Vacation with OakTown
Luxury on the Down-Low
Once named “The Most Beautiful Village in America” by National Geographic Magazine, the 17th century village of East Hampton, NY settles into its original charm from September to May...now you get local flavor among the galleries and antique shops. Think of it: the crowds have thinned, there’s parking at the beach, and you have a beautiful home in the woods for the last of the long, lazy days through May 2020.
First Days of Summer
You won’t need to decide whether Tahoe is better in the winter or the summer because there’s only one option, and it’s perfect. Imagine you and your crew here for an entire week after school lets out for the summer!!! This item gives regular Tahoe visitors the chance to give money that we’d already be spending directly to the School. Turnkey.
Go Climb A Rock
Every day starts with adventure in the Collegiate Peaks range in southwestern Colorado. When there’s snow, you might rent skis, snowshoes, snowmobiles, or sled dogs. When it’s summer, there are jeep excursions up to alpine lakes and epic rafting on the Arkansas River. Or maybe you’ll ride the Colorado Trail on a mountain bike, or a horse, or a llama. Or hike it. At the end of the day, relax in the waters of Colorado’s hottest springs. These cabins are extremely popular, so there is no end date for this item. You’ll want to check the availability calendar online (Christmas next year is already long gone!) and plan ahead. Choose one cabin from the three offered online for five nights.
Wine Country at Water’s Edge
Who’s in the lineup for BottleRock this year? Two nights in a beautifully maintained, waterfront home on the Napa River on Bottle Rock Weekend might be just what you need right about now. Or you may want to slip a kayak or paddle board into the cool water one afternoon to launch from your private dock for a sunset tour of the harbor. Smooth sailing...and it’s only an hour from home.
Cozy Weekend Perched on the Pacific
Five miles south of Carmel? Isn’t that when the views stop us in our tracks? This sweet home is the right place to land after a day at the Aquarium or a sunset cocktail at Nepenthe. Wander the beaches or arrange for a tour of the Point Lobos nature reserve, the “Crown Jewel” of California’s state park system. A weekend of serenity and escape.
The Sweet Spot
Maui is the land of perfect beaches and balmy weather, and the Maui Pearl is located on the south side of the island, legendary for its spectacular sunsets over the ocean. Pack the kids and your flip flops and prepare to take in the views with a mai tai (or virgin daiquiri) in hand. Ready to venture out? Keawakapu beach is a short walk from the property, proximate to beachside dining and shopping, or to a rambling oceanfront walking path where you can stroll alongside the Pacific for miles. White sand, crashing waves, and everything you need for an ideal family vacation.