Family Itineraries

Most trip guides tell you a place is “great for families” and leave you to figure out the rest at 7am with two kids in the back seat. These don’t.

Every itinerary below is built out of adventures we’ve already catalogued, so each stop comes with the stuff that actually decides your day: what it costs, the youngest age it realistically works for, how long you’ll be there, whether a stroller survives it, and roughly how far it is from the last stop. Days are ordered around the things you can’t move - low tide, morning light, when the turtles show up, when the parking lot fills.

Swap freely. Every itinerary lists alternates for older kids, younger kids, and the day it rains.

4 itineraries

3-Day Adirondacks Itinerary for Families

Adirondacks, New York

Length3 days, 2 nights Stops9 Best seasonLate May to mid-October Ages3 and up

Lake Placid, Whiteface, Keene Valley and the Saranac ponds in three days - a family Adirondack loop with real ages, costs, and drive times for every stop.

Broken Bow Weekend Itinerary for Families

Broken Bow & Hochatown, Oklahoma

Length4 days, 3 nights Stops13 Best seasonSpring and fall Ages2 and up

A four-day Broken Bow and Hochatown itinerary for families - Beavers Bend trails, the Mountain Fork river, ziplines, and a safari, with ages and costs.

North Shore Oahu Day Trip with Kids

Oahu, Hawaii

Length1 full day Stops8 Best seasonMay to September Ages1 and up

A one-day Oahu loop from Kailua up to Haleiwa - turtles, tide pools, a swimmable waterfall, and every stop timed so the light and the tides actually work.

Texas Hill Country Weekend Itinerary for Families

Texas Hill Country

Length3 days, 2 nights Stops9 Best seasonSpring and fall; summer for the swimming holes Ages4 and up

Three days in the Texas Hill Country with kids - Enchanted Rock, the Pedernales, a spring-fed swimming hole and a cave tour, with real ages and costs.

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