Time Tripping is the growing trend of travelers seeking immersive experiences that transport them to another era. It isn’t about going faster or farther, it’s about going back.
From speakeasy-style soirées to Western-inspired retreats and golden-age glamour, these experiences let travelers reconnect with the magic of eras past:
For reliving… the glamour of the 1950s | Caribe Hilton (pictured)
Step into the glitz, glam, and tropical swagger of the 1950s at the legendary Caribe Hilton - the very first international Hilton hotel, famously dubbed the “Gateway to the Americas.” Since opening its doors in 1949, this Latin icon has played host to a dazzling list of stars and starlets, from Sophia Loren and Rita Moreno to Iris Chacón, who famously performed at the hotel’s buzzing Julianna’s nightclub. Elizabeth Taylor even honeymooned here. A Caribbean and pop culture institution, Caribe Hilton is also the birthplace of the piña colada — arguably the most famous cocktail of the century — invented at the hotel’s Beachcomber Bar in 1954. Now, fresh off its 75th anniversary, the hotel continues to blend timeless appeal with just the right dose of tropical nostalgia. This is where Old San Juan meets old-school glam.
For reliving… The ol' wild west | The Rusty Parrot Lodge & Spa
In an age of fast-paced getaways, the Rusty Parrot Lodge & Spa offers a timeless escape. Tucked away in the heart of Jackson, Wyoming, this family-run lodge blends luxury with the rugged charm of the Old Wild West. From handcrafted furnishings and western art to the warmth of a crackling fire after a day in the Tetons, it’s a place where modern comforts meet frontier nostalgia. For those looking to dive even deeper into the spirit, the lodge’s Cowboy Concierge is your personal guide to the Wild West - whether it’s lining up horseback rides through scenic trails, booking an Old Time Photo Shoot, or uncovering hidden gems only the locals know. The Rusty Parrot lets you slow down and reconnect with a simpler time and with yourself.
For reliving…the roaring 20’s | Room Nine01 at Hyatt Centric Las Olas
Secret passwords behind hidden doors, evoking classic Prohibition vibes with bites and libations to match. A whimsical cocktail menu with drink names like “Smoke & Mirrors” and “Last Word” is complemented by decor that throws it back to the roaring 1920s — bookshelves lined with vintage titles, a record player, plush velvet furniture, inspired playlists, antique artifacts and artwork. Welcome to Room Nine01 at Hyatt Centric Las Olas, a private experience by reservation only for up to 12 12guests…the nostalgia of exclusivity and secrets are found behind the room door.
For reliving… the analog age of awe | Analog Menu & Starbathing at Hotel Rangá
Before apps told us where to look or when to sleep, we looked to the stars — and Hotel Rangá invites guests to return to that slower, more wondrous time. Tucked along Iceland’s remote South Coast, this family-owned lodge is one of the best places in the world to stargaze. The experience is elevated with their Ultimate Star Bath: a private astronomy session under Iceland’s pristine night skies, complete with cozy blankets, an astro-inspired cocktail, and a personalized star map. For those wanting to fully disconnect from the digital age, the hotel’s Analog Menu takes guests even further back — with disposable cameras, a deck of cards, folklore-themed coloring books, and a hand-drawn map of the region. A handwritten postcard, mailed from the front desk, seals the experience.
For reliving… the days of postcard travel | Ecoventura
For those who yearn for those good ol’ days before you could post about your travels all over the Gram, back in a time when you could only share your adventures by sending off a cute postcard from every stop on your trip, then you have to head to the Galapagos for a little nostalgic magic. A trip to one of the world’s most protected destinations can almost feel like traveling back in time when you stop at the iconic Post Office Bay – a centuries-old sailor barrel where letters were once left by pirates and sailors for others to carry home, truly an OG mail delivery system! Today, travelers can still sift through postcards to find one addressed near their own town so they can pay it forward by hand-delivering it upon their return home, keeping the tradition alive. Guests aboard Ecoventura’s luxury 20-passenger mega-yacht are given beautiful custom postcards to address and leave behind in the barrel in return, so that you can send a message to a loved one back home and tell them about your epic trip of a lifetime! Overall, the experience is a heartwarming reminder that in our modern world, the best travel souvenirs are still often the ones you pass along with love by hand.
For reliving… the golden age of cinematic romance | The Westin Resort and Spa, Puerto Vallarta
When The Night of the Iguana was filmed on the rugged coastline of Mismaloya in the 1960s, it wasn’t just a movie; it was a cultural moment. Elizabeth Taylor and Richard Burton’s scandalous love affair turned Puerto Vallarta into a sultry escape for stars, artists, and wanderers in search of beauty, passion, and seclusion. Just an hour drive from that legendary film set, The Westin Resort and Spa, Puerto Vallarta captures the enduring allure of that era. Set on 14 acres of a former palm tree nursery, the resort feels like a hidden garden on the edge of the Pacific, a place where you can sip cocktails under swaying palms, enjoy a romantic beachfront sunset picnic, wander cobblestone streets nearby, and fall into your own timeless love story. It’s a glamorous nod to Puerto Vallarta’s past, with all the modern comforts of a barefoot-luxury beach retreat.
