Prepare to be amazed as we embark on an unforgettable journey from the bustling metropolis of Chicago to the tropical paradise of your dreams. Along the way, we'll immerse ourselves in vibrant cultures, encounter breathtaking natural wonders, and create memories that will last a lifetime.
Our adventure begins in the heart of the Windy City, where towering skyscrapers and bustling streets paint a vibrant tapestry of urban life. We'll explore iconic landmarks, savor delectable cuisine, and soak up the city's infectious energy. From here, we'll embark on a scenic drive, winding through picturesque countryside and charming small towns.
As we approach our destination, the landscape transforms into a tropical paradise, where swaying palm trees, crystal-clear waters, and white-sand beaches beckon us to embrace the tranquility of island life. We'll bask in the warm sunshine, swim in azure seas, and indulge in the flavors of local delicacies. Whether you seek adventure or relaxation, this extraordinary journey offers an unforgettable fusion of urban excitement and tropical serenity.

Chicago

Chicago to Paradise

Sights & Landmarks

Concerts & Shows

Museums

Outdoor Activities

Fun & Games

Food & Drink

Spas & Wellness

Water & Amusement Parks

Shopping

Nightlife

Tours

Other

Nature & Parks

Paradise

Get ready for an unforgettable adventure as we soar through the skies from the vibrant city of Phoenix to the majestic Rocky Mountains of Denver! Along the way, we'll marvel at breathtaking landscapes, each one a unique tapestry of nature's artistry. From the sun-kissed deserts of Arizona to the towering peaks of Colorado, our journey will be a symphony of colors, textures, and awe-inspiring vistas.
As we ascend above the clouds, we'll gaze out our windows at a world transformed. Below us, the patchwork of farmland and cities will give way to vast expanses of untamed wilderness. The Grand Canyon, a natural wonder carved by time and water, will stretch out before us, its sheer walls and vibrant hues a testament to the power of nature. We'll witness the rugged beauty of the Colorado Plateau, its mesas and canyons painting a captivating panorama.
As we approach Denver, the Rocky Mountains will rise into view, their snow-capped peaks piercing the heavens. We'll descend through the foothills, passing by charming towns and sparkling rivers. The city of Denver, nestled at the base of the mountains, will welcome us with open arms, its vibrant culture and stunning scenery promising an unforgettable end to our aerial adventure.

Phoenix

Phoenix to Denver

Denver

Prepare yourself for an epic adventure as we embark on an unforgettable journey from the vibrant streets of Houston to the enchanting greenery of Portland. Along the way, we'll traverse a tapestry of landscapes, each boasting its own unique charm. From bustling cities to serene backroads, our path will wind through a kaleidoscope of experiences that will leave you breathless.
As we leave the bustling metropolis of Houston behind, we'll venture into the heart of Texas, where vast expanses of rolling hills meet endless skies. Here, we'll witness the rugged beauty of the Lone Star State, exploring its historic landmarks and charming towns. As we continue our westward journey, the landscape will gradually transform, giving way to the majestic Rocky Mountains. We'll marvel at their towering peaks and lush valleys, their grandeur a testament to nature's artistry.
Finally, we'll reach our destination in Portland, a city renowned for its vibrant culture, natural beauty, and laid-back lifestyle. Immerse yourself in the vibrant atmosphere of this Pacific Northwest gem, where towering trees, lush parks, and a thriving culinary scene await your discovery. Whether you're an avid adventurer or simply seeking a peaceful escape, this journey promises to create memories that will last a lifetime.

Houston

Houston to Portland

Traveler Resources

Portland

Get ready for an unforgettable adventure as we embark on an epic journey from the vibrant streets of Miami to the historic charm of Baltimore. Along the way, we'll traverse diverse landscapes, from sun-kissed beaches to rolling hills, and encounter a captivating blend of cultures and traditions. From the lively rhythms of Miami's salsa scene to the soulful melodies of Baltimore's jazz clubs, this adventure promises a symphony of sensory delights.
Prepare to be amazed by the architectural wonders that grace both cities. Miami's iconic Art Deco buildings stand as vibrant testaments to a bygone era, while Baltimore's stately row houses exude a timeless elegance. As we delve into the heart of these urban gems, we'll uncover hidden courtyards, charming boutiques, and tantalizing culinary experiences that will leave you craving more. But our journey extends beyond the bustling metropolises. We'll venture into picturesque countryside, where rolling hills meet pristine rivers, and quaint towns beckon us to explore their rich heritage.
Along the way, we'll encounter a kaleidoscope of characters, each with their own unique story to tell. From local artisans showcasing their handmade crafts to historians sharing tales of the past, we'll gain a deeper appreciation for the diverse tapestry of life that weaves together the vibrant fabric of these two distinct regions. So, fasten your seatbelts, pack your sense of adventure, and get ready to embark on an extraordinary journey that will create memories to last a lifetime.

