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

Should you visit Grand Cayman or Milwaukee?

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

Which city should you visit? Read on to compare the activities as well as the prices of travel for Grand Cayman and Milwaukee. We'll break down costs for accommodation, food, transportation and more to help you learn more about these two destinations. Then, you can figure out if either of these two places are accessible based on your travel budget, schedule, and interests. So, let's dig into it.

Where Should I go: Grand Cayman or Milwaukee?

Grand Cayman

When people think of the Cayman Islands, they typically think of offshore bank accounts and sunny, cruise ship ports. Grand Cayman has more to offer travelers than a playground for the wealthy or a short stopover for cruise passengers. This tropical island is the largest of the three Cayman Islands, it is a shopper's heaven, a center for global finance and an ideal vacation spot.

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 Grand Cayman?

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 Grand Cayman is $242, 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 Grand Cayman and Milwaukee in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Grand Cayman $149
    Milwaukee $99
  • Accommodation Typical double-occupancy room
    Grand Cayman $298
    Milwaukee $198
Compare Hotels in Grand Cayman and Milwaukee

Looking for a hotel in Grand Cayman 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 Grand Cayman


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: Grand Cayman Hotel Prices and Milwaukee Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Grand Cayman $31
    Milwaukee $38

Hired Cars and Shuttles in Grand Cayman

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

  • Private Transfer from Airport to morritts: $180
  • Privat Transfer from Owen Roberts Airport GCM to George Town Port: $103

Hired Cars and Shuttles in Milwaukee

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

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

Is it cheaper to fly into Grand Cayman or Milwaukee?

Prices for flights to both Milwaukee and Grand Cayman 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
    Grand Cayman $67
    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.
    Grand Cayman $41
    Milwaukee $26

Tours and Activities in Grand Cayman

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

  • StingrayCity ,Coral Garden & Starfish Tour. : $69
  • 2 Stop Reef Snorkel and Glass Bottom Boat Adventure: $35
  • 3 Stop Boat Tour Stingray City Coral Gardens and Starfish Point: $65
  • Acquarius Stingray City and Snorkel Tours: $79
  • Cayman 2 in 1 Combo Tour Stingray City Reef Snorkel Adventure: $77
  • Cayman 3 in 1 Combo Adventure Stingray City Reef Snorkeling: $104
  • Cayman Adventure Stingrays Starfish plus Crystal Caves : $89
  • Cayman Bioluminescent Bay Night Tour: $144
  • Cayman Combo Tour: Starfish Point, Stingray City & Coral Gardens: $119
  • Cayman Crystal Caves Tour in Grand Cayman: $143
  • Cayman's Classic Food Tasting & Cultural Experience: $179
  • CaymanVisitor Hide & Seek GeoTour Self-Drive Tour: $13

Tours and Activities in Milwaukee

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

  • 2-Hour Bus Tour in Milwaukee City: $40
  • Christmas Past, Present and Future Light Tour in Milwaukee: $50
  • City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee: $7.99
  • Discover Iconic Milwaukee Tour : $68
  • Downtown Milwaukee Walking Tour: $16
  • Haunting Histories: An Audio Tour of Milwaukee‘s Wicked Westown: $8.99
  • Kenosha Downtown Urban Art and Photography Walking Tour: $30
  • Kenosha Metal Detecting Tour to Simmons Island Beach: $40
  • Milwaukee Cheese Curd Kayak Tour: $175
  • Milwaukee Downtown Ghost Tour - The Shadow of City Hall: $29
  • Milwaukee Historic Downtown Self Guided Walking Tour : $9.75
  • Milwaukee Marvels: A 2-Hour Private Tour: $1,126

Alcohol
  • Alcohol Drinks for one day
    Grand Cayman $13
    Milwaukee $33
Typical Alcohol Prices in Grand Cayman

Below are a few samples from actual travelers for alcohol and nightlife costs in Grand Cayman:


  • Beer
    $4.95

Sample the Local Flavors in Grand Cayman

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

  • Cayman Spirits Co. Distillery Tour Pass Ticket Only: $24
  • Cayman Art and Wine Tour: $150

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 Grand Cayman and Milwaukee, we can see that Grand Cayman 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 Grand Cayman 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 Grand Cayman Expensive? and Is Milwaukee Expensive?.


Which is Bigger, Grand Cayman or Milwaukee?

Milwaukee has a larger population, and is about 20 times larger than the population of Grand Cayman. When comparing the sizes of Grand Cayman 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 Grand Cayman or Milwaukee?

