Come along on an unforgettable adventure from the vibrant streets of Chicago to the sun-kissed shores of Gulfport. Our journey will traverse a tapestry of landscapes, from towering skyscrapers to rolling hills and tranquil waters. As we embark on this epic voyage, the rhythm of the rails will serenade us, connecting us to the heartland of America and the allure of the Gulf Coast.
Throughout our odyssey, history will unfold before our eyes. We'll delve into the bustling energy of Chicago, a city where dreams soar and innovation thrives. The charm of quaint towns will captivate us, inviting us to embrace their timeless stories and local flavors. As we journey southward, the landscape will transform, revealing the grandeur of nature's tapestry. Verdant forests will whisper secrets, while sparkling rivers and majestic mountains will ignite our sense of wonder.
Embracing the embrace of the Gulf Coast, we'll bask in the warmth of its sandy beaches and revel in the vibrant hues of its sunsets. The salty tang of the ocean breeze will invigorate our spirits, as we succumb to the allure of this coastal paradise. From bustling metropolises to serene coastal retreats, our journey from Chicago to Gulfport promises an extraordinary symphony of experiences, where the past, present, and future intertwine in a captivating tapestry of Americana.

Chicago

Chicago to Gulfport

Outdoor Activities

Sights & Landmarks

Food & Drink

Concerts & Shows

Fun & Games

Tours

Classes & Workshops

Other

Gulfport

Get ready for an exciting adventure as we embark on a road trip from Charlotte to Detroit, two vibrant cities bursting with history, culture, and entertainment. Along the way, we'll explore charming towns, marvel at stunning landscapes, and discover hidden gems that will create unforgettable memories.
Our journey will take us through the heart of America, passing through rolling hills, lush forests, and sparkling rivers. We'll visit historic battlefields, explore bustling metropolises, and immerse ourselves in the rich cultural heritage of the Midwest. Whether you're a history buff, an art enthusiast, or simply seeking adventure, this road trip promises something for everyone.
As we approach Detroit, the Motor City, we'll be greeted by towering skyscrapers, bustling streets, and a rich automotive history. We'll have the chance to visit iconic museums, explore vibrant neighborhoods, and experience the city's legendary music scene. So pack your bags, buckle up, and get ready for an unforgettable road trip from Charlotte to Detroit!

Charlotte

Charlotte to Detroit

Shopping

Nature & Parks

Spas & Wellness

Museums

Nightlife

Detroit

Embark on an epic journey that whisks you away from the bustling metropolis of Chicago to the charming city of Rochester. This adventure will lead you through diverse landscapes, immersing you in a tapestry of natural wonders and cultural treasures.
Your adventure begins in the heart of the Midwest, where Chicago unfolds before you with its towering skyscrapers and vibrant urban scene. As you leave the city behind, you'll traverse vast farmlands, the rolling hills dotted with quaint towns and picturesque countryside. This region, steeped in American agriculture, unveils the bounty of the heartland.
As you continue east, the landscape transforms into rolling hills and dense forests. The Midwest's rural charm gives way to the rugged beauty of the Appalachian Mountains. Winding roads lead you through lush valleys, past sparkling streams, and up to breathtaking vistas that showcase the region's natural splendor.

Chicago to Rochester

Casinos & Gambling

Traveler Resources

Rochester

This amazing road trip is full of beautiful scenery and one-of-a-kind places to see. You’ll pass by serene lakes, rolling green hills, and charming small towns. Along the way, there are plenty of opportunities to stop and take in the sights or grab a bite to eat at a local restaurant.
Once you reach your destination, you’ll have plenty to keep you entertained. You could explore the area's many museums, take a walk through the picturesque downtown, or catch a thrilling sporting event. No matter what you choose to do, you're sure to have an unforgettable adventure.
The drive itself is approximately 227 miles and takes about 3 hours and 30 minutes without stops. So, sit back, relax, and enjoy the ride. The journey is just as exciting as the destination!

