A Travel Price Comparison for Families, Couples, and Backpackers Port-of-Spain vs. Milwaukee for Vacations, Tours, and Honeymoons

Should you visit Port-of-Spain or Milwaukee?

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

Trying to figure out where to travel next? This travel comparison between Port-of-Spain and Milwaukee 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.

Where Should I go: Port-of-Spain or Milwaukee?

Port-of-Spain

Located on the northwest coast of Trinidad island, Port of Spain is the capital of the Caribbean island nation Trinidad & Tobago. It is a hub of activity, especially during the celebration of Carnival for which the island nation is famous.

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 Port-of-Spain?

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

The average daily cost (per person) in Port-of-Spain is $213, 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 Port-of-Spain and Milwaukee in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Port-of-Spain $80
    Milwaukee $99
  • Accommodation Typical double-occupancy room
    Port-of-Spain $160
    Milwaukee $198
Compare Hotels in Port-of-Spain and Milwaukee

Looking for a hotel in Port-of-Spain 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 Port-of-Spain


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: Port-of-Spain Hotel Prices and Milwaukee Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Port-of-Spain $49
    Milwaukee $38

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: $80
  • Departure Transfer from Milwaukee to Milwaukee Airport MKE by SUV: $80

Is it cheaper to fly into Port-of-Spain or Milwaukee?

Prices for flights to both Milwaukee and Port-of-Spain 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
    Port-of-Spain $94
    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:

  • Kenosha Walking Food Tour: $70
  • Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish: $99
  • Private Tour: Secret Food Tours Milwaukee: $103
  • Local Food Tour of 5 Delicacies & a Secret Dish: $104
  • Original Milwaukee Guided Brewery Tour with Lunch or Dinner: $139

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Port-of-Spain $59
    Milwaukee $26

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
  • City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee: $7.99
  • The Grand Walk: A Self-Guided Audio Tour through Milwaukee: $8.99
  • Haunting Histories: An Audio Tour of Milwaukee‘s Wicked Westown: $8.99
  • Milwaukee Historic Downtown Self Guided Walking Tour : $9.75
  • Unique Scavenger Hunt Experience in Milwaukee by Operation City Quest: $10
  • Downtown Milwaukee Walking Tour: $16
  • Milwaukee Morbid Mirrorlight Ghost Tours: $24
  • Milwaukee Scavenger Hunt Walking Tour and Game: $25
  • Milwaukee Downtown Ghost Tour - The Shadow of City Hall: $29
  • Kenosha Downtown Urban Art and Photography Walking Tour: $30
  • Milwaukee Morbid Mirrorlight Ghost Tours: $32

Alcohol
  • Alcohol Drinks for one day
    Port-of-Spain $22
    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: $109


When comparing the travel costs between Port-of-Spain and Milwaukee, we can see that Milwaukee 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. Even though Port-of-Spain is in Caribbean Islands and Milwaukee is in North America, both of these destinations have relatively similar prices of travel. Generally, the levels of luxury and expenses are the same for these cities even though they are geographically far apart.

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


Which is Bigger, Port-of-Spain or Milwaukee?

Milwaukee has a larger population, and is about 10 times larger than the population of Port-of-Spain. When comparing the sizes of Port-of-Spain 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 Port-of-Spain or Milwaukee?

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

Should I visit Port-of-Spain or Milwaukee in the Summer?

The summer brings many poeple to Port-of-Spain as well as Milwaukee. Port-of-Spain attracts visitors year-round for its warm weather and sunny climate. Also, the family-friendly experiences are the main draw to Milwaukee this time of year.

In July, Port-of-Spain is generally a little warmer than Milwaukee. Daily temperatures in Port-of-Spain average around 27°C (81°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 Port-of-Spain this time of the year. In the summer, Port-of-Spain often gets less sunshine than Milwaukee. Port-of-Spain gets 206 hours of sunny skies this time of year, while Milwaukee receives 321 hours of full sun.

Port-of-Spain receives a lot of rain in the summer. Port-of-Spain usually gets more rain in July than Milwaukee. Port-of-Spain gets 266 mm (10.5 in) of rain, while Milwaukee receives 3.4 inches (87 mm) of rain this time of the year.


