A Travel Price Comparison for Families, Couples, and Backpackers Kingston vs. Milwaukee for Vacations, Tours, and Honeymoons

Should you visit Kingston or Milwaukee?

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

If you're trying to decide where to visit between Kingston 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.

Where Should I go: Kingston or Milwaukee?

Kingston

Kingston is Jamaica's capital city with a population of about 579,000. For being located on an island, Kingston is a very large city with several different zip codes. Not only is Kingston the cultural capital of the country, but also the commercial one as well.

Milwaukee

Milwaukee is a city in the U.S. state of Wisconsin on Lake Michigan's western shore. It's known for its breweries, many of which offer tours chronicling its role in the beer industry. Overlooking the Menomonee River, the Harley-Davidson Museum displays classic motorcycles, including one of Elvis Presley's. Nearby is the Milwaukee Public Museum, with its large-scale European Village and a recreation of old Milwaukee. In summertime, festivals let loose by the lake almost every weekend. These attractions along with stylish eating and shopping areas have turned Wisconsin's largest city into an interesting and attractive destination.

For some great organized tour ideas, see The Best Contiki Tours to United States of America, and The Best G Adventures Tours to United States of America.


Which place is cheaper, Milwaukee or Kingston?

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

  • Kingston Prices
    Jamaica Prices
    Milwaukee Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Kingston $125
    Milwaukee $214

The average daily cost (per person) in Kingston is $125, while the average daily cost in Milwaukee is $214. 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 Kingston and Milwaukee in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Kingston $63
    Milwaukee $99
  • Accommodation Typical double-occupancy room
    Kingston $126
    Milwaukee $198
Compare Hotels in Kingston and Milwaukee

Looking for a hotel in Kingston 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 Kingston


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: Kingston Hotel Prices and Milwaukee Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Kingston $29
    Milwaukee $38

Hired Cars and Shuttles in Kingston

Some specific examples of transportation prices in Kingston:

  • VIP Private Airport Transfer: Norman Manley to Montego Bay Hotels: $123
  • Transfer from Norman Manley Airport (KIN) to Kingston Hotels: $150
  • Transfer for Kingston Airport to or from Hotels in Falmouth Area: $173
  • Roundtrip Private Transfer from Kingston Airport (KIN): $54
  • Private Transfers To/From Kingston & Airport Across Jamaica: $49
  • Private Transfers To/From Kingston & Airport (KIN) Across Jamaica: $45
  • Private Transfers To/From Kingston & Airport (KIN) Across Jamaica: $25
  • Private Transfer to and from Kingston International Airport: $73
  • Private Transfer from Montego Bay Cruise Port to Kingston Hotels: $261
  • Private Transfer from Kingston Airport (KIN) to Montego Bay Port: $261
  • Private Transfer To & From New Kingston to Norman Manley Airport: $40
  • Private Transfer Kingston Airport to Jewel Grande Montego Bay: $187

Hired Cars and Shuttles in Milwaukee

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

  • Arrival Transfer from Milwaukee Airport MKE to Milwaukee by SUV: $86
  • Departure Transfer from Milwaukee to Milwaukee Airport MKE by SUV: $86

Is it cheaper to fly into Kingston or Milwaukee?

Prices for flights to both Milwaukee and Kingston 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
    Kingston $45
    Milwaukee $90

Food Tours and Cooking Classes in Milwaukee

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

  • Milwaukee : Best Street Food Tour With A Local Guide: $91
  • Local Food Tour of 5 Delicacies & A Secret Dish: $101
  • Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish: $102
  • Original Milwaukee Guided Brewery Tour with Lunch or Dinner: $139
  • Private Milwaukee Food Tour with Beer, Cheese & Local Classics: $211

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Kingston $12
    Milwaukee $26

Tours and Activities in Kingston

Here are a few actual costs in Kingston for available activities, ticket prices, and tours:

  • ATV Outback Adventure from Kingston: $288
  • Art Walk, Bob Marley Museum Kingston City Tour: $130
  • Bamboo Rafting and Boston Jerk Centre Tour in Portland Jamaica: $220
  • Blue Mountain Bicycle Tour from Kingston: $231
  • Blue Mountain Coffee Tasting & Farm Tour from Kingston: $150
  • Blue Mountain Craighton Estate Coffee Tasting Tour / Devon House: $180
  • Blue Mountain Waterfall and Sightseeing Ecotour: $200
  • Blue Mountains Coffee Private Tour from Kingston: $180
  • Bluehole, Dunn's River Falls and Port Royal all in one tour: $690
  • Bob Marley Guided City Tour: $95
  • Bob Marley Museum Entry Ticket: $30
  • Bob Marley Museum Tour from Kingston Hotels: $120

Tours and Activities in Milwaukee

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

  • Skip the Line: Museum Admission Ticket - Grohmann Museum: $5.00
  • Haunting Histories: An Audio Tour of Milwaukee‘s Wicked Westown: $8.99
  • The Grand Walk: A Self-Guided Audio Tour through Milwaukee: $8.99
  • Milwaukee Historic Downtown Self Guided Walking Tour: $9.75
  • Downtown Milwaukee Walking Tour: $16
  • North Point Mansions Walking Tour: $16
  • Milwaukee's Riverwalk Walking Tour: $16
  • Downtown Milwaukee Walking Tour: $16
  • Milwaukee Morbid Mirrorlight Ghost Tours: $24
  • Milwaukee Scavenger Hunt Walking Tour and Game: $25
  • Milwaukee Morbid Mirrorlight Ghost Tours: $26
  • Milwaukee Downtown Ghost Tour - The Shadow of City Hall: $29

Alcohol
  • Alcohol Drinks for one day
    Kingston $11
    Milwaukee $33

Sample the Local Flavors in Kingston

Here are a few nightlife and alcohol tours and activities from local tour providers in Kingston:

  • Worthy Park Estate Rum Distillery Tour with Tasting: $144

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: $109


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

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


Which is Bigger, Kingston or Milwaukee?

