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Family Travel Itineraries Around the World

Real family travel itineraries across Europe, Asia, many awe-inspiring islands, and beyond, featuring ski trips with kids, multi-country road trips, cruises, and bucket-list adventures.

We share detailed routes, real costs, and practical tips to help you plan unforgettable trips with kids — and even seniors.

Popular guides: Japan winter itinerary · Iceland ring road itinerary · Mediterranean cruise with seniors

July 2026

16 Days in Peru & Chile:
Machu Picchu to Atacama

We spent 16 days exploring Peru and Chile as a family of four. From Lima to the ancient Inca sites of the Sacred Valley and Machu Picchu to skiing in Valle Nevado and exploring Santiago, this trip was truly unique. We finished in the Atacama Desert, where we witnessed dramatic landscapes, high-altitude adventures, and unforgettable Southern Hemisphere stargazing.

Mediterranean cruise with seniors and kids Santorini Athens itinerary

Latest Family Travel Itineraries

April 2026

Mediterranean Cruise
with Seniors

Mediterranean cruise with seniors and kids Santorini Athens itinerary

We took a Mediterranean cruise with seniors, visiting the Acropolis in Athens, Santorini, Taormina in Sicily, and Barcelona’s Sagrada Familia. While the scenery was incredible, we quickly realized how challenging steep hills and long walks can be when traveling with seniors. This trip gave us a clearer sense of what actually works (and what doesn’t) when traveling with older family members.

December 2025

From Hokkaido to Kyoto
Christmas in Japan

Family winter trip in Japan skiing in Hokkaido and visiting Kyoto

Our journey began with a flight from Los Angeles to Tokyo. After landing, we boarded the Shinkansen and headed north to Hokkaido, where we went skiing in Niseko. From Hokkaido, we flew to Osaka and used it as our base to explore the Kansai region — including unforgettable day trips to Kyoto, Nara, and Kobe — before wrapping up the trip and flying back to Los Angeles.

November 2025

Ring Road Adventure
Iceland

Iceland ring road adventure with glaciers and northern lights

We rented a car and completed a full Iceland Ring Road trip, exploring glaciers, waterfalls, black sand beaches, and ice caves along the way. Highlights included snowmobiling on glaciers, soaking in geothermal hot springs, and chasing the Northern Lights at night. Our itinerary made Iceland’s dramatic landscapes enjoyable while remaining manageable for families.

August 2025

Southern Hemisphere
Summer Adventure

Australia New Zealand Fiji family adventure trip

Our Southern Hemisphere journey began in Sydney and Canberra, then continued to Queenstown for alpine scenery and winter activities. We visited Hobbiton, experienced New Zealand’s stunning landscapes, and ended the trip in Fiji for a relaxing tropical escape. This trip blended city exploration, outdoor adventure, and island relaxation.

July 2025

A Whirlwind in
Washington D.C.

Family trip to Washington DC National Mall and monuments

We took a short family trip to Washington, D.C., exploring the National Mall, Smithsonian museums, and iconic landmarks like the Lincoln Memorial and Capitol. The city is highly walkable, educational, and perfect for kids learning about American history. This itinerary focuses on maximizing a quick visit, combining major sights, and cultural experiences for families visiting the U.S. capital.

April 2025

Seven Islands
Caribbean Cruise

Caribbean cruise visiting seven islands with family

During spring break, we set sail on a Caribbean cruise, visiting seven islands, including Puerto Rico, St. Thomas, St. Martin, St. Kitts, and Barbados. Each stop offered a mix of beaches, local culture, and scenic views. This itinerary provides a way to explore multiple destinations without constant packing, ideal for families looking for a relaxed vacation with a balance of adventure and convenience.

December 2024

European Alps
Road Trip

Family ski road trip through the European Alps

Our adventure began in Paris and unfolded into the heart of the Alps, from Geneva to Chamonix, where we skied beneath towering peaks. We rode a glacier train into a world of blue ice caves, then continued to Zermatt before crossing into Italy to explore Milan and Lake Como. After skiing in glamorous St. Moritz, we returned to Paris, completing a breathtaking European loop.

November 2024

Bora Bora
Unforgettable Paradise

Bora Bora overwater bungalow family vacation

Though we explored Tahiti and Moorea, Bora Bora completely stole our hearts. With its turquoise lagoons, soft beaches, and iconic overwater bungalows, it felt like living inside a postcard. We spent our days there exploring the crystal-clear oceans, creating a once-in-a-lifetime vacation. Our visit was relaxing and comforting, and felt exactly like the tropical paradise we had been expecting.

August 2024

England & Scotland
Family Road Trip

Family road trip exploring England and Scotland landmarks

We kicked off our UK family road trip in London, visiting Buckingham Palace and witnessing the Changing of the Guard. A quick Eurostar ride took us to Paris to marvel at the Eiffel Tower and enjoy a Seine river cruise. Back in England, we drove through Cambridge, Newcastle, Manchester, and concluded at Windsor Castle, creating lasting family memories across iconic British sights.

July 2024

Maui, Hawaii
Family Island Escape

Family snorkeling and exploring Maui Hawaii beaches

Our Maui family adventure began in Kahului, where we snorkeled at the Maui Ocean Center and explored South Maui’s beaches. We drove the scenic Hana Road to catch a breathtaking Haleakala sunset, visited Kahekili Beach, and enjoyed island life. Each day offered new discoveries and quality family time, making Maui an enriching and joyful Hawaiian escape.

April 2024

Cherry Blossoms
in Tokyo

Tokyo cherry blossoms family travel itinerary spring

Spring in Tokyo brings stunning cherry blossoms views across the city. We visited popular spots like Shinjuku Gyoen and the Meguro River, timing our trip around peak bloom. This itinerary includes the best sakura viewing places, practical tips for avoiding crowds, and a simple plan for exploring Tokyo during cherry blossom season. It’s an ideal guide for families planning a spring trip to Japan.

December 2023

White Christmas in Colorado
Family Ski Road Trip

Family Christmas trip six Colorado ski resorts

During this Christmas season, we spent twelve days exploring six Colorado ski resorts. Easy drives, convenient lodging, festive mountain towns, and varied terrain made the trip both relaxing and exciting. It was a perfect winter adventure filled with snow, scenery, holiday spirit, memorable family moments, cozy evenings, and unforgettable mountain experiences across the Rockies.

December 2022

Banff, Lake Louise
Canada

Family Christmas trip Banff Lake Louise Canada

We spent Christmas in Banff and Lake Louise, experiencing one of our coldest but most memorable trips, with temperatures dropping to -20°C. From skating on frozen lakes to exploring Johnston Canyon’s icy waterfalls, the scenery was unforgettable. We also skied all three resorts in the "Ski Big 3": Banff Sunshine, Lake Louise, and Mt. Norquay.

November 2022

Disney World, Orlando
Florida

Disney World with Kids at Thanksgiving

We visited Walt Disney World in Orlando during Thanksgiving break, taking on all four parks in four days. With careful Genie+ planning, we minimized long waits and experienced most major rides. The trip was intense, with long days and heavy crowds, but also incredibly fun for the kids. Here, we share practical strategies, and what to expect during one of the busiest times of the year.

Plan Your Next Family Trip

Whether you're planning a ski trip with kids, a multi-country Europe itinerary, or a relaxing island escape, our guides focus on real logistics, costs, and family-friendly travel strategies.

Explore detailed itineraries for Japan, Iceland, Europe, Hawaii, and more, all designed for families across different age groups.