Milwaukee Trip Planner Are you planning a trip to Milwaukee? Start planning your itinerary on GAFFL. Here’s how:

Pick A Trip Type

Click on “Start A Trip” and pick your Trip Type

Choose Your Destination

Choose Milwaukee as your destination and select how long your trip in Milwaukee will be

Input Your Trip Details

Create a title for your trip and describe it by including things you will do and places you will visit in Milwaukee

Start Your Trip

Select a meet up point and if other users on GAFFL like your trip itinerary, they can request to connect and meet up with you in Milwaukee
allison
allison
Join allison for this road trip to Chicago
Chicago
Jun 8, 2025 - Jun 29, 2025 (Flexible)
*Update : I have one more spot confirmed and two who are interested. Any others interested will b...
Vaviviz
Vaviviz
Explore Chicago with Vaviviz
Chicago
Jun 20, 2024 - Feb 12, 2025
Join me on an adventure to explore the vibrant city of Chicago 🌆🎉! I'll be traveling fro
Ivan
Ivan
Explore Chicago with Ivan
Chicago
Dec 26, 2024 - Jan 30, 2025 (Flexible)
New to this.... I'm planning a solo trip from Houston Tx to Chicago... then ai will be taking Amt...
Nicole
Nicole
Join Nicole on his Adventure Travel to Chicago
Chicago
May 20, 2025 - May 26, 2025
Hi! I am looking for somebody (woman please I am in a relationship currebtly) to travel with me t...

Krista
Krista
verification-badge Verified
Connect with Krista to meet up for coffee or drink
Connect with Krista to know about the hidden gems of Milwaukee
Connect with Krista to explore Milwaukee together
Milwaukee
I can show you awesome places that are diamonds in the rough around here or even show you the bes...
angela
angela
Connect with angela to meet up for coffee or drink
Connect with angela to know about the hidden gems of Racine, WI 53405, USA
Connect with angela to explore Racine, WI 53405, USA together
Connect and lend angela's vehicle or get a ride
Racine, WI 53405, USA
let's get a cup of Java and chat. I can Give rides when I can. got a question or advice? I'll do...
Ivane
Ivane
verification-badge Verified
Connect with Ivane to meet up for coffee or drink
Connect with Ivane to know about the hidden gems of Lake Geneva, Wisconsin
Connect with Ivane to explore Lake Geneva, Wisconsin together
Connect and use Ivane's travel and outdoor equipment
Lake Geneva, Wisconsin
Geneva is located at the crossrods between dozens of different people, tribes and nations across ...
Bill
Bill
Connect with Bill to meet up for coffee or drink
Connect with Bill to know about the hidden gems of Wisconsin, United States
Connect with Bill to explore Wisconsin, United States together
Wisconsin, United States
Always interested in meeting other who love the idea of traveling
Michael
Michael
verification-badge Verified
Connect with Michael to know about the hidden gems of Wisconsin, United States
Connect with Michael to explore Wisconsin, United States together
Wisconsin, United States
I would like to hear your life story or stories of your travels and exchange experiences in hopes...
Mark
Mark
Connect with Mark to meet up for coffee or drink
Connect and stay in Mark's home
Connect with Mark to know about the hidden gems of Wisconsin, United States
Connect with Mark to explore Wisconsin, United States together
Connect and lend Mark's vehicle or get a ride
Wisconsin, United States
Miles of hiking trails...beautiful scenery...best trout finishing in the US...explore the Mississ...
Noah
Noah
Connect with Noah to explore Madison, WI, USA together
Madison, WI, USA
Want advice on where to go or to join whatever fun activities I’m usually doing? Must be prepared...
Adrienne
Adrienne
Connect with Adrienne to meet up for coffee or drink
Connect with Adrienne to know about the hidden gems of Madison, WI, USA
Connect with Adrienne to explore Madison, WI, USA together
Madison, WI, USA
I’ve lived in Madison for 15 years and I know the city, restaurants and outdoor attractions super...

Adrian
Adrian
Quebec City
Male, Age 59
Verified by
Retired CAF Military starting my next 12 year plan of hiking.
Bill
Bill
Cleveland
Male, Age 42
Verified by
I’ve travelled a lot for work. Now I have more free time and I’m interested in active travel and ...
Mark
Mark
Tulsa
Male, Age 66
Verified by
I love traveling and experiencing new things. I have accomplished a lot in my life, from learning...
Michaela
Michaela
Grand Rapids, Michigan
Female, Age 23
Verified by
Looking for some trustworthy girls to adventure with! I'm pretty laid back and easy to get along ...
Dmitry
Dmitry
Dallas
Male, Age 52
Verified by
An unbound curious consciousness. instead of alpha, a fountain of love, joy and silliness #Ethereum
RG
RG
Windsor
RG
Male, Age 38
Verified by
I’m a single educator from India, living and working in Toronto. I’m traveling to UK July 1-8 and...
Matthew
Matthew
Alexandria, Virginia
Male, Age 51
Verified by
Camper hiker biker all around fun guy.
Noah
Noah
Atlanta
Male, Age 37
Verified by
Successfully visited all 50 states and now I need to visit all 7 continents!!

FAQ

Why is GAFFL the best website/app for planning a trip to Milwaukee ?

It is completely free to start planning your trip to Milwaukee on GAFFL. You can keep all of your trip details in one place, including things you’ll do, places you’ll visit, where you’ll stay, and when you’ll fly. Also, after you’ve planned your trip, GAFFL helps you connect with other like-minded travelers planning a similar trip at the same time as you.

How do I plan a trip to explore different cities on GAFFL?

Planning a trip to explore cities on GAFFL is entirely free and very easy. Click on ‘Start A Trip’ and select ‘Explore Cities’ as your trip type. Then after providing your current location, select the city you want to plan your trip to. Create a title for your city exploration trip and describe things you’ll want to do and places you will want to visit. Then select a public place as a meetup point before or during your trip. You can also book hotels in that city and flights to that city and keep the information stored within your trip itinerary. Someone planning a similar trip can request to connect, meet up, share costs, and explore the city with you.

How can I plan a road trip to Milwaukee on GAFFL?

Planning a road trip to Milwaukee is completely free on GAFFL. Click on ‘Start A Trip’ and select ‘Road Trip’ as your trip type. Then choose where you’re planning to start your road trip and where you want to finish it. Create a title for your road trip and describe things you’ll do and places you want to visit while on the road. Then select a public place as a meetup point before or during your trip. Someone planning a similar road trip can request to connect with and together you can split costs for things like rental cars and lodging.

How do I plan a backpacking or hiking trip on GAFFL?

Planning a backpacking/hiking trip is absolutely free on GAFFL. Click on ‘Start A Trip’ and select ‘Adventure Travel’ as your trip type. Then choose your specific destination or a hiking trail and select the duration of your trip. Name your upcoming backpacking/hiking trip with a title and let others know the details of the trip in the description. Then select a meetup point in a public place. If other adventurers like your trip, they can request to connect and meetup with you.