Oftentimes, the older we get, the more set in our ways we can become. Whether the fears you never realized as a child begin to sink in or the comforts of your home you’ve worked hard to provide are more alluring than the wide, open unknown, there are a few tricks of the trade you can use to encourage yourself, kids, partner and parents to step outside of the comfort zone — conveniently, by way of vacation.
Family vacations are a great time to shake things up and experience something new. Sure, you want to relax, unwind and recharge, but some out-of-your-comfort-zone activities can really elevate your trip.
Ease Travel Anxiety
First things first, you need to get where you are going. If anyone in your family or group is afraid to fly, claustrophobic or an anxious traveler, there are a few ways you can help. Downloading movies, shows and games on tablet devices is a great way to keep your anxious family member distracted, but also having a conversation about travel can help. Assure your timid family members through conversation, patience and understanding and once they see the experience is not only manageable, but they also have a partner to make it easier, they may be more willing to step a bit outside of their comfort zone.
Try New Foods
Once in your new family vacation destination, a great way to enjoy your surroundings is to take a foodie tour. This way, you get to dip your toe just outside of your comfort zone without compromising the whole trip. Even if your family is a mixed bag of adventurous and picky eaters, finding a half-day or even week-long foodie tour can help expose them to a new culture, or show off an interesting side to a destination you know and love. At the end of the day, your family gets fed, stretches their legs, walks around, visit markets and makes friends.

Jakarta travel exploring Indonesia street food. Photo: Arne9001 – Dreamstime.com
Visit the Locals
Whether on a cruise, resort or somewhere removed just far enough from reality to feel like a vacation, get out and about to make your way like a local — even if it’s only visiting a nearby town for a few hours to shop and have coffee, or booking an on-resort excursion and spending the day exploring the locale. If you’re nervous about the area, pre-plan or discuss with a hotel concierge about where to go or even custom tour opportunities.
Get Out and Ride
The old adage of “getting back on the horse” can be a literal activity on vacation. Find a local horseback riding tour, cycling excursion or hop-on-hop-off bus tour and get the lay of the land. This way, you can enjoy your surroundings with a new perspective and even test out those cycling skills you may have forgotten about — and the kids get a chance to show off!
Read This Next
#WhereverFamily
Insta FeedDestinations
Sep 2, 2026Look Past the Traditional Classroom with Scott Dunn’s Back-to-School Itineraries
Parents looking to provide their kids with hands-on learning experiences going beyond textbooks by visiting unique destinations with family-centric approaches will find that and more with Scott Dunn's private, expert-led itineraries. These experiences provide lessons the classroom cannot.
Sponsored Content
GET TO KNOW TAP FORBIZ
Unlock flexible, refined business travel with TAP Air Portugal’s program, TAP FORBIZ. Developed for small, medium and large Companies, with options for corporate events, TAP FORBIZ offers exclusive advantages adapted to each type of business.
Destinations / North America
Sep 2, 2026Visit an Old-Fashioned County Fair in Maine
Celebrate autumn with a family trip to a traditional New England county fair. These annual celebrations of agriculture and country life are filled with sights and activities for the whole family to enjoy, from admiring prize pumpkins and meeting live animals to witnessing horse shows, listening to country music and dancing, and doing craft demonstrations. Most fairs also have carnival rides and hands-on activities for kids.
Destinations / Europe
Sep 2, 2026A Brand-New, World-Class Aquarium Coming to Dublin, Ireland
A groundbreaking new marine attraction, OceanÈire, was recently announced in Dublin, Ireland, promising to redefine family entertainment, marine research and conservation in Ireland. While a debut date and specific location has yet to be revealed, OceanÉire already unveiled several details of the multimillion-dollar aquarium.
Sponsored Content
Best of Both Worlds
Enjoy the best of both worlds when you fly with TAP Air Portugal thanks to the Portugal Stopover program. With the program, TAP passengers, whether traveling for business, leisure or both, can stop in Portugal for up to 10 days at no additional airfare on the way to their final destination. What does this mean for travelers wishing to explore by both land and sea? It means after flying to Portugal with TAP and experiencing the country in an entirely new way, travelers can then embark on scenic river and ocean cruises from Portugal’s port cities, or fly with TAP to another European destination.
Hotels
Sep 1, 2026Hyatt Regency Maui Resort and Spa to Welcome Return of Elf on the Shelf This Holiday Season
The magic of Christmas quickly approaches as summer comes to a close, and families can experience the holiday season in a unique way this year.
ShareThis