We started with family trips to Disney and gradually found ourselves taking bigger detours—road trips, islands, month-long stays, and now several months in Europe. These are the places we’ve experienced together along the way.
Places We’ve Called Home for a While

Kailua, Oahu
Two month-long stays. Two summers. Kailua is where we learned that our family loves more than traveling somewhere—we love living there for a while.
Disney: Where Our Family Travel Began
Disney is where our family travel story began. We bought our first Disney Vacation Club contract in 2016, eventually owned more than 500 points, and spent years planning family trips around our favorite resorts. Those vacations helped turn traveling together into a family tradition.
Read our 10-year Disney Vacation Club story →
Our Detours Through the Years
From Disney trips and East Coast getaways to the Bahamas, California and month-long stays in Hawaii, every trip has added another chapter to our family’s story.
2017
May — Walt Disney World
September — Walt Disney World
2018
March — Walt Disney World
December — Walt Disney World
2019
March — Walt Disney World
May — Walt Disney World
November — Walt Disney World
2020
March — Walt Disney World
2021
March — Poconos Mountains
August — Lusby, Maryland
2022
March — Poconos Mountains
May — Walt Disney World
June — St. Leonard, Maryland
September — New Hampshire
November — Walt Disney World
2023
March — Atlantis, Bahamas
April — East Stroudsburg, Pennsylvania
May — Walt Disney World
August — Walt Disney World
August — Exuma, Bahamas
November — Atlantis, Bahamas
2024
February — Walt Disney World
June — Lake Norman, North Carolina
2025
February — Walt Disney World
April — Savannah, Georgia
June — Disneyland, California
June–July — Kailua, Oahu, Hawaii
November — Walt Disney World
2026
April — Tennessee
June — Disneyland, California
June–July — Kailua, Oahu, Hawaii
June–July — San Diego, California
The Next Detour
Three Months in Europe
Rome → Tuscany → Vienna → London
December 2026 – March 2027
After two month-long summers in Hawaii showed us how much our family enjoys living somewhere new together, we’re taking our biggest detour yet—packing up our family of six and spending three months in Europe.
