A Travel Price Comparison for Families, Couples, and Backpackers Naples vs. Winnipeg for Attractions, Food, Families, and Couples

Should you visit Naples or Winnipeg?

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 Winnipeg 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.

Naples

Naples is a peaceful, nature-filled, and relaxing beach town. Naples is a beautiful place to visit, too. Visitors also love the scuba diving and snorkeling, beaches, and hiking. See Naples travel costs.

Winnipeg

Winnipeg is a cultural, friendly, and welcoming city. It's also popular because of the food, shopping, and museums. See Winnipeg travel costs.

Naples and Winnipeg: Pros and Cons

Pros
  • Popular museums and historical sights
  • Active nightlife
  • Nice resorts
  • Good scuba and snorkeling destination
  • Popular beach
  • Good for hiking
  • Known for its beauty
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers
Pros
  • Popular museums and historical sights
  • Active nightlife
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers


Is there more to do in Naples or Winnipeg?

Tourists will generally find more to do in Naples. Although Naples and Winnipeg are both popular with visitors, Naples has more sights, activities, and attractions for travelers. Naples is more popular for its food, resorts, scuba diving & snorkeling, beaches, hiking, and impressive beauty, while Winnipeg is known for its museums and attractions. Naples is more touristy than Winnipeg and is known for its white sand, blue water, water sports, and golf resorts. It is also home to Naples Pier and the miles of sandy beach. Winnipeg is popular for its festivals, culture, and railway connections.

How is Naples different from Winnipeg?

Which is Better for a Holiday?

Let's take a look at the differences and similarities between Winnipeg and Naples. Then, you can decide for yourself which place is better for your next trip.

Are the Museums and Historical Sights Better in Naples or Winnipeg?

Naples
Winnipeg

Winnipeg is an excellent place to visit for its museums and history. Also, Naples is not quite as popular, but is fairly good for its museums and landmarks.

You'll find a good number of museums and monuments packed into Winnipeg. There are some unique museums around town including the Canadian Museum for Human Rights. Other popular museums are the Manitoba Museum and the Manitoba Children's Museum.

Naples is a good place to visit if you're interested in museums or other recognizable sights. While most visitors spend most of their time at the beach, on a rainy day you can check out the town's art museums, history museums, or local spots such as the Palm Cottage.


Is the Food Better in Naples or Winnipeg? Which Destination has the Best Restaurants?

Naples
Winnipeg

Naples is great for its local flavors and cuisine. Also, Winnipeg is not as popular, but is still a nice city for its local cuisine and restaurants.

Naples has a huge number of terrific restaurants. Seafood is a favorite around town, but you'll also find plenty of Italian food. Everything from casual to fine dining is available with many local favorites to choose from.

There are many up and coming restaurants in the Winnipeg area. You'll find a wide variety of restaurants around town that serve a mix of local dishes and international cuisines. A must-see part of the city is the historic Forks Market.

Is Naples or Winnipeg Better for Nightlife?

Naples
Winnipeg

Both Naples and Winnipeg have good vibes after the sun sets.

With a handful of venues, visitors can find a fairly lively vibe in Naples. There are live music venues, cocktail bars, and dance clubs around town.

Winnipeg has an active nightlife scene for those who seek it out. The city has an active nightlife, even during the winter months. You'll find dance clubs, bars, and pubs around town that are popular with locals and visitors alike.

Is Naples or Winnipeg Better for Resorts?

Naples
Winnipeg

Naples is great for its luxury resorts. However, Winnipeg is not a resort destination.

In Naples, you'll find some of the region's top resorts. There are luxury resorts, family-friendly hotels, and a range of prices to choose from. Most have pools and many have oceanfront views with golf facilities available. Many of the major brands such as Marriott are found here.

Winnipeg is not a resort destination.


Is Naples or Winnipeg Better for Scuba Diving and Snorkeling?

Naples
Winnipeg

Naples is a beach town with good options for its diving and snorkeling. However, Winnipeg is not a scuba or snorkeling destination.

It's fun to get in the water and check out the local marine life in Naples. Snorkeling and scuba diving are both available in the area, in part because of the impressive artificial reefs that have been constructed. Snorkeling is available at Tigertail Beach, Clam Pass, and Delnor-Wiggins Pass State Park.

Winnipeg is not a scuba or snorkeling destination.

Is Naples or Winnipeg Better for Beaches?

Naples
Winnipeg

Naples is an unbeatable place for the beach. However, Winnipeg is not a beach destination.

Naples is considered to be a world-class beach destination. White sand beaches and calm Gulf waters make this an ideal beach destination. Delnor-Wiggins Pass State Park is a favorite beach spot in the area, but you should also check out Naples Municipal Beach which is where you'll find the Naples Pier. If you want a more natural setting, head to Barefoot Beach Preserve County Park.