Miami

Miami to Baltimore

Baltimore

Prepare yourself for an epic adventure as we embark on an unforgettable journey from the bustling streets of Los Angeles to the charming city of Portland. Along the way, we'll traverse diverse landscapes and discover hidden gems that will leave you in awe.
Our adventure begins in the City of Angels, where we'll soak up the vibrant atmosphere and immerse ourselves in the entertainment capital of the world. From iconic landmarks to world-class museums, Los Angeles offers a captivating blend of culture and excitement.
As we make our way towards the Pacific Northwest, we'll encounter breathtaking vistas and coastal wonders. The picturesque scenery will unfold before our eyes, with towering mountains, tranquil beaches, and rugged cliffs creating an unforgettable tapestry. The journey will be filled with laughter, discovery, and the creation of memories that will last a lifetime.

Los Angeles

Los Angeles to Portland

Prepare to journey from the vibrant coastal metropolis of San Diego to the stately heart of Washington. Our epic adventure will take us through diverse landscapes, revealing a tapestry of natural wonders and historic landmarks. Along the way, we'll traverse towering mountain ranges, sprawling deserts, and shimmering rivers, each holding its own unique story.
Discover the hidden gems of charming small towns and bustling cities alike. Immerse yourself in the vibrant cultures and traditions that weave together the fabric of our nation. From the sun-kissed beaches of the Pacific to the hallowed halls of power, our journey will be a testament to the rich diversity and resilience that define our great country.
As we make our way across the vast expanse, we'll have the opportunity to delve into the stories that have shaped our shared heritage. From the struggles of pioneers to the triumphs of modern-day innovators, we'll explore the events that have forged our national character. Join us on this extraordinary expedition, where every mile traveled brings a new perspective and a deeper appreciation for the beauty and spirit of America.

San Diego

San Diego to Washington

Washington DC

Prepare to embark on an epic journey through the heartland of America, from the bustling metropolis of Chicago to the picturesque city of Spokane. We'll traverse a vast expanse of rolling hills, shimmering lakes, and towering mountains, witnessing the country's rich diversity along the way.
As we depart from the Windy City, skyscrapers will give way to endless fields and charming small towns. The mighty Mississippi River will guide our path, its waters glistening in the sunlight. We'll explore hidden gems, encounter friendly locals, and soak up the vibrant culture of the Midwest.
Continuing westward, the landscape will transform into a breathtaking tapestry of towering mountains, ancient forests, and sparkling lakes. We'll marvel at the rugged beauty of the Rockies, hike amidst towering trees, and discover hidden waterfalls nestled within pristine wilderness. As we approach our destination, the Spokane River will welcome us into the city adorned with parks, museums, and vibrant nightlife, marking the end of our unforgettable adventure.

Chicago to Spokane

Spokane

Get ready for an unforgettable journey that takes you from the vibrant streets of Los Angeles to the sun-kissed beaches of Tampa. This epic adventure will span across diverse landscapes, each with its unique charm and allure. Along the way, you'll encounter bustling cities, serene deserts, and breathtaking mountains, creating a tapestry of memories that will last a lifetime.
As you embark on this incredible voyage, you'll witness the ever-changing scenery through your window, marveling at the vastness and beauty of our nation. From the towering skyscrapers and iconic landmarks of Los Angeles to the lush greenery and sparkling waters of Tampa, each destination will captivate your senses and leave an imprint on your heart. It's a journey that promises adventure, discovery, and a deeper appreciation for the wonders that lie within our borders.
Whether you're an experienced traveler or embarking on your first grand adventure, this Los Angeles to Tampa expedition is an experience you won't soon forget. The memories you create along the way will become cherished keepsakes, and the lessons you learn will shape your outlook on the world. So, get ready to embrace the unknown, immerse yourself in new cultures, and embark on a journey that will transform you in ways you never imagined.

