A Travel Price Comparison for United States of America Islamorada vs. Milwaukee for Families, Couples, Food, and Attractions

Should you visit Islamorada or Milwaukee?

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

If you're trying to decide where to visit between Islamorada or Milwaukee, this travel comparison, which includes costs, can help. The overall cost of travel is usually a consideration when deciding where to go next, and the cost comparison down below can help you decide based on the average prices from other travelers along with your own travel budget.

Islamorada

Islamorada is a relaxing, tropical, and adventurous village. The beauty of this spot is also one of the main reasons why visitors come. Visitors also love the food, scuba diving and snorkeling, and beaches.

Milwaukee

Milwaukee is a friendly, welcoming, and undiscovered city. Other reasons to visit include nightlife, shopping, and museums.

Islamorada and Milwaukee: Pros and Cons

Pros
  • Popular museums and historical sights
  • Popular for food and cuisine
  • Active nightlife
  • Nice resorts
  • Good scuba and snorkeling destination
  • Popular beach
  • Family-friendly
  • Good for couples and romance
  • Impressive beauty
Things to Consider
  • Less popular with backpackers
  • Less walkable
Pros
  • Popular museums and historical sights
  • Active nightlife
  • Good for students
  • Very walkable
Things to Consider
  • Less popular for food
  • Less family-friendly
  • Less popular with couples
  • Less popular with backpackers


Is there more to do in Islamorada or Milwaukee?

Travelers will usually find more to do in Islamorada. Although Islamorada and Milwaukee are popular destinations, Islamorada has more sights and attractions for tourists. Islamorada is more touristy than Milwaukee and is known for its sportfishing, state parks, and local vibe. It is also well known for Theater of the Sea. Milwaukee is famous for its many breweries and its baseball culture.

How is Islamorada different from Milwaukee?

Which is Better for a Holiday?

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

Are the Museums and Historical Sights Better in Islamorada or Milwaukee?

Islamorada
Milwaukee

Spend time exploring the nice sights and museums in either Islamorada or Milwaukee.

Islamorada is a good place to visit if you're interested in museums or other recognizable sights. There are a variety of museums and aquariums in the area such as the History of Diving Museum, the Keys History and Discovery Center, and the famous Theater of the Sea.

Milwaukee offers a variety of museums and landmarks to choose from. There are several unique museums like the Harley-Davidson Museum, the National Bobblehead Hall of Fame and Museum, and the Milwaukee Public Museum. There's also the Milwaukee Art Museum and the Grohmann Museum as well as outdoor sculpture parks and other cultural and historic museums.


Is the Food Better in Islamorada or Milwaukee? Which Destination has the Best Restaurants?

Islamorada
Milwaukee

Islamorada is an excellent place to visit for its restaurants. However, Milwaukee is lacking in options for its restaurant scene.

Islamorada has a huge number of terrific restaurants. Has a sports fishing destination, you'll find no shortage of seafood options in the area. There are cafes and bistros that have an old school Florida Key's atmosphere. Popular dishes include grilled fish and curry seafood.

Milwaukee may not make the list for most foodies, but you'll find what you need while you're in town. The Midwest is known for its artery clogging comfort foods, and Milwaukee is no exception. Cheese curds, fried fish, fruit dumplings, and frozen custard are all popular.

Is Islamorada or Milwaukee Better for Nightlife?

Islamorada
Milwaukee

If the nightlife is your priority, you'll find nice options in both Islamorada and Milwaukee.

If you're looking for night time activities Islamorada has a few options to choose from. The nightlife consists of mostly bars and restaurants that serve cocktails and frozen drinks. There are sports bars and casual eateries where you can enjoy a drink in a relaxed atmosphere.

There's a variety of activities in the evening in Milwaukee. You'll find a decent number of breweries around town. There are also wine bars, nightclubs, and live music venues that are worth checking out.

Is Islamorada or Milwaukee Better for Resorts?

Islamorada
Milwaukee

Islamorada is a village with good options for its luxury resorts. However, Milwaukee is not a resort destination.

With a selection of resorts, Islamorada makes a nice vacation spot. You'll find plenty of resorts with spas, pools or oceanfront views in the area.

