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8 Amazing Multi-Generational Family Vacations
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by Guest Contributor - Oct 19,2021
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Ilana Goldstein
Family Vacations Travel Expert

8 Amazing Multi-Generational Family Vacations

Bonding on a family trip is an invaluable travel experience, and it’s increasingly rare in our fast-paced world. Slow things down a bit and really reap the benefits of a multigenerational family vacation. It’s great way to travel, but logistically, it can be complicated. Finding the right experience to suit everyone’s tastes – from destinations to resort hotels – is every bit as challenging as you’d imagine. The best way to keep everyone happy is to consult a Vacation travel agent who will help you customize the dream vacation for every member of your family. Take a look at these fun-filled multi-generational trips to consider for your next fun-filled vacation with the entire family.
Down curve

Find Your Perfect Vacation

CARMEL VALLEY RANCH (CARMEL-BY-THE-SEA, CALIFORNIA) 

In California, the luxurious Carmel Valley Ranch is set amidst lush forests and picturesque cliffs on the Monterey Peninsula. Multigenerational groups will find one- to four-bedroom suites ideal, where even the family dog is welcome. Take a few laps together in the designated family swimming pool or hone your riding skills as a group at the equestrian center. Younger family members can make new friends in the Kids’ Club, while parents and grandparents play golf on the 18-hole course.

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CARMEL VALLEY RANCH

THE RESORT AT PAWS UP (GREENOUGH, MONTANA) 

The 37,000-acre Resort at Paws Up is nestled deep within Montana’s majestic Blackfoot Mountains. The family-run wilderness resort offers a genuine glamping (luxury camping) experience with butler service and luxury accommodations located amidst tall forest timbers. Strap on your safety gear for active multigenerational pursuits including horseback riding, river rafting, ATV drives, skeet shooting and rappelling. Later, slow down with a scenic mountain chuck wagon ride with the whole family. The Resort at Paws Up is also the perfect getaway for couples looking for the perfect winter getaway, destination wedding or honeymoon. Don’t miss the annual Winterfest – usually scheduled around the week of Valentine’s Day – that features independent winemakers and innovative chefs for intimate cooking classes and demonstrations as well as tastings, live entertainment and winter-themed feasts prepared by the resort’s award-winning guest chef.

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THE RANCH AT PAWS UP

EVERGREEN LODGE (GROVELAND, CALIFORNIA) 

The newly expanded Evergreen Lodge is ideal for multi-generational vacations in Yosemite National Park. Resort accommodations feature large, two-bedroom family cabins with king and queen beds, second bedrooms with two twin beds, plus living rooms with queen sofa beds and private outdoor decks. Guides lead guests on hikes through hidden Yosemite Valley trails. Your multi-generational group can also opt for a whitewater rafting adventure on the Tuolumne River. Making s’mores with families and friends by an outdoor fire, stargazing, live music and a variety of activities for kids are just a few options if you’re planning a group vacation here.

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EVERGREEN LODGE

ROCKING HORSE RANCH (HIGHLAND, NEW YORK)

The all-inclusive Rocking Horse Ranch Resort in New York’s Hudson Valley offers the Silverado Saloon, the Big Splash indoor waterpark, the Lucky Horseshoe Arcade with mini bowling, fitness center, spa, dining room, live shows, family-themed entertainment and unlimited horseback rides. Multi-generational groups in search of winter-weather fun will enjoy the resort’s Winter Fun Park, which features an ice-skating rink, snow tubing and horse-drawn sleigh rides. The ranch’s spacious lodges and suites are perfect for a group of 4 or 6 people, too!

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ROCKING HORSE RANCH

CINCINNATI, OHIO

Mid-sized U.S. cities provide underrated but fun and diverse family vacation options, and Cincinnati, Ohio should be considered for you next multi-gen trip. This easily walkable city offers something for every age group, such as the Newport Aquarium, the National Underground Railroad Freedom Center and Fountain Square – only a quick walk between each landmark. Stop at Holtman's Donut Shop for some savory maple bacon donuts, and then burn off the calories with a stroll downtown to see some of the city’s colorful murals. With an expert travel agent, plan your stay at the luxurious 21c Museum Hotel, conveniently adjacent to the Contemporary Arts Center. And the hotel’s museum features a rotating roster of 21st-century artists and the Spa at 21c is ideal for post-exploration relaxation.

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CINCINNATI, OHIO

BASIN HARBOR RESORT & BOAT CLUB (VERGENNES, VERMONT) 

Multigenerational groups will find activities suited for the entire group at Vermont’s Basin Harbor Club. Guests reside in private cottages on Lake Champlain that each accommodate up to 8 people and feature spacious floor plans. The beautiful lakeside adds to the perfect backdrop for on-site activities, including golfing, tennis, hiking and biking. Young guests can spend time at the resort’s kids’ camp while adults enjoy a deluxe spa treatment.