Winnipeg is not a beach destination.

Is Naples or Winnipeg Better for Hiking?

Naples
Winnipeg

Naples is a beach town with good options for hiking. However, Winnipeg is not a hiking destination.

Plenty of visitors go hiking around Naples. The area is filled with state parks and nature reserves where you can explore and enjoy a scenic hike. There are also greenways and coastal paths nearby.

Winnipeg is not a hiking destination.


Is the Shopping Better in Naples or Winnipeg?

Naples
Winnipeg

Shoppers can find a variety of good stores in both Naples and Winnipeg.

Naples has a variety of shopping areas worth visiting. You'll find shopping centers, outlet malls, and plenty of retail space around town. Some of the favorite shopping spots are the Mercato, Coastland Center, and Waterside Shops. For souvenirs and beach items head to Tin City Waterfront Shops.

Winnipeg is a great destination for shopping. You'll find all of the standard shopping options around town, from boutiques to big box shops and even some outlets.

Is Naples or Winnipeg More Beautiful?

Naples
Winnipeg

Naples is a beach town with good options for its scenery and beauty. However, Winnipeg is not a destination known for its beauty.

Naples is a beautiful place to visit, too. White sand beaches and beautiful water make this a relaxing and scenic destination.

Winnipeg is not a destination known for its beauty.

Is Naples or Winnipeg Better for Families?

Naples
Winnipeg

Naples is great for its kid-friendly activities. Also, Winnipeg is not as popular, but is still a nice city for its family-friendly activities.

Because of its large number of kid-friendly activities, Naples is very family-friendly. You'll find relaxing beaches, nice parks, plenty of playgrounds, and even the Golisano Childrens Museum for rainy days. There are also nature centers with great walks as well as gardens and wildlife viewpoints.

Winnipeg is a family-friendly place to visit. Kids will love a visit to the Assiniboine Park Zoo or the Manitoba Children's Museum. There are a number of parks and playgrounds around town as well as the Prairie Dog Central Railway. There are many kid-friendly restaurants in the city as well.


Is Naples or Winnipeg Better for Couples?

Naples
Winnipeg

Naples is great for its romantic activities. Also, Winnipeg is not as popular, but is still a nice city for couples.

Naples is a great beach town if you're traveling as a couple. Beautiful beaches and relaxing spas make this a favorite couples destination. Golf, high end restaurants and plenty of romantic activities will ensure you have the anniversary trip or honeymoon to remember.

Winnipeg is a good beach town for couples to visit. Many couples enjoy wandering through Assiniboine Park. There are also many romantic restaurants and spas for couples.

Is Naples or Winnipeg Better for Backpackers and Budget Travelers?

Naples
Winnipeg

Naples and Winnipeg are both good destinations for backpackers.

Naples is a good beach town to visit for backpackers. There's a hostel or two in the area as well as cheaper accommodation than other parts of Florida.

Plenty of backpackers visit Winnipeg. While it's often overlooked by backpackers, there are a couple of hostels around town.

Is Naples or Winnipeg Better for Public Transit? Which Is Easier to Get Around Without a Car?

Naples
Winnipeg

Visitors will find decent public transit in both Naples and Winnipeg.

Public transit is mostly limited in Naples. There's a trolley system as well as a public bus system.

Public transit is generally limited in Winnipeg. There's a bus system around town, but many visitors prefer to have a vehicle.


Is Naples or Winnipeg a more walkable city?

Naples
Winnipeg

Naples is a beach town with good options for its high level of walkability. However, Winnipeg is not a good destination for its ease of walking around.

Naples is a somewhat walkable place. The downtown area is relatively walkable, but to fully explore the region you'll need your own car.

Winnipeg is generally not very walkable. While there are a few walkable neighborhoods, the city itself is not particularly walkable, particularly during the cold winter months.

For even more information, also check out Is Naples Worth Visiting? and Is Winnipeg Worth Visiting?.

Should I spend more time in Winnipeg or Naples?

How long in Naples or Winnipeg?

It's fun to spend time in either Naples or Winnipeg. Generally, people tend to spend more time in Naples due to the larger number of activities and things to do. Usually, 2-5 days is a good amount of time for Naples, and 2-4 days is enough time in Winnipeg.

Families should spend more time in Naples than Winnipeg. Because of the many family-friendly attractions and fun things to do for kids in Naples, it's a great place to visit with the whole family.

Couples should spend more time in Naples than Winnipeg. You'll find plenty of romantic sights and fun activities in Naples that are great for a weekend getaway or a longer couple's trip.

Backpackers and budget travelers should spend more time in Naples than Winnipeg if your budget allows for it. With a larger number of budget-friendly sights, good nightlife, and active things to do, anyone traveling on a budget would have a good time in Naples.


  • How many days in Naples or Winnipeg? Ideal Length of Stay
    Naples 2-5 
    Winnipeg 2-4

One day in Naples or Winnipeg?