Milwaukee is not a resort destination.


Is Islamorada or Milwaukee Better for Scuba Diving and Snorkeling?

Islamorada
Milwaukee

Islamorada is a village with good options for its diving and snorkeling. However, Milwaukee is not a scuba or snorkeling destination.

It's fun to get in the water and check out the local marine life in Islamorada. There are plenty of dive shops that offer snorkeling and dive trips to the surrounding areas. You could also grab a mask and head out into the water on your own. You're sure to see some beautiful marine life.

Milwaukee is not a scuba or snorkeling destination.

Is Islamorada or Milwaukee Better for Beaches?

Islamorada
Milwaukee

Islamorada is an excellent place to visit for the beache. However, Milwaukee is not a beach destination.

The beaches at Islamorada attract visitors from all over. Blue water and white sand make the beaches a true paradise. Favorite beaches in the area include Anne's Beach, which has a boardwalk and mangroves, Library Beach, which is small and well maintained, Holiday Isle Beach, which is near the hotels and restaurants, and Long Key State Park, which has camping and picnic spots.

Milwaukee is not a beach destination.

Is the Shopping Better in Islamorada or Milwaukee?

Islamorada
Milwaukee

If you're looking to go shopping, Islamorada and Milwaukee both offer plenty of nice spots.

Plenty of visitors enjoy shopping while in Islamorada. You'll find a few jewelry boutiques as well as sporting goods shops and souvenir stands.

Milwaukee offers some nice shopping areas. You'll find the standard shopping centers and shopping malls around town, but if you want some more local vendors, check out the areas around the Historic Third Ward and The Village in Wauwatosa.


Is Islamorada or Milwaukee Better for Families?

Islamorada
Milwaukee

Islamorada is terrific for its kid-friendly activities. Also, Milwaukee is not quite as popular, but is fairly good for its family-friendly activities.

Islamorada is an extremely popular village to visit for families. Theater of the Sea is a highlight for kids and adults alike. You'll have the opportunity to interact with many types of sea life including dolphins, sea lions, and even sharks. Founders Park is another great place to take the kids. You can have a picnic, hang out at the beach, or hit up the playground. There's also plenty of snorkeling and diving in the area, particularly around Alligator Reef Lighthouse.

You'll find plenty of kid-friendly things to do in Milwaukee. Kids will enjoy a visit to Discovery World, which is a science center with hands-on exhibits. There's also the Milwaukee County Zoo and the Milwaukee Public Museum. Younger kids will also enjoy a stop at Betty Brinn Children's Museum.

Is Islamorada or Milwaukee Better for Couples?

Islamorada
Milwaukee

Islamorada is terrific for its romantic activities. However, Milwaukee is lacking in options for couples.

Islamorada is a great village for couples, as it has plenty to offer. Couples will enjoy the resorts, spas, beaches, and adventures in the area. Head to Little Palm Spa for a little relaxation or hit up Florida Keys Brewing Company for some live music. There's also snorkeling, diving, and some good restaurants nearby as well.

Milwaukee is not always the best place to visit for a couple. Take a walk or visit a local restaurant. There are also museums and performances that make for a nice outing.

Is Islamorada or Milwaukee Better for Students?

Islamorada
Milwaukee

Milwaukee is a nice place to visit for its student-friendly activities. However, Islamorada is not popular with students.

It's common for students to visit Milwaukee. It's home to a number of colleges and universities, so there is a bit of a college town vibe.

Islamorada is not popular with students.


Is Islamorada or Milwaukee Better for Public Transit? Which Is Easier to Get Around Without a Car?

Islamorada
Milwaukee

Milwaukee is adequate for times when you don't have a car. However, Islamorada is not known for its public transit.

Public transit is mostly limited in Milwaukee. There are buses that travel around town.

Public transit is limited or non-existant in Islamorada. There's no real public transit in the area and you must have your own vehicle.

Is Islamorada or Milwaukee a more walkable city?

Islamorada
Milwaukee

Milwaukee is a nice place to visit for its walkability. However, Islamorada is not known for its high level of walkability.

