Watch Episode We’re about two-thirds of the way through our 21-day tour of Southeast Asia and so far we’ve experienced the beautiful city of Singapore, the world’s oldest Chinatown in Manila, the tribal lagoons of Coron, and the resort-heavy island of Boracay. Today, we’re packing up and heading southeast to experience the natural wonders of Bohol—and to find out why this destination is one of the most popular in the Philippines. But once again, getting there means first flying back up to Manila and then catching the connecting flight back down. Unlike the tiny island of Boracay that we just ..read more

Watch the Episode After spending several days each in Singapore, and then Manila and Coron Island in the Philippines, we’re swapping the adventure of private lagoon houseboat life for the luxurious resort life of Boracay. This 10-square-mile hotspot was named the best island in the world by Travel + Leisure magazine thanks to its white sand beaches, world-class coral and shipwreck diving, and a reputation for being one of the world's top destinations for relaxation. But before we can put feel the sand in our toes, we have to get there—and that means leaving our current paradise behind. Beside ..read more

Watch Episode A lot of people considering a trip to the Philippines wonder what it’s like to wake up in a floating, off-grid, over the water, eco-hut in a private lagoon off Coron island. Well, it's incredible. These houseboats are the only accommodations and restaurant in Coron Island. The island is a National Reserve, Marine Reserve, Unesco Biosphere Reserve and the Ancestral Land of the Tagbanua Tribe. Paolyn Houseboats employs over 124 people, including many members of the Tagbanua Tribe. But no trip to the Philippines would be legit without visiting Coron island. This uninhabited jewel i ..read more

Watch Episode Our family of five’s on quest to experience 110 distinct cultures across all 7 continents by the summer of 2025. We’ve just started a 3-week tour of Southeast Asia and the first spot is Singapore, where we stayed at the iconic Marina Bay Sands Hotel. This episode shows what it's like. Singapore is an island, a city, and a country. And it's made up of about 64 remote islands in addition to the main island. The country is just a little over a half century old, but in that time, they've increased their landmass by 25% through land reclamation projects. Contents: 0:00 Intro 1:30 ..read more

Watch Episode Our kids’ passport renewals finally came back, so you know what that means… we’ve thrown the proverbial dart at a map and ditched the U.S.! Well, sort of. This week, we’re in the Caribbean cultural cauldron of Puerto Rico. Don’t miss our other episode on one perfect day in Old San Juan—the oldest city on U.S. soil. But today, we’re experiencing a different side of life on the island, from beautiful beaches that stretch for miles and seaside food shacks serving up authentic, local eats, to a tour of the 3 bedroom, luxury residence where we’re crashing and a visit to the only trop ..read more

Watch Episode As we wait a little longer for our passport renewals, four of us have swapped the California coast for the low country of South Carolina, where we’re crashing in a bussin' 2-bedroom guesthouse suite at the legendary Montage on the sprawling Palmetto Bluff resort. If you’re craving a taste of the Deep South, it’s time to dig in. Located along the May River, the resort is part of a 20,000-acre community between Hilton Head Island and Savannah, Georgia. It encompasses an extensive nature preserve, two distinct resort villages, a riverfront marina and a Jack Nicklaus Signature Golf ..read more

Watch Episode It’s only been a few weeks since our luxurious stay at Pelican Hill in Newport Beach, but now we’re back on the California coast to crash at another celebrity favorite, 5-star resort: Terranea. Situated on more than 100 prime acres along the southernmost tip of LA county, Terranea promises to provide endless relaxation, excitement, and a massive roster of experiences in between. We’re using our Inspirato Pass membership to book 5 days in a 2-bedroom villa overlooking the Pacific Ocean, so let’s jump in. Terranea is an incredibly luxurious oceanfront getaway that stands in a worl ..read more

Watch Episode To ring in the 2022 new year, we decided to squeeze in an impromptu Disney cruise as a surprise for our kids. Although covid is still very much a consideration, the world’s favorite brand has deemed it safe to relaunch its fleet with enhanced safety protocols, so we’re taking them up on the opportunity to sail from Galveston, Texas to Cozumel, Mexico. But will this voyage still deliver on that famous Disney magic—or has the pandemic turned Disney cruising into a ghost town that’s dead in the water? Not only was this cruise a complete surprise to our kids, but we also surprised t ..read more

Watch Episode After visiting 6 countries in back-to-back trips around the world, we kept things closer to home for our latest trip and booked an activity-packed week in Manhattan. In this episode, we’ll explore a bit of the big apple as our kids experience the city for the first time—and we’ll give you a full tour of our multi-million-dollar 2-bedroom apartment on the 28th-floor of the Dominick Hotel in SoHo, New York City. Learn more about how Inspirato Pass helps stay in multi-million dollar homes around the world for a low, flat monthly subscription and no nightly rates, taxes, or hidden f ..read more

Watch Episode For our latest jaunt, Erin and I ditched the kids and jumped the pond for a weeklong river cruise through the rolling countryside and sprawling vineyards of Provence and Burgundy, France. Friends and family had been raving about these more intimate, upscale, adults-only cousins of the typical cruise experience, but do they live up to the Lockwood standard? In this episode, you’ll get to experience our stateroom, every nook and cranny of the ship, the local vibes at various ports-of-call, and plenty of Michelin-starred French dishes, French cheeses, French sweets, and of course—F ..read more