Rich & Homeless YouTube
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In this episode of Rich & Homeless on YouTube, Derek and Amy share their decision to sell their home and nearly all their possessions to embrace a minimalist lifestyle and travel full-time for at least two years. They reflect on the emotional and practical aspects of downsizing, from letting go of material attachments to overcoming societal norms about success and wealth. They emphasize the freedom and personal growth that comes from valuing experiences over possessions, as well as their excitement for new adventures and cultural immersion. While acknowledging the challenges of nomadic life, such as logistical mishaps and adapting to unfamiliar environments, they view these as opportunities for growth and connection. Ultimately, they aim to prioritize meaningful memories, deeper relationships, and a life of exploration over the comforts and constraints of homeownership.
In this episode of Rich & Homeless on YouTube, Derek and Amy take viewers through their five-day journey in the Azores, showcasing the island’s stunning landscapes, adventurous activities, and unique culture. From exploring natural thermal pools and Europe’s only tea plantations to canyoning down waterfalls and sampling volcanic-cooked cuisine, they highlight the mix of adrenaline-pumping and tranquil experiences the Azores offers. They share candid moments of travel mishaps, including navigating steep roads, minor car troubles, and spontaneous encounters with fellow travelers. While reflecting on the beauty and challenges of island life, they emphasize the value of embracing adventure, connecting with nature, and savoring local culture. Through their experiences, they inspire others to consider the Azores as a destination for both relaxation and exploration.
Looking for unforgettable adventures and amazing connections? YOLO is the answer! Explore our upcoming group trips and join the club for free by filling out the form below. Let’s turn your travel dreams into reality!
Indulge in a luxurious escape to the stunning Sandals Barbados resort, where you’ll be greeted by pristine white sand beaches, fine dining experiences, and all-inclusive activities that will keep you entertained from sunrise to sunset. Enjoy nightly entertainment and vibrant nightlife, all while taking advantage of unbeatable group rate pricing for our early December 2025 YOLO Group Trip. With shared amenities between Sandals Barbados and Sandals Royal Barbados, you’ll have access to double the fun and relaxation. Book now for an unforgettable vacation experience!
All aboard for the most magical YOLO trip yet—a 7-day European river cruise that’ll have you feeling all the festive vibes! Imagine gliding through storybook towns lit up like holiday dreams, with mulled wine in hand and a soundtrack of jingle bells. Explore Christmas markets bursting with handmade treasures, cozy treats, and enough holiday cheer to keep your spirit glowing all year. This isn’t your average getaway—it’s a mid-December 2025 adventure packed with laughter, luxury, and a touch of holiday magic. Let’s make this the most unforgettable “You Only Live Once” trip ever—who’s in? Join waitlist below!
The cruise goes inside Glacier Bay National Park! Only two cruise ships a day are allowed to enter the park. Holland America Line and Princess Cruises hold concession contracts to operate about 71 percent of the Glacier Bay visits. Balcony rooms will sell out fast!
Embark on a breathtaking journey through the majestic landscapes of Alaska with our YOLO Group Trip Alaskan Cruise. Departing from Whittier and concluding in the vibrant city of Vancouver, this cruise offers an extraordinary opportunity to explore the stunning Glacier Bay National Park, a rare gem that few cruise lines include in their itineraries. Extend your adventure with an optional land tour at the beginning of the trip. Secure your spot now and experience the awe-inspiring beauty of Alaska from the comfort of a balcony room, but hurry—these coveted rooms will sell out fast!