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

Should I visit Grand Cayman or Milwaukee in the Summer?

Both Milwaukee and Grand Cayman are popular destinations to visit in the summer with plenty of activities. The warm climate attracts visitors to Grand Cayman throughout the year. Also, the summer months attract visitors to Milwaukee because of the family-friendly experiences.

In July, Grand Cayman is generally a little warmer than Milwaukee. Daily temperatures in Grand Cayman average around 28°C (83°F), and Milwaukee fluctuates around 74°F (23°C).

It's quite rainy in Grand Cayman. In July, Grand Cayman usually receives more rain than Milwaukee. Grand Cayman gets 179 mm (7 in) of rain, while Milwaukee receives 3.4 inches (87 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    Grand Cayman 28°C (83°F) 
    Milwaukee 74°F (23°C)

Should I visit Grand Cayman or Milwaukee in the Autumn?

Both Milwaukee and Grand Cayman during the autumn are popular places to visit. Plenty of visitors come to Grand Cayman because of the warm climate and sunshine that lasts throughout the year. Also, the shopping scene are the main draw to Milwaukee this time of year.

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

It rains a lot this time of the year in Grand Cayman. Grand Cayman usually gets more rain in October than Milwaukee. Grand Cayman gets 238 mm (9.4 in) of rain, while Milwaukee receives 2 inches (50 mm) of rain this time of the year.


  • Autumn Average Temperatures October
    Grand Cayman 27°C (81°F) 
    Milwaukee 53°F (12°C)

Should I visit Grand Cayman or Milwaukee in the Winter?

The winter attracts plenty of travelers to both Grand Cayman and Milwaukee. Warm weather and sunshine bring visitors to Grand Cayman year-round. Also, many travelers come to Milwaukee for the museums, the shopping scene, and the cuisine.

Be prepared for some very cold days in Milwaukee. In the winter, Grand Cayman is much warmer than Milwaukee. Typically, the winter temperatures in Grand Cayman in January average around 24°C (76°F), and Milwaukee averages at about 21°F (-6°C).

In January, Grand Cayman usually receives more rain than Milwaukee. Grand Cayman gets 58 mm (2.3 in) of rain, while Milwaukee receives 1.6 inches (41 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Grand Cayman 24°C (76°F) 
    Milwaukee 21°F (-6°C)

Should I visit Grand Cayman or Milwaukee in the Spring?

The spring brings many poeple to Grand Cayman as well as Milwaukee. Grand Cayman attracts visitors year-round for its warm weather and sunny climate.

In April, Grand Cayman is generally much warmer than Milwaukee. Daily temperatures in Grand Cayman average around 26°C (79°F), and Milwaukee fluctuates around 47°F (8°C).

Grand Cayman usually gets less rain in April than Milwaukee. Grand Cayman gets 48 mm (1.9 in) of rain, while Milwaukee receives 2.8 inches (70 mm) of rain this time of the year.


  • Spring Average Temperatures April
    Grand Cayman 26°C (79°F) 
    Milwaukee 47°F (8°C)

Typical Weather for Milwaukee and Grand Cayman

Grand Cayman Milwaukee
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 24°C (76°F) 58 mm (2.3 in) 21°F (-6°C) 1.6 inches (41 mm)
Feb 24°C (76°F) 51 mm (2 in) 26°F (-4°C) 1.1 inches (29 mm)
Mar 25°C (77°F) 31 mm (1.2 in) 36°F (2°C) 2.2 inches (57 mm)
Apr 26°C (79°F) 48 mm (1.9 in) 47°F (8°C) 2.8 inches (70 mm)
May 27°C (81°F) 131 mm (5.1 in) 58°F (14°C) 2.9 inches (73 mm)
Jun 28°C (82°F) 183 mm (7.2 in) 68°F (20°C) 3.6 inches (91 mm)
Jul 28°C (83°F) 179 mm (7 in) 74°F (23°C) 3.4 inches (87 mm)
Aug 28°C (82°F) 172 mm (6.8 in) 72°F (22°C) 2.7 inches (68 mm)
Sep 28°C (82°F) 212 mm (8.3 in) 65°F (18°C) 3 inches (77 mm)
Oct 27°C (81°F) 238 mm (9.4 in) 53°F (12°C) 2 inches (50 mm)
Nov 26°C (79°F) 141 mm (5.6 in) 41°F (5°C) 2 inches (51 mm)
Dec 25°C (78°F) 57 mm (2.3 in) 27°F (-3°C) 1.7 inches (44 mm)