There’s been no bigger boom in the family travel scene quite like that of multigenerational trips. Gone are the days when parents left the kids behind with grandparents while they traveled around the globe … now the entire family is joining in and experiencing what the world has to offer. Accordingly, families have a huge choice of destinations, lodging and activities to make the vacation work for every member of the family.

If ever there was a time to engage a travel advisor to help families sort through their options, simplify the logistics and bookings, and plan the vacation of everyone’s dreams, this is it. We’ve helped all types of families seeking any number of travel experiences. From a yearly reunion at a beach resort to bucket-list trips like an Alaskan cruise and once-in-a-lifetime vacations like an African safari, we’ve planned it all — and for any number of family members. Not only can we secure great perks for our clients, but we can handle the fussy details like ground transportation and group dining reservations.

Does the trip mark a milestone wedding anniversary or birthday? Let’s brainstorm memorable ways to celebrate, like a family photography session at sunset on the beach or an incredible private dinner in a wine cellar in France. Multigenerational trips are also a great chance to connect with your roots via ancestry tours or special activities. For example, we helped one family with Scottish heritage visit the local village of their forebears, followed by hands-on fun at a nearby Highland Games event.

Big family groups often have concerns about safety, mobility limitations and other health issues when planning a multigenerational trip. We work with onsite providers around the world that can customize experiences and be at the ready should any needs pop up while on vacation. One family wanted to do a bike tour through Germany, so we set up the grandparents with electric bikes to make the physical nature of the trip more manageable. We’ve even arranged for a grandfather in a wheelchair to be rolled right to the front of the crowds at the Louvre for an unobstructed view of the Mona Lisa.

Our favorite destinations for multigenerational trips include:

Ireland

Learning more about ancestors often precipitates the planning of a trip to Ireland, but visitors soon discover that this destination appeals to families for many reasons, like beautiful hikes through green fields, farm visits, castle tours and more. Multigenerational groups have enjoyed all kinds of accommodations, from renting out an entire manor house to staying at a full-service resort with lots of activities onsite. Regardless of where you stay or which regions you visit, you’ll love the legendary Irish hospitality.

Cruise

Many multigenerational groups gravitate toward cruises because of the streamlined logistics. There’s no changing accommodations, lots to do on board and enough variety to please everyone. Cruise experiences aren’t limited to big ships island-hopping in the Caribbean, though. Families have enjoyed traveling around Europe this way, including on the Mediterranean, the Baltic and smaller rivers that run throughout the continent. We can help plan intimate excursions away from the crowds on the ship to make the trip truly special and customized.

Italy

Year after year, Italy remains our most popular destination to send families. Multigenerational or multi-family groups love it for immersive cultural experiences like cooking classes and museum tours, plus kid-friendly accommodation options full of wide-open spaces for play and pools to splash in on hot summer afternoons. Because we know so many vendors here personally, our activity options go beyond families’ wildest dreams, like watching the famous Palio horse race in Siena from a private apartment balcony.

Costa Rica

Its location near the equator means Costa Rica works as a destination throughout the four seasons, especially for those families who prioritize warm weather. There’s also a lot of flexibility here: Adventurous families love doing physical activities like ziplining or whitewater rafting, but these can be paired with relaxing days by the beach or pool. Animal encounters, like laughing at howler monkeys in the jungle or spotting sloths high in the trees, are an ideal bonding opportunity that works across the generations.

Alaska

Most people want to see Alaska at some point in their lives, so why not go together and experience it through everyone’s eyes — children through grandparents? Large and small ships can customize excursions to meet age and physical limitations.

Dude Ranch

These trips work really well for families who want to reconnect during a week of summer fun in a place of natural beauty with lots to do. When choosing which ranch meets the needs of your multigenerational group, decide what type of lodging works best, whether it be standalone homes big enough for the whole group or private cabins for each individual family. A robust schedule of off-trail activities is also ideal for those who won’t be riding each day.

Hawaii

There’s something so universally appealing about Hawaii that it’s easy to convince everyone from toddlers to teens to grandparents to get on board. Leisurely relaxation on the beach or around a family-friendly resort pairs perfectly with cultural experiences like pineapple farm tours, a visit to Pearl Harbor or a luau dinner.

Dominican Republic

If traveling all the way to Hawaii as a multigenerational group seems too much of a hassle when all you really want is to relax together in a tropical paradise, consider the Dominican Republic instead. Not only are there quick, direct flights from many U.S. locations, but it’s really easy to get around this island and explore its various ecosystems.

Don’t get overwhelmed by your aunt’s food allergies, your cousin’s aversion to cold weather or your grandma’s recent knee replacement. And certainly don’t let the mind-boggling logistics of group travel stop you from seeing the world with the entire family. Let us put our global connections and travel know-how to work for your family. We’ll handle the intricate details and help craft a multigenerational trip that will be enjoyable for all.

Travel Planning

Experience the Best Multigenerational Trips with Children of All Ages

Let Ciao Bambino! Plan Your Dream Trip

Our expert Family Travel Advisors are passionate about exploring the world with children — and empowering you to do the same. From handpicked accommodations to insider experiences, we can craft a custom vacation that’s uniquely suited to your family’s needs. Click to get started!

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Our Happy Travelers
"Overall, we were very happy with the property. We felt it was a very good value for what we experienced. We were skeptical of the idea of a dude ranch and at the end of the week, we said it was one of our favorite vacations. We were so happy to do this kind of trip and the kids were at a great age for it."

–Lerner Family Dude Ranch Trip

"We have only good things to say about our entire trip and the planning process. You are a dream to work with! I especially appreciated how you narrowed down my options for each decision, so I wouldn't be overwhelmed. I haven't worked with a travel agent before, but you really surpassed my expectations. We will call you first the next time we travel!"

