Buckle up—this isn't your typical road trip. Hike, shop, dine, and sail your way through New England with a custom itinerary from our partner, All Roads North. Immerse yourself in Maine's seafaring history while hauling traps on a lobster boat, drive up Mount Washington on the famed 7.6-mile Auto Road, detour in Vermont to meet and work alongside local cheese and maple syrup producers, and more. Travel south on Route 100 following the Mad River Valley through the Southern Green Mountains to the far western edge of Massachusetts. You’ll get your culture fix in the Berkshires, home to acclaimed institutions including Tanglewood, the Clark Institute and Mass MOCA. Stay in hotels and inns delivering five-star New England hospitality along the way.

Play world-class courses and a spectacular game of golf during this three-day parent-child tournament — a highly coveted family tradition hosted by Eden Club at legendary Bandon Dunes in Oregon. Tee off on Sheep Ranch, Pacific Dunes, and Bandon Dunes, all featured in Golf Magazine’s Top 100 Courses in the U.S. Compete in three rounds of 18-hole best ball matches, a format designed to enable you to play with multiple teams, sharing golf experiences and create lasting friendships on and off the green.

Experience Napa like a VIP — it's a wine lover's dream. Enjoy exclusive tours and private tastings at bespoke vineyards, plus a cooking class and lunch with pairings at renowned Cakebread Cellars with your fellow Members. Begin your wine adventure with a welcome reception and dinner with a local winemaker at your luxurious resort, the breathtaking Meadowood Napa Valley. During the weekend, you’ll enjoy private tours and tastings at several distinctive vineyards, going behind the scenes and meeting the winemakers themselves. Between vineyard visits, relax at the Meadowood Napa Valley and enjoy its high-end amenities — including wellness treatments at the world-class spa and activities ranging from croquet, golf, and tennis, to hiking and fitness classes.

From ancient castles and emerald landscapes to lively pubs and quaint villages, see Ireland like a local—just you, your travel partner, and a private guide. Kiss the Blarney Stone, tour the Cliffs of Moher by boat, learn how Waterford crystal is made, and wander the streets of Dublin. Wherever you go, you’ll likely find yourself engaged in some friendly banter with the locals. Throughout the trip, stay in charming accommodations outfitted in traditional Irish luxury. You're sure to be delighted by the warmly welcoming people, picturesque landscape, and enchanting Irish traditions you’ll experience firsthand on this eight day experience.