Chicago to Green Bay

Green Bay

Miami

Miami to Muskegon

Muskegon

Get ready for an epic road trip from the glitz and glamour of Los Angeles to the vibrant streets of Grand Rapids! Buckle up and embark on a journey filled with diverse landscapes, historical landmarks, and unforgettable experiences.
Along the way, you'll traverse the sun-kissed beaches of Southern California, marvel at the towering skyscrapers of Las Vegas, and soak in the natural beauty of the Rocky Mountains. Each stop offers a unique charm, from the cultural tapestry of Albuquerque to the serene shores of Lake Michigan.
As you approach your final destination, embrace the welcoming spirit of Grand Rapids, a city brimming with art, culture, and outdoor adventures. From exploring the banks of the Grand River to admiring the colorful murals adorning the city streets, Grand Rapids promises an unforgettable culmination to your cross-country adventure.

Los Angeles

Los Angeles to Grand Rapids

Grand Rapids

Hop aboard and prepare yourself for an unforgettable adventure as we embark on an exciting journey from the bustling city of Chicago to the vibrant metropolis of Detroit. Along the way, you'll witness diverse landscapes, discover fascinating stories, and create memories that will last a lifetime.
Our journey begins in the heart of the Windy City, where towering skyscrapers pierce the sky and the energy of the city seeps into every corner. As we leave Chicago behind, we'll traverse vast stretches of verdant farmlands, rolling hills, and sparkling lakes. Along the way, you'll have the chance to delve into the rich history and culture of the Midwest, uncovering hidden gems and stories that have shaped the region.
As we approach Detroit, the landscape transforms into a bustling urban hub. Get ready to explore the Motor City, renowned for its automotive heritage and vibrant arts and culture scene. From iconic landmarks to hidden gems, Detroit offers a captivating blend of past and present, innovation and creativity. Prepare to be amazed as we uncover the many facets of this dynamic city, leaving you with a newfound appreciation for its spirit and charm.

Chicago to Detroit

Aboard the train, you'll have access to a variety of amenities to keep you comfortable and entertained during your journey. Each seat is equipped with a personal entertainment system, so you can watch movies, play games, or listen to music. There's also a dining car where you can purchase meals and snacks, as well as a lounge car where you can relax and socialize with other passengers.
The train will make several stops along the way, giving you the opportunity to stretch your legs and explore different cities. You'll have time to visit museums, historical sites, and other attractions. You can also take advantage of the train's Wi-Fi service to stay connected with friends and family back home.
At the end of your journey, you'll arrive in Enterprise, where you can continue your travels or simply relax and enjoy the scenery. The choice is yours!

Chicago to Enterprise

Water & Amusement Parks

Enterprise

We're excited to announce our upcoming trip from Detroit to Bloomington! This thrilling adventure will take us through a diverse and captivating landscape, promising an unforgettable experience. Get ready to marvel at the wonders of nature, explore vibrant cities, and create memories that will last a lifetime.
Along the way, we'll discover hidden gems and iconic landmarks, immersing ourselves in the rich tapestry of culture and history that defines this region. From bustling metropolises to serene countryside escapes, every destination promises a unique charm and unforgettable encounters. We'll encounter friendly locals, savor delicious cuisine, and uncover the stories that have shaped this incredible part of the world.
As we journey from Detroit to Bloomington, we'll traverse rolling hills, lush forests, and sparkling waterways, each offering a breathtaking canvas for nature's artistry. We'll feel the pulse of vibrant cities, where towering skyscrapers and bustling streets tell tales of progress and innovation. And we'll retreat to tranquil havens, where nature's symphony soothes the soul and invites us to connect with the wonders of the natural world.

Detroit to Bloomington

Bloomington

Get ready for an exciting adventure from the bustling streets of Chicago to the charming city of Grand Rapids! Our journey will take us through a diverse landscape of rolling hills, sparkling rivers, and vibrant cities. Along the way, we'll discover hidden gems, explore cultural treasures, and create memories that will last a lifetime.
As we leave the towering skyscrapers of Chicago behind, we'll embark on a scenic drive through the picturesque countryside. The rolling green hills and lush forests will provide a serene backdrop for our journey. We'll make stops at charming towns, where we can stretch our legs and soak in the local atmosphere. As we approach Grand Rapids, the landscape will transform into a vibrant urban hub.
Grand Rapids welcomes us with open arms, offering a blend of modern attractions and historic charm. We'll explore the city's thriving arts and culture scene, visit fascinating museums, and stroll through beautiful parks. As we wander through the streets, we'll uncover the rich history and heritage that make Grand Rapids a truly unique destination.