Milwaukee is somewhat walkable. Parts of the city are relatively compact and walkable. The most walkable neighborhoods are East Side, Riverwest, Brewers Hill, Downtown, Avenues West/Marquette, Third Ward, Walker's Point, and Bay View.

Islamorada is not a walkable village. Like the rest of the Florida Keys, it's not very walkable and you'll need a car to get around.

For even more information, also check out Is Islamorada Worth Visiting? and Is Milwaukee Worth Visiting?.

Should I spend more time in Milwaukee or Islamorada?

How long in Islamorada or Milwaukee?

You'll be able to find lots of things to do in Islamorada or Milwaukee to fill your time. Many travelers usually spend more of their time in Islamorada than Milwaukee because of the number of activities and things to do in the area. Usually, 4-7 days is a good amount of time for Islamorada, and 1-2 days is enough time in Milwaukee.

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

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


  • How many days in Islamorada or Milwaukee? Ideal Length of Stay
    Islamorada 4-7 
    Milwaukee 1-2

One day in Islamorada or Milwaukee?

You'll find nightlife and food around the village of Islamorada. Many visitors spend time at the beach while visiting the area. Since there is so much to do in the area, one day is probably not enough for all of it. It has many unique tourist attractions and fascinating things to do.

With museums and nightlife around the friendly city of Milwaukee, there's plenty to do. Anyone can find something fun to do here. While some people choose to spend more or less time in Milwaukee, one day is sufficent for most.


A weekend in Islamorada or Milwaukee?

You'll find food and scuba diving and snorkeling around the tropical destination of Islamorada. People usually spend lots of time at the beach. A weekend is usually not enough time for a trip here as there is plenty to do. This village offers a variety of activities to choose from.

With nightlife and shopping around the destination of Milwaukee, there's plenty to do. It offers something for everyone. Many people spend a weekend here. In a weekend, you should have a good grasp of this city.

Five days in Islamorada or Milwaukee?

You'll find scuba diving and snorkeling and shopping around the adventurous village of Islamorada. The length of your ideal trip is an individual decision. If you have five days, this village makes for a great vacation. It's also a great beach destination, too. Five days should give you a good understanding of everything this village has to offer.

Milwaukee, a popular city, is full of activities for travelers. Most people find that five days is more than enough time to see everything. Your budget might influence how long you stay.

A week in Islamorada or Milwaukee?

Islamorada is a popular choice for travelers. One week here is typical. It's a great spot for a beach vacation. While some people choose to spend more or less time in Islamorada, one week is sufficent for most. It will give you the chance to have new experiences.

Milwaukee is a popular place that is full of things to see and experience. One week is plenty of time to see everything, even with extra days to spare. It has many unique tourist attractions and fascinating things to do.


For some great organized tour ideas, see The Best 3-Week Tours in United States of America, The Best Bicycle Tours in United States of America, Tours for Outdoor and Nature Lovers in United States of America, and The Best Coach Bus Tours in United States of America.


Which place is cheaper, Milwaukee or Islamorada?

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

The average daily cost (per person) in Islamorada is $145, while the average daily cost in Milwaukee is $176. 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 Islamorada and Milwaukee in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Islamorada $79
    Milwaukee $99
  • Accommodation Typical double-occupancy room
    Islamorada $158
    Milwaukee $198
Compare Hotels in Islamorada and Milwaukee

Looking for a hotel in Islamorada or Milwaukee? 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 Islamorada


Hotels in Milwaukee


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: Islamorada Hotel Prices and Milwaukee Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Islamorada $28
    Milwaukee $38

Is it cheaper to fly into Islamorada or Milwaukee?