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BASIN HARBOR RESORT & BOAT CLUB

FOUR SEASONS RESORT COSTA RICA AT PENINSULA PAPAGAYO

Locating for a multi-generational group trip to Central America? Consider the luxury Four Seasons Resort Costa Rica at Peninsula Papagayo, featuring high-end amenities, facilities and services ideally suited for multigenerational groups. The hotel offers kid-friendly bath products and an exclusive kid’s club. The entire family can take to the water for kayaking and stand-up paddling boarding, hit one of the resort’s pro-level courts for a game of tennis, or arrange golf lessons on the Arnold Palmer designed 18-hole course – ranked one of the best by Golf Digest. And teenagers can enjoy evening events on the beach or dive-in movie nights at one of the 4 on-site swimming pools. The hotel offers a pop-up game room for additional entertainment during school vacation weeks.

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FOUR SEASONS COSTA RICA AT PENINSULA PAPAGAYO

RITZ CARLTON AMELIA ISLAND

Grown-up casual elegance and easygoing southern charm, combined with interactive programs for children and teens, make the luxe Ritz Carlton Amelia Island an ideal choice for multi-generational vacations. Grandparents and parents can take a trolley tour downtown for a shopping trip at trendy boutiques and shops, followed by a relaxing signature treatment at the on-site spa, such as the Ocean Healing or the Strength and Resilience Massage. Meanwhile, kids can explore Amelia Island’s pirate lore and beach ecology via the Ritz Kids program. And teens can reach for the stars with astronomer-led stargazing session on the beach.

Inspired by this article and want to speak with an expert travel agent about how you can plan an unforgettable multi-generational family or group vacation? Let one of Vacation’s on-call travel experts  match you with an expert travel agent, who can customize an itinerary you’re going to love.

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RITZ CARLTON AMELIA ISLAND

Connect with Ilana to talk about your dream Family Vacations

Agent

Ilana Goldstein

Family Vacations Travel Expert
Pembroke Pines, FL

Ilana Goldstein

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Pembroke Pines, FL
Family Vacations Travel Expert
27 reviews
/ 96.30% Recommended
25+ Years of Experience
Hi! I'm Ilana Goldstein located in Pembroke Pines, FL having 25+ years of experience in the industry.
Reach out and let me know what you’re looking for to make your vacation perfect
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Reviewed By SJ - Plantation, Florida | Traveled to Europe
I honestly could not choose any other agent! She's always going above and beyond. I love her!I honestly could not choose any other agent! She's always going above and beyond. I love her!
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Reviewed By e r - Miami, FL | Traveled to Caribbean
Fabulous experience! Our vacation began as soon as we contacted Ilana! She is highly knowledgeable, professional and efficient. For travel anywhere Ilana is "The Best Travel Advisor"!Fabulous experience! Our vacation began as soon as we contacted Ilana! She is highly knowledgeable, professional and efficient. For travel anywhere Ilana is "The Best Travel Advisor"!
Northern Europe trip last year was Amazing!!
Reviewed By The Gallego's - Planation, Fl | Traveled to Amsterdam ~ Netherlands ~ Europe
She is meticulous and thorough, goes above and beyond
to satisfy our requests. Has great knowledge and ideas for any
destination we want to explore. Ilana is a reliable travel agent
you can trust and know you are in good hands!!! Love her!!!!She is meticulous and thorough, goes above and beyond
to satisfy our requests. Has great knowledge and ideas for any
destination we want to explore. Ilana is a reliable travel agent
you can trust and know you are in good hands!!! Love her!!!!
Incredible Family Caribbean Cruise
Reviewed By Papa B!!! - Longwood, FL | Traveled to Caribbean Sea ~ At Sea ~ At Sea
Ilana has put together life changing experiences for us for many years. She has expert knowledge and expertise to work with us as we travel the world. She also utilizes expert resources to help her to make our trips that much more special. Some of the trips she has arranged for us include a Greek Islands cruise with pre and post land in Athens and Istanbul, a Costa Rica and Panama Canal cruise with pre and post land in Costa Rica and Panama City and the next adventure is to be in China and Japan. The most recent was a Caribbean cruise for 13 of our family to celebrate my in-laws 65th anniversary and mother in laws 85th birthday. Ilana made it a seamless process and arranged everything for us!Ilana has put together life changing experiences for us for many years. She has expert knowledge and expertise to work with us as we travel the world. She also utilizes expert resources to help her to make our trips that much more special. Some of the trips she has arranged for us include a Greek Islands cruise with pre and post land in Athens and Istanbul, a Costa Rica and Panama Canal cruise wit...