Chicago to Grand Rapids

Hop aboard an unforgettable adventure as we embark on a journey through the heart of the Midwest, from the bustling metropolis of Chicago to the picturesque city of St. Paul. Along the way, we'll traverse rolling hills, glistening lakes, and charming towns, each with its own unique story to tell.
Our adventure begins in the vibrant city of Chicago, a hub of culture, architecture, and entertainment. From the iconic Willis Tower to the bustling Magnificent Mile, Chicago offers a captivating blend of urban excitement and historical charm. As we venture northward, we'll pass through the serene landscapes of Illinois and Wisconsin, where lush greenery and sparkling waterways create a tranquil backdrop. The gentle rhythm of train travel will allow us to soak in the beauty of our surroundings and connect with fellow travelers.
As we approach our destination, the Twin Cities of Minneapolis and St. Paul emerge on the horizon. St. Paul, the state capital of Minnesota, boasts a rich history, vibrant arts scene, and beautiful parks along the Mississippi River. Whether you're eager to explore its cultural treasures or simply relax amidst its natural beauty, St. Paul offers a warm and welcoming experience.

Chicago to St. Paul

St. Paul

Get ready for an epic adventure that will take you from the bustling streets of Los Angeles to the tranquil shores of Muskegon. This unforgettable journey will span across diverse landscapes, from sun-kissed beaches to towering mountains. You'll witness the vibrant energy of major cities and the serene beauty of coastal towns. Along the way, you'll have the opportunity to explore iconic landmarks, discover hidden gems, and create memories that will last a lifetime.
As you embark on this cross-country adventure, you'll traverse through a myriad of terrains. You'll encounter rolling hills, vast deserts, and majestic mountain passes. The journey will offer a glimpse into the diverse tapestry of the American landscape, allowing you to appreciate the natural wonders that each region has to offer.
Throughout your travels, you'll have the chance to immerse yourself in the local culture and history of each destination. Visit bustling cities brimming with cultural attractions, savor the flavors of regional cuisines, and connect with friendly locals who will share their stories and traditions. This is a journey that promises a captivating blend of exploration, discovery, and unforgettable experiences.

Los Angeles to Muskegon

Hey, I found a trip that will take you on a breathtaking adventure. We'll travel along the shimmering shores of Lake Michigan, where the gentle waves whisper secrets to the sandy beaches. As we journey inland, lush forests will envelop us, their emerald canopies reaching towards the heavens like a living tapestry. Along the way, we'll encounter quaint towns and bustling cities, each with its own unique charm and story to tell. Whether you're an avid explorer or simply seeking a memorable escape, this trip promises an unforgettable experience.
As we approach the midway point of our journey, the landscape transforms into a vibrant tapestry of rolling hills and sparkling rivers. Picturesque farmsteads dot the horizon, their fields a patchwork of vibrant hues. The air fills with the sweet scent of wildflowers and the cheerful chorus of birdsong. We'll have ample opportunities to stretch our legs, breathe in the fresh air, and capture the beauty of our surroundings with our cameras.
Prepare to be captivated as we reach our final destination: a bustling city where history, culture, and modern amenities converge. Here, we'll explore fascinating museums, savor delectable cuisine, and immerse ourselves in the vibrant arts scene. This metropolis offers something for everyone, whether you seek adventure, relaxation, or intellectual stimulation. It's the perfect culmination to our extraordinary journey, leaving us with cherished memories and a newfound appreciation for the beauty and diversity of our surroundings.

Chicago to Kalamazoo

Kalamazoo

Get ready for an exciting adventure as we embark on a journey from the bustling city of Chicago to the vibrant streets of Cleveland. Along the way, we'll discover hidden gems, marvel at breathtaking landscapes, and create memories that will last a lifetime. Buckle up and let's hit the open road!
As we leave Chicago behind, we'll traverse through rolling hills and lush greenery, passing by charming towns and quaint villages. The scenery will transform before our eyes, from towering skyscrapers to serene countryside vistas. We'll make pit stops at local eateries, savoring the flavors of each region and learning about the unique cultures that shape this diverse landscape.
As we approach Cleveland, the cityscape will gradually emerge, signaling our arrival in this thriving metropolis. The air will buzz with excitement as we explore its vibrant neighborhoods, discover its rich history, and immerse ourselves in the local arts and entertainment scene. Whether you're a seasoned traveler or embarking on your first road trip, this journey promises to be filled with unforgettable experiences and a newfound appreciation for the beauty and diversity of our surroundings. Let's roll!