Kingston has a larger population, and is about 62% larger than the population of Milwaukee. When comparing the sizes of Kingston 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 Kingston or Milwaukee?

Milwaukee has a temperate climate with four distinct seasons, but Kingston experiences a warm climate with fairly sunny weather most of the year.

Should I visit Kingston or Milwaukee in the Summer?

The summer brings many poeple to Kingston as well as Milwaukee. Kingston attracts visitors year-round for its warm weather and sunny climate. Additionally, many travelers come to Milwaukee for the family-friendly experiences.

In July, Kingston is generally a little warmer than Milwaukee. Daily temperatures in Kingston average around 29°C (83°F), and Milwaukee fluctuates around 74°F (23°C).

The sun comes out a lot this time of the year in Milwaukee. People are often attracted to the plentiful sunshine in Kingston this time of the year. In the summer, Kingston often gets less sunshine than Milwaukee. Kingston gets 254 hours of sunny skies this time of year, while Milwaukee receives 321 hours of full sun.

Kingston usually gets less rain in July than Milwaukee. Kingston gets 40 mm (1.6 in) of rain, while Milwaukee receives 3.4 inches (87 mm) of rain this time of the year.


  • Summer Average Temperatures July
    Kingston 29°C (83°F) 
    Milwaukee 74°F (23°C)

Should I visit Kingston or Milwaukee in the Autumn?

Both Milwaukee and Kingston are popular destinations to visit in the autumn with plenty of activities. The warm climate attracts visitors to Kingston throughout the year. Also, many visitors come to Milwaukee in the autumn for the shopping scene.

Kingston is much warmer than Milwaukee in the autumn. The daily temperature in Kingston averages around 28°C (82°F) in October, and Milwaukee fluctuates around 53°F (12°C).

The sun comes out a lot this time of the year in Kingston. Kingston usually receives more sunshine than Milwaukee during autumn. Kingston gets 229 hours of sunny skies, while Milwaukee receives 174 hours of full sun in the autumn.

It's quite rainy in Kingston. In October, Kingston usually receives more rain than Milwaukee. Kingston gets 167 mm (6.6 in) of rain, while Milwaukee receives 2 inches (50 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    Kingston 28°C (82°F) 
    Milwaukee 53°F (12°C)

Should I visit Kingston or Milwaukee in the Winter?

Both Milwaukee and Kingston during the winter are popular places to visit. Plenty of visitors come to Kingston because of the warm climate and sunshine that lasts throughout the year. 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. In the winter, Kingston is much warmer than Milwaukee. Typically, the winter temperatures in Kingston in January average around 26°C (79°F), and Milwaukee averages at about 21°F (-6°C).

It's quite sunny in Kingston. In the winter, Kingston often gets more sunshine than Milwaukee. Kingston gets 257 hours of sunny skies this time of year, while Milwaukee receives 138 hours of full sun.

Kingston usually gets less rain in January than Milwaukee. Kingston gets 18 mm (0.7 in) of rain, while Milwaukee receives 1.6 inches (41 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Kingston 26°C (79°F) 
    Milwaukee 21°F (-6°C)

Should I visit Kingston or Milwaukee in the Spring?

The spring attracts plenty of travelers to both Kingston and Milwaukee. Warm weather and sunshine bring visitors to Kingston year-round.

In April, Kingston is generally much warmer than Milwaukee. Daily temperatures in Kingston average around 26°C (80°F), and Milwaukee fluctuates around 47°F (8°C).

People are often attracted to the plentiful sunshine in Milwaukee this time of the year. In Kingston, it's very sunny this time of the year. Kingston usually receives more sunshine than Milwaukee during spring. Kingston gets 251 hours of sunny skies, while Milwaukee receives 211 hours of full sun in the spring.

In April, Kingston usually receives less rain than Milwaukee. Kingston gets 27 mm (1.1 in) of rain, while Milwaukee receives 2.8 inches (70 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    Kingston 26°C (80°F) 
    Milwaukee 47°F (8°C)

Typical Weather for Milwaukee and Kingston

Kingston Milwaukee
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 26°C (79°F) 18 mm (0.7 in) 21°F (-6°C) 1.6 inches (41 mm)
Feb 26°C (79°F) 16 mm (0.6 in) 26°F (-4°C) 1.1 inches (29 mm)
Mar 26°C (80°F) 14 mm (0.6 in) 36°F (2°C) 2.2 inches (57 mm)
Apr 26°C (80°F) 27 mm (1.1 in) 47°F (8°C) 2.8 inches (70 mm)
May 28°C (82°F) 100 mm (3.9 in) 58°F (14°C) 2.9 inches (73 mm)
Jun 28°C (83°F) 83 mm (3.3 in) 68°F (20°C) 3.6 inches (91 mm)
Jul 29°C (83°F) 40 mm (1.6 in) 74°F (23°C) 3.4 inches (87 mm)
Aug 29°C (83°F) 81 mm (3.2 in) 72°F (22°C) 2.7 inches (68 mm)
Sep 29°C (83°F) 107 mm (4.2 in) 65°F (18°C) 3 inches (77 mm)
Oct 28°C (82°F) 167 mm (6.6 in) 53°F (12°C) 2 inches (50 mm)
Nov 28°C (82°F) 61 mm (2.4 in) 41°F (5°C) 2 inches (51 mm)
Dec 27°C (80°F) 31 mm (1.2 in) 27°F (-3°C) 1.7 inches (44 mm)