Prices for flights to both Milwaukee and Islamorada 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
    Islamorada $47
    Milwaukee $52

Food Tours and Cooking Classes in Milwaukee

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

  • Family Fun Food Tour: $80
  • Local Food Tour: $97
  • Milwaukee Walking Food Tour With Secret Food Tours: $99
  • Original Milwaukee Guided Brewery Tour with Lunch or Dinner: $139

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Islamorada $19
    Milwaukee $26

Tours and Activities in Islamorada

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

  • 1.5 Hour (20 miles) Waverunner Tour. See Mangrove Tunnels, 20 Islands & SandBar: $225
  • Day Tour Glass Bottom Boat In Islamorada: $80
  • From Miami: Key Largo & Islamorada Private Open-Top Bus Tour: $1,515
  • Islamorada Florida Keys Sunset Sightseeing Cruise Music : $86
  • 2-Hour Snorkeling Adventure on Pontoon : $80
  • Guided Tour with Local Highlights: $95
  • Snorkel Adventure & Sandbar Trip: $130
  • Snorkel Adventure & Sandbar Trip from Cheeca Spa: $140
  • Snorkel adventure & Sandbar Trip : $150
  • Snorkel adventure & Sandbar Trip : $160
  • Snorkeling Experience : $80
  • Snorkeling and Beach Adventure: $90

Tours and Activities in Milwaukee

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

  • 2 Hour Sailing Adventure in Lake Michigan (up to 6 people): $126
  • 2 Hours Private Tour of Milwaukee Marvels: $248
  • 2-Hour Bus Tour in Milwaukee City: $40
  • Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures: $24
  • Cream City Cannibal: Jeffery Dahmer Walking Tour: $53
  • Discover Iconic Milwaukee Tour : $67
  • Downtown Kenosha Urban Art and Photography Walking Tour: $30
  • Geneva Lake Shore Path: Uncover 21 miles of stories on a self-guided audio tour: $10
  • Milwaukee Brewers Baseball Game Ticket at American Family Field: $12
  • Milwaukee Magic: A Private Christmas Lights Tour: $650
  • Milwaukee Marvels: A 2-Hour Private Tour: $483
  • Milwaukee Private Ghost Tour: $90

Alcohol
  • Alcohol Drinks for one day
    Islamorada $15
    Milwaukee $33

Sample the Local Flavors in Milwaukee

Also in Milwaukee, these are the prices for nightlife and alcohol related activities from various tour providers:

  • Sip of Milwaukee Guided Brewery Tour with Snack: $99


When we compare the travel costs of actual travelers between Islamorada and Milwaukee, we can see that Milwaukee is more expensive. And not only is Islamorada much less expensive, but it is actually a significantly cheaper destination. So, traveling to Islamorada would let you spend less money overall. Or, you could decide to spend more money in Islamorada 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 Milwaukee would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Milwaukee than you might in Islamorada.

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


Which is Bigger, Islamorada or Milwaukee?

Milwaukee has a larger population, and is about 80 times larger than the population of Islamorada. When comparing the sizes of Islamorada and Milwaukee, 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 Islamorada or Milwaukee?

Both destinations experience a temperate climate with four distinct seasons. And since both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit Islamorada or Milwaukee in the Summer?

The summer attracts plenty of travelers to both Islamorada and Milwaukee. The beaches, snorkeling, and the family-friendly experiences are the main draw to Islamorada this time of year. Furthermore, many travelers come to Milwaukee for the family-friendly experiences.

In the summer, Islamorada is a little warmer than Milwaukee. Typically, the summer temperatures in Islamorada in July average around 84°F (29°C), and Milwaukee averages at about 74°F (23°C).

People are often attracted to the plentiful sunshine in Milwaukee this time of the year. In Islamorada, it's very sunny this time of the year. Islamorada usually receives around the same amount of sunshine as Milwaukee during summer. Islamorada gets 328 hours of sunny skies, while Milwaukee receives 321 hours of full sun in the summer.

In July, Islamorada usually receives around the same amount of rain as Milwaukee. Islamorada gets 3.3 inches (83 mm) of rain, while Milwaukee receives 3.4 inches (87 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    Islamorada 84°F (29°C) 
    Milwaukee 74°F (23°C)

Should I visit Islamorada or Milwaukee in the Autumn?

The autumn brings many poeple to Islamorada as well as Milwaukee. Many travelers come to Islamorada for the shopping scene and the natural beauty of the area. Additionally, many visitors come to Milwaukee in the autumn for the shopping scene.

In October, Islamorada is generally much warmer than Milwaukee. Daily temperatures in Islamorada average around 80°F (27°C), and Milwaukee fluctuates around 53°F (12°C).