Los Angeles to Tampa

Tampa

Prepare for an unforgettable journey as we embark on an extraordinary adventure that spans miles of breathtaking landscapes, from the bustling metropolis of New York to the tranquil shores of Bremerton. Throughout our adventure, we'll traverse vast expanses, witness nature's wonders, and unravel the rich tapestry of history that intertwines along our path. Be ready to immerse yourself in the vibrant energy of cities, marvel at the grandeur of mountains, and embrace the serenity of coastal vistas.
Along our route, we'll encounter a symphony of cultures and traditions, each adding its unique flavor to the overall tapestry of our experience. From the iconic landmarks and vibrant streets of urban centers to the charming towns and pristine wilderness that dot the landscape, we'll delve into the heart of America, discovering its diverse heritage and vibrant spirit. As we traverse the nation's heartland, we'll uncover hidden gems and witness firsthand the indomitable spirit that has shaped this great land.
Our journey will not only be a physical adventure but also an emotional and intellectual odyssey. We'll gain a deeper understanding of the nation's past, present, and future as we delve into its history, explore its cultural fabric, and engage with its people. Through interactions with locals, visits to historical sites, and immersive experiences, we'll gain a profound appreciation for the rich legacy that has shaped this nation and the boundless opportunities that lie ahead.

New York

New York to Bremerton

Bremerton

A fun trip awaits, starting from a vibrant city and ending in a bustling town. Get ready to travel from a metropolis filled with skyscrapers and renowned for its space exploration to a lively city known for its rich history, cultural attractions, and architectural landmarks.
As the journey unfolds, you'll traverse diverse landscapes, passing through sprawling plains and picturesque countryside. Embrace the ever-changing scenery as you make your way towards your destination. Along the way, stop at charming towns and uncover their hidden gems, immersing yourself in their unique local cultures and savoring the flavors of regional cuisines.
The journey concludes in a city brimming with vitality and brimming with attractions. Explore renowned museums, stroll along picturesque streets, and discover the city's distinctive character. Whether you prefer bustling markets, serene parks, or captivating historical sites, this destination promises an unforgettable experience.

Houston to Buffalo

Boat Tours & Water Sports

Buffalo

Prepare yourself for an unforgettable journey, where rolling hills meet enchanting forests, and the vibrant cities buzz with life. Embark on a road trip filled with endless possibilities, where each mile unveils its own unique charm. As you glide along the scenic highways, let the breathtaking panorama captivate your senses, and uncover the hidden gems that lie just off the beaten path.
Immerse yourself in the vibrant tapestry of local cultures, where Southern hospitality intertwines with the energetic pulse of modern metropolises. Discover historic landmarks that whisper tales of the past, and marvel at architectural wonders that soar towards the heavens. Engage with friendly locals eager to share their stories and traditions, making your journey a truly enriching experience.
Along the way, indulge in culinary delights that tantalize your taste buds, from mouthwatering barbecue to fresh seafood specialties. Relax in cozy cafes amidst the aroma of freshly brewed coffee and the laughter of friends. As the sun dips below the horizon, surrender to the tranquility of nature, where starlit skies paint a celestial masterpiece above you.

Columbus

Columbus to Raleigh

Raleigh

Hop aboard an exciting adventure as we embark on a journey that promises to captivate your senses. Escape the bustling city lights of Chicago and immerse yourself in the serene landscapes that unfold before you. Travel through a tapestry of vibrant countrysides, where rolling hills gracefully meet the horizon. Delight in the kaleidoscope of colors painted across the fields, a symphony of nature's artistry.
As you delve deeper into the heartland, the landscape transforms into a patchwork quilt of fertile farmlands. Marvel at the towering cornstalks standing as silent sentinels, their emerald blades swaying gently in the summer breeze. Witness the gentle grazing of cattle, their contented murmurs adding a tranquil melody to the rural symphony. Discover charming towns nestled amidst the countryside, each with its unique character and hidden gems waiting to be explored.
Conclude your journey in the vibrant city of Indianapolis, a melting pot of culture and history. Immerse yourself in the city's rich heritage as you explore its captivating museums and monuments. Discover its thriving arts scene, where creativity flourishes in every corner. Indulge in culinary delights at renowned restaurants, savoring the flavors of the Midwest. The city pulses with energy, offering a vibrant blend of urban sophistication and Midwestern charm, the perfect culmination to an unforgettable journey.