–Caldeira Family Trip

"I will always remember Ciao Bambino. Our advisor was wonderful to work with. I would recommend Ciao Bambino in a blink to others."

–Frus Family Trip

"We had an amazing time, and really appreciate all the work that you did for us."

–Clar Family Trip

"We had a fantastic trip. So many thanks for your help in putting this together."

–Lange Family Trip

Hotels

Family-Friendly Hotels

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Acqualina Resort and Spa »

17875 Collins Avenue, Sunny Isles Beach

Hawks Cay Resort »

61 Hawks Cay Blvd, Duck Key

Loews Miami Beach Hotel »

1601 Collins Avenue

Marco Beach Ocean Resort »

480 South Collier Blvd

The Breakers »

One South County Road Palm Beach, FL 3188

Cheeca Lodge and Spa »

81801 Overseas Hwy, Islamorada, FL 33036, USA

Hawks Cay Resort »

61 Hawks Cay Blvd, Duck Key

Cheeca Lodge and Spa »

81801 Overseas Hwy, Islamorada, FL 33036, USA

Four Seasons Resort Hualalai »

72-100 Ka'Upulehu Drive, Kailua-Kona

The Fairmont Orchid »

1 North Kaniku Drive, Kohala Coast

Four Seasons Resort Hualalai »

72-100 Ka'Upulehu Drive, Kailua-Kona

Honua Kai Resort and Spa »

130 Kai Malina Parkway, Lahaina

Kaanapali Alii »

50 Nohea Drive, Lahaina

Koloa Landing »

2641 Poipu Road, Koloa

The Fairmont Orchid »

1 North Kaniku Drive, Kohala Coast

Turtle Bay Resort »

57091 Kamehameha Highway, Kahuku

Kiahuna Plantation and The Beach Bungalows »

2253-B Poipu Road, East Entrance

Fairmont Kea Lani »

4100 Wailea Alanui Dr, Wailea, Kihei, HI 96753, USA

Locanda Rossa »

Strada Capalbio-Pescia Fiorentina n° 11B, Capalbio, Maremma

J.K. Place Roma »

Via di Monte d'Oro, 30

Borgo Pignano »

Loc. Pignano, 6

Palazzo Di Varignana »

Via Ca' Masino, 611A, Varignana

Gran Melia Rome »

Via del Gianicolo, 3, 00165 Roma RM, Italy

Borgo Egnazia »

Savelletri di Fasano

Hotel Palazzo Murat »

Via dei Mulini, 23

Hotel Byron »

Viale E. Morin, 46, 55042 Forte dei Marmi

Hotel Villa Cora »

Viale Machiavelli, 18

Hotel Savoy »

Piazza della Repubblica, 7

Hotel Regency Firenze »

Piazza Massimo D'Azeglio, 3, 50121 Firenze FI, Italy

J.K. Place Firenze »

Piazza Santa Maria Novella, 7

La Bandita Townhouse »

Corso Rosselino, 111, Pienza

Palazzo Belfiore Residence »

Palazzo Belfiore, Via dei Velluti, 8

Sunny Isles Beach, FL
Great for ages: Multi-Generational
Duck Key, FL
Great for ages: Multi-Generational
Miami Beach, FL
Great for ages: Multi-Generational
Marco Island, FL
Great for ages: 0-5
Palm Beach, FL
Great for ages: Multi-Generational
Vero Beach, FL
Great for ages: 0-12
Islamorada, FL
Great for ages: Multi-Generational
Duck Key, FL
Great for ages: Multi-Generational
Islamorada, FL
Great for ages: Multi-Generational
Kailua-Kona, HI
Great for ages: Multi-Generational
Waimea, HI
Great for ages: Multi-Generational
Kailua-Kona, HI
Great for ages: Multi-Generational
Lahaina, HI
Great for ages: Multi-Generational
Lahaina, HI
Great for ages: Multi-Generational
Koloa, HI
Great for ages: Multi-Generational
Waimea, HI
Great for ages: Multi-Generational
Kahuku, HI
Great for ages: Multi-Generational
Lahaina, HI
Great for ages: Multi-Generational
Koloa, HI
Great for ages: Multi-Generational
Wailea, HI
Great for ages: Multi-Generational
Capalbio, Italy
Great for ages: 0-12
Rome, Italy
Great for ages: 0-2, 6-18
Volterra, Italy
Great for ages: Multi-Generational
Varignana-Palesio, Italy
Great for ages: Multi-Generational
Rome, Italy
Great for ages: Multi-Generational
Puglia, Italy
Great for ages: Multi-Generational
Positano, Italy
Great for ages: Multi-Generational
Forte dei Marmi, Italy
Great for ages: Multi-Generational
Positano, Italy
Great for ages: 0-2, 6-18
Florence, Italy
Great for ages: Multi-Generational
Florence, Italy
Great for ages: Multi-Generational
Florence, Italy
Great for ages: Multi-Generational
Florence, Italy
Great for ages: 6-18
Pienza, Italy
Great for ages: Multi-Generational
Florence, Italy
Great for ages: Multi-Generational
Destinations

Build a Lifetime of Memories

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Hawaii Family Vacations
Ireland Family Vacations
Costa Rica Family Vacations
Italy Family Vacations
Dominican Republic Family Vacations
Experiences

Active Fun for the Whole Family

View All
Large & Small Ship Cruise
Vacations for Families
Family Dude Ranch Vacations
Yacht & Barge Charters for Families
Family Biking and Multi-Sport Trips
Luxury Family Vacations
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