to Winnipeg Hotels: $97
- Private Transfer from Winnipeg Hotels to Winnipeg Airport (YWG): $97
- Winnipeg accomodation to Winnipeg Airport (YWG) - Departure Private Transfer: $83
- Winnipeg Airport (YWG) to Winnipeg accomodation - Arrival Private Transfer: $83
- Private Transfer from Winnipeg Airport to Winnipeg Accommodation : $37
Is it cheaper to fly into San Juan or Winnipeg?
Prices for flights to both Winnipeg 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
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Food Meals for one daySan Juan $62Winnipeg $9.33
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
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Entertainment Entrance tickets, shows, etc.San Juan $49Winnipeg $2.52
Typical Entertainment Prices in San Juan
For San Juan, here are some examples of average entertainment and activity prices from previous travelers:
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Horseback Riding Tour$40
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Full Day Snorkeling Trip$100
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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
Tours and Activities in Winnipeg
Also, here are some specific examples of entertainment, tickets, and activities for Winnipeg.
- Discover Assiniboine Park with a Smartphone Audio Tour: $6.61
- Explore The Challenge of Moderninity with Walking Tours in Winnipeg, MB: $6.61
- Manitoba Legislative Grounds: Smartphone Audio Tour: $6.61
- Murder Mystery Detective Experience in Winnipeg MB: $11
- Private City Tour in Winnipeg: $96
- The Forks Historic Site: a Smartphone Audio Tour: $6.61
- The Sights of South a Smartphone Audio Tour: $6.61
- Unique Scavenger Hunt Experience in Winnipeg by Operation City Quest: $10
- Walk 4 Smartphone Audio Walking Tours: $19
- Winnipeg Private Walking Tour with a Local: $40
- Winnipeg in the Limelight: a Smartphone Audio Walking Tour: $6.61
- Winnipeg's Most Haunted: a Smartphone Audio Ghost Tour: $6.61
Alcohol
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Alcohol Drinks for one daySan Juan $12Winnipeg -
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 Winnipeg, we can see that Winnipeg 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 Winnipeg 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 Winnipeg would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Winnipeg 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 Winnipeg Expensive?.
Which is Bigger, San Juan or Winnipeg?
Winnipeg has a larger population, and is about 51% larger than the population of San Juan. When comparing the sizes of San Juan and Winnipeg, 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.
When is the best time to visit San Juan or Winnipeg?
Winnipeg has a temperate climate with four distinct seasons, but San Juan experiences a warm climate with fairly sunny weather most of the year.
Should I visit San Juan or Winnipeg in the Summer?
Both Winnipeg and San Juan are popular destinations to visit in the summer with plenty of activities. The warm climate attracts visitors to San Juan throughout the year. Also, most visitors come to Winnipeg for the family-friendly experiences during these months.
In the summer, San Juan is a little warmer than Winnipeg. Typically, the summer temperatures in San Juan in July average around 28°C (83°F), and Winnipeg averages at about 21°C (71°F).
It's quite sunny in Winnipeg. The sun comes out a lot this time of the year in San Juan. San Juan usually receives less sunshine than Winnipeg during summer. San Juan gets 287 hours of sunny skies, while Winnipeg receives 328 hours of full sun in the summer.
In July, San Juan usually receives more rain than Winnipeg. San Juan gets 95 mm (3.7 in) of rain, while Winnipeg receives 72 mm (2.8 in) of rain each month for the summer.
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Summer Average Temperatures JulySan Juan 28°C (83°F)Winnipeg 21°C (71°F)
Should I visit San Juan or Winnipeg in the Autumn?
Both Winnipeg and San Juan during the autumn are popular places to visit. Plenty of visitors come to San Juan because of the warm climate and sunshine that lasts throughout the year. Furthermore, the autumn months attract visitors to Winnipeg because of the shopping scene.
In October, San Juan is generally much warmer than Winnipeg. Daily temperatures in San Juan average around 28°C (82°F), and Winnipeg fluctuates around 7°C (45°F).
It's quite sunny in San Juan. In the autumn, San Juan often gets more sunshine than Winnipeg. San Juan gets 235 hours of sunny skies this time of year, while Winnipeg receives 147 hours of full sun.
It rains a lot this time of the year in San Juan. San Juan usually gets more rain in October than Winnipeg. San Juan gets 135 mm (5.3 in) of rain, while Winnipeg receives 30 mm (1.2 in) of rain this time of the year.