Chicago to Indianapolis

Classes & Workshops

Indianapolis

Get ready for an epic adventure from the vibrant streets of Chicago to the magical world of Kissimmee! Along the way, you'll embark on a journey filled with endless possibilities and unforgettable experiences. Embrace the adventure as you venture through bustling cities, picturesque landscapes, and enchanting destinations. Each mile will be a chapter in your travel story, filled with unique encounters and memories to cherish forever. Prepare yourself for an extraordinary odyssey that will leave an everlasting mark on your soul.
As you cruise through the heartland of America, immerse yourself in the rich tapestry of diverse cultures, iconic landmarks, and hidden gems. Discover the hidden treasures nestled within charming towns and vibrant metropolises. Marvel at the architectural wonders that grace the skylines of major cities, each telling a tale of innovation and human ingenuity. Indulge in the flavors of local cuisines, tantalizing your taste buds with a symphony of culinary delights. From bustling markets to cozy cafes, every meal will be an adventure in itself.
Immerse yourself in the wonders of nature as you traverse through majestic mountains, serene lakes, and sprawling plains. Feel the wind in your hair and the sun on your skin as you embark on breathtaking hikes, bike rides, and kayaking excursions. Witness the grandeur of cascading waterfalls, explore hidden coves, and marvel at the kaleidoscope of colors that paint the sky at sunset. Embrace the tranquility of nature's embrace, creating memories that will last a lifetime.

Chicago to Kissimmee

Kissimmee

Get ready for an unforgettable adventure as we embark on an epic journey from the vibrant city of Austin to the breathtaking wilderness of Anchorage. Along the way, we'll traverse diverse landscapes, encounter fascinating wildlife, and create memories that will last a lifetime. From the bustling streets and live music of Austin to the serene beauty of Alaska's Denali National Park, this journey promises an unparalleled exploration of America's vast and varied natural wonders.
As we make our way northward, we'll witness the transition from lush greenery to towering mountains and shimmering glaciers. We'll encounter friendly locals, learn about different cultures, and discover hidden gems off the beaten path. Along the way, we'll have the chance to spot majestic wildlife, such as majestic eagles soaring overhead, playful dolphins frolicking in the waves, and curious bears roaming through dense forests. Each day will bring new adventures and unforgettable experiences, leaving us with a deep appreciation for the incredible beauty and diversity of our continent.
As we approach our final destination in Anchorage, we'll be awestruck by the breathtaking scenery that surrounds us. The majestic peaks of the Alaska Range will tower over us, inviting us to explore their rugged trails and witness the awe-inspiring Northern Lights. With every step we take, we'll be immersed in the pristine wilderness of Alaska, where nature reigns supreme and adventure awaits around every corner.

Austin

Austin to Anchorage

Anchorage

Get ready for an epic adventure, where skyscrapers meet cobblestone streets, and the shores of Lake Michigan give way to the Atlantic Ocean. Embark on a journey that will connect you with the vibrant heart of the Midwest and the historic charm of New England. Allow yourself to be swept away by the whirlwind of discovery as you explore two iconic American cities, each with its unique story to tell. This journey promises an unforgettable tapestry of experiences, leaving you with memories that will last a lifetime.
Prepare to be amazed by the architectural grandeur of Chicago, a city that reaches for the sky with its towering skyscrapers and captivates with its vibrant energy. Immerse yourself in the cultural mosaic of Boston, where history whispers through cobblestone streets and academic excellence thrives in hallowed halls. Discover the hidden gems waiting to be uncovered in these two metropolises, where art, music, and culinary delights converge to create a symphony of urban experiences.
As you make your way from the bustling streets of Chicago to the charming allure of Boston, marvel at the transformation of the landscape. Witness the serene embrace of rolling countryside, where nature's beauty unfolds in endless vistas. Gaze upon the vast expanse of Lake Michigan, glistening like a jewel under the sun's caress. Allow the rhythm of the train to carry you through picturesque towns and enchanting villages, each with its own captivating tale to share.