Our Favorite Family Road Trips
Taking a family road trip is a quintessential American tradition, one that stays with you for a lifetime. It’s an opportunity to tap into your inner child – explore high desert caves, savor new tastes, roam through ancient forests, share a campfire, or dig for prehistoric fossils – all while passing on and sharing these moments with the next generation.
From designing memorable experiences that cater to every age group, to our portfolio of luxury escapes, perfect for multi generational trips, bringing families together is in our DNA. Below, we’re excited to share four sample family road trips, all of which were intentionally designed with family in mind.
01 | The Ultimate California Family Adventure
Exploring Yosemite and sailing through San Francisco Bay.
No other state offers more geographical diversity than sun-kissed California and this family road trip covers the full range, from the plunging waterfalls of Yosemite to the jaw-dropping coastal landscapes of Big Sur. Full of family-friendly experiences; you’ll fly-fish in alpine lakes, kayak crystal clear coves, encounter LA’s skateboarding culture and cruise the city’s boulevards in a classic convertible.
Discover: The Ultimate California Family Road Trip
02 | Alaskan Adventures on the Kenai Peninsula
Grizzlies and kayaking in the Alaskan backcountry | Chris McLennan
Known as “Alaska’s Playground,” the Kenai Peninsula offers pristine forests, turquoise rivers, and rugged coastline, and is the backdrop for many iconic Alaska adventures. On this luxury Alaska adventure, become part of the Alaskan wilderness, see glaciers in Kenai Fjords National Park and Prince William Sound, observe brown bears in Katmai National Park, and kayak the quiet coves of Resurrection Bay.
Discover: Alaskan Adventures on the Kenai Peninsula
03 | Family Adventures in Wyoming, South Dakota & Montana
Family winter activities at Sage Lodge.
Traveling through Wyoming to Montana to South Dakota, this road trip will immerse you in the best of the West – from an insider look at rodeos to bountiful wildlife sightings to hidden gem Western towns. You’ll experience everything from witnessing the dark skies above Grand Teton National Park with your own personal astronomer to enjoying the Cody Nite Rodeo family-style.
Discover: Wyoming, Montana & South Dakota Luxury Road Trip
04 | Islands & Inlets: Maine Maritime Adventures
Maine’s oldest lighthouse, The Portland Head Light.
With thousands of miles of jagged coastline, countless rugged islands, inland lakes and ponds, a labyrinth of streams and rivers, and a culture still driven by nautical history, Maine is a place best discovered on the water. Whether pulling traps on a lobster boat, paddling deep-woods ponds in search of moose, or commuting between islands by mail boat, this adventurous Maine road trip offers a new family experience on the water nearly every day.