The beach town of Naples offers museums and nightlife. Most people come for the beaches. With so much to do, one day is probably not enough time to see everything. It will give you the chance to have new experiences.

Many travelers enjoy the museums and nightlife when visiting the destination of Winnipeg. But since there are so many activities, you'll likely want to spend more than one day exploring.

A weekend in Naples or Winnipeg?

Naples is a popular place that is full of things to see and experience. If you have a weekend, this beach town makes for a great vacation. People enjoy relaxing at one of the resorts. While some people choose to spend more or less time in Naples, a weekend is sufficent for most. Take your pick from the many activities offered here.

Winnipeg is a great place to explore. It is common to spend a weekend here. With all of its activities, you can easily fill a weekend here. Your budget might influence how long you stay.


Five days in Naples or Winnipeg?

Naples is a popular choice for travelers. Five days here is typical. It's no surprise that beaches is why people visit. While some people choose to spend more or less time in Naples, five days is sufficent for most. The entire region has so many activities, and you'll want time to do everything.

It's hard to know how much time to spend in Winnipeg. Five days may feel like too much time unless you plan to do a lot of relaxing. It has many unique tourist attractions and fascinating things to do.

A week in Naples or Winnipeg?

Naples is a great place to explore. It's no surprise that beaches is why people visit. It's also a great beach destination, too. One week is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days. This beach town offers something for everyone.

Travelers enjoy the shopping and museums when visiting the friendly destination of Winnipeg. This city offers a variety of activities to choose from. Most people find that one week is more than enough time to see everything.


For some great organized tour ideas, see The Best One Week (7-Day) Tours in United States of America, The Best 2-Week Tours in United States of America, Tours for Outdoor and Nature Lovers in Canada, and The Best Coach Bus Tours in Canada.


Which place is cheaper, Winnipeg or Naples?

These are the overall average travel costs for the two destinations. These travel costs come from the actual spending of real travelers.

  • Naples Prices
    USA Prices
    Winnipeg Prices
    Canada Prices
  • Average Daily Cost Per person, per day
    Naples $277
    Winnipeg $255

The average daily cost (per person) in Naples is $277, 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 Naples and Winnipeg in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Naples $119
    Winnipeg $92
  • Accommodation Typical double-occupancy room
    Naples $238
    Winnipeg $184
Compare Hotels in Naples and Winnipeg

Looking for a hotel in Naples 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.

Hotels in Naples


Hotels in Winnipeg


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 Winnipeg Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Naples $62
    Winnipeg -

Hired Cars and Shuttles in Winnipeg

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

  • Winnipeg accomodation to Winnipeg Airport (YWG) - Departure Private Transfer: $83
  • Winnipeg One way Private transfer from/to the Airport: $200
  • Winnipeg Airport (YWG) to Winnipeg accomodation - Round-Trip Private Transfer: $165
  • Winnipeg Airport (YWG) to Winnipeg accomodation - Arrival Private Transfer: $83
  • Private Transfer from Winnipeg Hotels to Winnipeg Airport (YWG): $97
  • Private Transfer from Winnipeg Airport to Winnipeg Accommodation : $37
  • Private Transfer from Winnipeg Airport (YWG) to Winnipeg Hotels: $97

Is it cheaper to fly into Naples or Winnipeg?

Prices for flights to both Winnipeg 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
    Winnipeg $9.33

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
  • Traditional Greek Cooking Class in Naples Florida: $224

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Naples $26
    Winnipeg $2.52

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
  • 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
  • 90 Minute Segway Tour - Explore Naples Florida - Family Fun: $49
  • Backwater Adventure's CraigCat Tours of the 10,000 Islands: $130
  • Best Family Activity - Trike Tour Of Naples - All Ages Fun!: $69
  • Best of Marco Island Tour: $100
  • CLEAR Kayak Sunset & Light Tour - Bonita Springs / Ft Myers Beach: $79
  • Dolphin Watch/Eco Cruise: $97
  • Dolphin and Manatee Adventure Tour of Naples with Florida History: $65

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
  • Alcohol Drinks for one day
    Naples $38
    Winnipeg -


When comparing the travel costs between Naples and Winnipeg, we can see that Naples is more expensive. However, the two cities are actually relatively comparable in price, as the difference is somewhat minimal. Generally, this means that you could travel with generally the same travel style and level of luxury in each place. Since both cities are in North America, it's no surprise that their costs are relatively close, as many destinations here have somewhat similar travel prices overall.

If you're trying to decide if either of these two destinations are within your price range, also see Is Naples Expensive? and Is Winnipeg Expensive?.


Which is Bigger, Naples or Winnipeg?

Winnipeg has a larger population, and is about 30 times larger than the population of Naples. When comparing the sizes of Naples 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.