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Autumn Average Temperatures OctoberSan Juan 28°C (82°F)Winnipeg 7°C (45°F)
Should I visit San Juan or Winnipeg in the Winter?
The winter attracts plenty of travelers to both San Juan and Winnipeg. Warm weather and sunshine bring visitors to San Juan year-round. Furthermore, the museums, the shopping scene, and the cuisine are the main draw to Winnipeg this time of year.
It's quite cold in Winnipeg in the winter. San Juan is much warmer than Winnipeg in the winter. The daily temperature in San Juan averages around 25°C (77°F) in January, and Winnipeg fluctuates around -17°C (2°F).
In San Juan, it's very sunny this time of the year. San Juan usually receives more sunshine than Winnipeg during winter. San Juan gets 240 hours of sunny skies, while Winnipeg receives 115 hours of full sun in the winter.
In January, San Juan usually receives more rain than Winnipeg. San Juan gets 58 mm (2.3 in) of rain, while Winnipeg receives 19 mm (0.7 in) of rain each month for the winter.
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Winter Average Temperatures JanuarySan Juan 25°C (77°F)Winnipeg -17°C (2°F)
Should I visit San Juan or Winnipeg in the Spring?
The spring brings many poeple to San Juan as well as Winnipeg. San Juan attracts visitors year-round for its warm weather and sunny climate.
In the spring, San Juan is much warmer than Winnipeg. Typically, the spring temperatures in San Juan in April average around 26°C (79°F), and Winnipeg averages at about 5°C (42°F).
The sun comes out a lot this time of the year in Winnipeg. People are often attracted to the plentiful sunshine in San Juan this time of the year. In the spring, San Juan often gets more sunshine than Winnipeg. San Juan gets 272 hours of sunny skies this time of year, while Winnipeg receives 248 hours of full sun.
San Juan usually gets more rain in April than Winnipeg. San Juan gets 69 mm (2.7 in) of rain, while Winnipeg receives 36 mm (1.4 in) of rain this time of the year.
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Spring Average Temperatures AprilSan Juan 26°C (79°F)Winnipeg 5°C (42°F)
Typical Weather for Winnipeg and San Juan
| San Juan | Winnipeg | |||
|---|---|---|---|---|
| Temp (°C) | Rain (mm) | Temp (°C) | Rain (mm) | |
| Jan | 25°C (77°F) | 58 mm (2.3 in) | -17°C (2°F) | 19 mm (0.7 in) |
| Feb | 25°C (77°F) | 41 mm (1.6 in) | -14°C (8°F) | 15 mm (0.6 in) |
| Mar | 26°C (78°F) | 45 mm (1.8 in) | -6°C (22°F) | 23 mm (0.9 in) |
| Apr | 26°C (79°F) | 69 mm (2.7 in) | 5°C (42°F) | 36 mm (1.4 in) |
| May | 27°C (81°F) | 120 mm (4.7 in) | 13°C (56°F) | 60 mm (2.4 in) |
| Jun | 28°C (82°F) | 82 mm (3.2 in) | 19°C (65°F) | 84 mm (3.3 in) |
| Jul | 28°C (83°F) | 95 mm (3.7 in) | 21°C (71°F) | 72 mm (2.8 in) |
| Aug | 28°C (83°F) | 130 mm (5.1 in) | 20°C (68°F) | 75 mm (3 in) |
| Sep | 28°C (83°F) | 130 mm (5.1 in) | 14°C (57°F) | 51 mm (2 in) |
| Oct | 28°C (82°F) | 135 mm (5.3 in) | 7°C (45°F) | 30 mm (1.2 in) |
| Nov | 27°C (80°F) | 132 mm (5.2 in) | -3°C (26°F) | 21 mm (0.8 in) |
| Dec | 26°C (78°F) | 92 mm (3.6 in) | -13°C (9°F) | 19 mm (0.7 in) |
Budget Your Trip is all about finding out how much everything costs so that you can travel cheaper and longer. Created by avid travelers Laurie and Bryan, our goal is to help you plan your next trip on the right budget. With average daily travel costs that are calculated from the budgets of real travelers, plus an analysis of hotel and tour prices, you can find out how much money you need to plan your next adventure. We also have plenty of travel advice, accommodation reviews, and activity suggestions.