People are often attracted to the plentiful sunshine in Islamorada this time of the year. In the autumn, Islamorada often gets more sunshine than Milwaukee. Islamorada gets 258 hours of sunny skies this time of year, while Milwaukee receives 174 hours of full sun.

Islamorada receives a lot of rain in the autumn. Islamorada usually gets more rain in October than Milwaukee. Islamorada gets 5.1 inches (129 mm) of rain, while Milwaukee receives 2 inches (50 mm) of rain this time of the year. Also, June to November in Islamorada is the hurricane season.


  • Autumn Average Temperatures October
    Islamorada 80°F (27°C) 
    Milwaukee 53°F (12°C)

Should I visit Islamorada or Milwaukee in the Winter?

Both Milwaukee and Islamorada are popular destinations to visit in the winter with plenty of activities. Many visitors come to Islamorada in the winter for the museums, the shopping scene, and the cuisine. Also, most visitors come to Milwaukee for the museums, the shopping scene, and the cuisine during these months.

Milwaukee can be very cold during winter. Islamorada is much warmer than Milwaukee in the winter. The daily temperature in Islamorada averages around 70°F (21°C) in January, and Milwaukee fluctuates around 21°F (-6°C).

The sun comes out a lot this time of the year in Islamorada. Islamorada usually receives more sunshine than Milwaukee during winter. Islamorada gets 252 hours of sunny skies, while Milwaukee receives 138 hours of full sun in the winter.

In January, Islamorada usually receives around the same amount of rain as Milwaukee. Islamorada gets 1.7 inches (43 mm) of rain, while Milwaukee receives 1.6 inches (41 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Islamorada 70°F (21°C) 
    Milwaukee 21°F (-6°C)

Should I visit Islamorada or Milwaukee in the Spring?

Both Milwaukee and Islamorada during the spring are popular places to visit. Most visitors come to Islamorada for the beaches and the natural beauty during these months.

In the spring, Islamorada is much warmer than Milwaukee. Typically, the spring temperatures in Islamorada in April average around 77°F (25°C), and Milwaukee averages at about 47°F (8°C).

In Milwaukee, it's very sunny this time of the year. It's quite sunny in Islamorada. In the spring, Islamorada often gets more sunshine than Milwaukee. Islamorada gets 326 hours of sunny skies this time of year, while Milwaukee receives 211 hours of full sun.

Islamorada usually gets less rain in April than Milwaukee. Islamorada gets 0.8 inches (21 mm) of rain, while Milwaukee receives 2.8 inches (70 mm) of rain this time of the year. Also, the hurricane season in Islamorada is June to November.


  • Spring Average Temperatures April
    Islamorada 77°F (25°C) 
    Milwaukee 47°F (8°C)

Typical Weather for Milwaukee and Islamorada

Islamorada Milwaukee
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 70°F (21°C) 1.7 inches (43 mm) 21°F (-6°C) 1.6 inches (41 mm)
Feb 71°F (21°C) 1.4 inches (36 mm) 26°F (-4°C) 1.1 inches (29 mm)
Mar 74°F (23°C) 1.7 inches (42 mm) 36°F (2°C) 2.2 inches (57 mm)
Apr 77°F (25°C) 0.8 inches (21 mm) 47°F (8°C) 2.8 inches (70 mm)
May 81°F (27°C) 2.7 inches (68 mm) 58°F (14°C) 2.9 inches (73 mm)
Jun 83°F (28°C) 4.5 inches (114 mm) 68°F (20°C) 3.6 inches (91 mm)
Jul 84°F (29°C) 3.3 inches (83 mm) 74°F (23°C) 3.4 inches (87 mm)
Aug 84°F (29°C) 3.9 inches (98 mm) 72°F (22°C) 2.7 inches (68 mm)
Sep 83°F (29°C) 5.7 inches (144 mm) 65°F (18°C) 3 inches (77 mm)
Oct 80°F (27°C) 5.1 inches (129 mm) 53°F (12°C) 2 inches (50 mm)
Nov 76°F (24°C) 2 inches (50 mm) 41°F (5°C) 2 inches (51 mm)
Dec 72°F (22°C) 1.4 inches (35 mm) 27°F (-3°C) 1.7 inches (44 mm)