Episodes

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Maui, Hawaii—resort experience vs. local experience

What’s it like to vacation amongst the Hawaiian Maui homes of celebrities like Jeff Bezos, Jim Carrey, and Oprah… while staying in a $5k per night oceanside villa and searching for the actives that make this island so appealing? We found out.

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Crashing Singapore at Marina Bay Sands

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. Here’s what it’s like.

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Our Montage Palmetto Bluff resort experience with Inspirato Pass

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.

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Terranea Resort Tour: where Tiger Woods stays in Rancho Palos Verdes on California's LA coast

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.

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