  • Summer Average Temperatures July
    Port-of-Spain 27°C (81°F) 
    Milwaukee 74°F (23°C)

Should I visit Port-of-Spain or Milwaukee in the Autumn?

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

Port-of-Spain is much warmer than Milwaukee in the autumn. The daily temperature in Port-of-Spain averages around 27°C (81°F) in October, and Milwaukee fluctuates around 53°F (12°C).

The sun comes out a lot this time of the year in Port-of-Spain. Port-of-Spain usually receives more sunshine than Milwaukee during autumn. Port-of-Spain gets 207 hours of sunny skies, while Milwaukee receives 174 hours of full sun in the autumn.

It's quite rainy in Port-of-Spain. In October, Port-of-Spain usually receives more rain than Milwaukee. Port-of-Spain gets 199 mm (7.8 in) of rain, while Milwaukee receives 2 inches (50 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    Port-of-Spain 27°C (81°F) 
    Milwaukee 53°F (12°C)

Should I visit Port-of-Spain or Milwaukee in the Winter?

Both Milwaukee and Port-of-Spain during the winter are popular places to visit. Plenty of visitors come to Port-of-Spain because of the warm climate and sunshine that lasts throughout the year. Furthermore, many visitors come to Milwaukee in the winter for the museums, the shopping scene, and the cuisine.

Milwaukee can get quite cold in the winter. In the winter, Port-of-Spain is much warmer than Milwaukee. Typically, the winter temperatures in Port-of-Spain in January average around 26°C (78°F), and Milwaukee averages at about 21°F (-6°C).

It's quite sunny in Port-of-Spain. In the winter, Port-of-Spain often gets more sunshine than Milwaukee. Port-of-Spain gets 241 hours of sunny skies this time of year, while Milwaukee receives 138 hours of full sun.

Port-of-Spain usually gets more rain in January than Milwaukee. Port-of-Spain gets 71 mm (2.8 in) of rain, while Milwaukee receives 1.6 inches (41 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Port-of-Spain 26°C (78°F) 
    Milwaukee 21°F (-6°C)

Should I visit Port-of-Spain or Milwaukee in the Spring?

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

In April, Port-of-Spain is generally much warmer than Milwaukee. Daily temperatures in Port-of-Spain average around 27°C (81°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 Port-of-Spain, it's very sunny this time of the year. Port-of-Spain usually receives more sunshine than Milwaukee during spring. Port-of-Spain gets 238 hours of sunny skies, while Milwaukee receives 211 hours of full sun in the spring.

In April, Port-of-Spain usually receives less rain than Milwaukee. Port-of-Spain gets 51 mm (2 in) of rain, while Milwaukee receives 2.8 inches (70 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    Port-of-Spain 27°C (81°F) 
    Milwaukee 47°F (8°C)

Typical Weather for Milwaukee and Port-of-Spain

Port-of-Spain Milwaukee
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 26°C (78°F) 71 mm (2.8 in) 21°F (-6°C) 1.6 inches (41 mm)
Feb 26°C (79°F) 43 mm (1.7 in) 26°F (-4°C) 1.1 inches (29 mm)
Mar 26°C (80°F) 34 mm (1.3 in) 36°F (2°C) 2.2 inches (57 mm)
Apr 27°C (81°F) 51 mm (2 in) 47°F (8°C) 2.8 inches (70 mm)
May 28°C (82°F) 117 mm (4.6 in) 58°F (14°C) 2.9 inches (73 mm)
Jun 27°C (81°F) 252 mm (9.9 in) 68°F (20°C) 3.6 inches (91 mm)
Jul 27°C (81°F) 266 mm (10.5 in) 74°F (23°C) 3.4 inches (87 mm)
Aug 27°C (81°F) 225 mm (8.9 in) 72°F (22°C) 2.7 inches (68 mm)
Sep 27°C (81°F) 203 mm (8 in) 65°F (18°C) 3 inches (77 mm)
Oct 27°C (81°F) 199 mm (7.8 in) 53°F (12°C) 2 inches (50 mm)
Nov 27°C (80°F) 228 mm (9 in) 41°F (5°C) 2 inches (51 mm)
Dec 26°C (79°F) 155 mm (6.1 in) 27°F (-3°C) 1.7 inches (44 mm)


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