Discover the Best Multigenerational Family Trip Destinations for Every Generation

Planning a holiday that brings together grandparents, parents, and children can be a rewarding but challenging task. Multigenerational family trip destinations offer something for every age, making sure your holiday is a joyful experience for all. Whether you seek beaches, city escapes, or countryside retreats, choosing the right place is key to creating memories that last a lifetime. This guide explores some of the best multigenerational family trip destinations that blend fun, comfort, and convenience for everyone.

Why Choose Multigenerational Family Trip Destinations?

Holidaying with multiple generations means catering to different interests, mobility levels, and schedules. Finding a destination that offers a wide range of activities and suitable accommodation can make your trip smooth and enjoyable.

These holidays provide:

• Opportunities to reconnect with family across ages
• Flexibility in activities from relaxation to adventure
• Shared experiences that deepen family bonds

Enriching Your Multigenerational Family Trip Destinations with Activities for All Ages

One of the key elements that define great multigenerational family trip destinations is the wide variety of activities that keep every family member engaged. When planning a trip with several generations, selecting places where options range from relaxing to adventurous ensures everyone feels included.

Activities for Younger Family Members

Children and teens love places where they can explore, learn, and have fun. From beach play and nature trails to interactive museums and theme parks, these activities keep young minds and bodies busy.

• Outdoor adventures: Many destinations offer gentle hikes, wildlife spotting, or water-based activities such as kayaking and paddleboarding suitable for kids.
• Cultural workshops: Some places provide craft classes or cooking workshops tailored to young visitors, allowing them to connect with local traditions.
• Amusement parks and zoos: These are always popular, providing a chance to bond over exciting experiences.

Relaxation and Leisure for Adults and Seniors

While younger generations seek excitement, older family members often prefer slower-paced, calming experiences. Many multigenerational family trip destinations provide:

• Spa and wellness centres: Offering treatments and pools that are perfect for relaxation after sightseeing.
• Scenic walks and gentle hikes: Paths designed for all abilities with benches and rest points.
• Historic and cultural tours: Museums, castles, and heritage sites with guided tours that cater to all ages.

Shared Activities to Build Lasting Memories

The magic of multigenerational travel comes from shared experiences. Many destinations facilitate activities that bring families together, such as:

• Group cooking classes where everyone can learn to prepare local dishes.
• Boat trips or wildlife excursions suited for all ages.
• Picnic days in parks or gardens, combining relaxation with playtime.

By incorporating a mix of activities, everyone in the family feels part of the journey.

Dining Out as a Multigenerational Family: Tips and Destination Highlights

Food is a universal language and dining together is often one of the highlights of any holiday. Choosing multigenerational family trip destinations with diverse dining options can accommodate different tastes, dietary requirements, and mealtime routines.

Restaurants That Welcome All Ages

•  Many family-friendly resorts and towns have restaurants with children’s menus, allergen-friendly dishes, and high chairs or booster seats.
• Look for places with flexible dining hours or informal settings to suit the youngest and oldest diners.
• Some destinations offer farm-to-table dining experiences, where local produce is celebrated, appealing to health-conscious adults and curious kids alike.

Self-Catering and Family Villas

For families who prefer a homely atmosphere, renting a villa or apartment with a kitchen allows for shared cooking and more flexible meal times. This can be especially handy for multigenerational groups with varied schedules or dietary needs.

Sample Destination Dining Highlights

• Tuscany: Home to rustic trattorias offering fresh pasta and local cheeses that children and adults enjoy alike.
• Algarve: Coastal towns serve fresh seafood while also offering casual dining for families.
• Cornwall: Coastal pubs with hearty fare and cosy atmospheres ideal for all ages.

How to Travel Smoothly with a Multigenerational Family

Travelling with a family spanning several generations requires extra preparation to keep the journey stress-free.

Booking Flights and Transfers

• Opt for direct flights when possible to reduce travel time.
• Coordinate seating arrangements on planes so family members can sit close together.
• Pre-book airport assistance for elderly or less mobile relatives to make transfers easier.

Packing Tips

• Create a checklist tailored to each generation’s needs, including medications, entertainment, and comfort items.
• Pack light but consider essentials like travel pillows, snacks, and appropriate clothing layers.

Communication and Planning

• Use group chats or family planning apps to keep everyone informed of itinerary changes or plans.
• Set realistic expectations for daily activities, mixing busy days with rest days.

Why Jamie Wake Travel Is Your Best Partner for Multigenerational Family Trip Destinations

Booking a holiday for a large family group is complex — and that’s where Jamie Wake Travel excels. Beyond offering tailored holiday packages and exclusive deals, we guide you through every step to ensure a smooth experience.

• We listen carefully to your family’s unique preferences and tailor the trip accordingly.
• We coordinate accommodation and activities that meet all age groups’ needs.
• Our protection schemes mean you travel with peace of mind.
• Our expert advice helps you avoid common pitfalls and maximises your holiday enjoyment.

By choosing Jamie Wake Travel, you get more than just a booking service — you gain a dedicated travel partner focused on creating unforgettable family memories.

Where to Find Exclusive Offers for Your Multigenerational Family Trip Destinations

Many hotels and resorts offer seasonal deals and packages for large families. At Jamie Wake Travel, we have access to exclusive offers you won’t find elsewhere. Whether it’s discounted rates for kids, complimentary spa treatments, or family activity vouchers, these perks add extra value to your trip.

Always ask your travel consultant about current promotions when booking your multigenerational holiday. Taking advantage of these offers means you can enjoy a luxurious and memorable holiday without stretching your budget.

What to Look for in Multigenerational Family Trip Destinations

When picking a destination, consider:

• Accessibility for older family members
• Variety of activities for children and adults
• Accommodation options like villas or family suites
• Safety and health facilities
• Easy transport connections

By focusing on these aspects, you’ll find destinations suited to your family’s unique needs.

Top Multigenerational Family Trip Destinations

Cornwall, England

Cornwall remains one of the best multigenerational family trip destinations in the UK. With stunning coastlines, charming villages, and activities for all ages, it offers both adventure and relaxation.

Why Cornwall?

• Beaches with gentle waves perfect for kids and older family members
• Historical sites like Tintagel Castle
• Coastal walks accessible for all fitness levels
• Local seafood and countryside markets

Recommended Accommodation: Watergate Bay Hotel

A family favourite, Watergate Bay Hotel combines beach access with spacious family rooms. It offers a kids’ club, an on-site restaurant with local produce, and plenty of outdoor activities.

If you’re interested, Jamie Wake Travel has some exclusive offers for stays here. Feel free to ask about the latest deals to get the best value for your holiday.

Algarve, Portugal

Known for its sunny climate and welcoming atmosphere, the Algarve suits multigenerational groups well.

What Makes Algarve Special?

• Wide, sandy beaches with calm waters
• Family-friendly resorts with pools and kids’ entertainment
• Golf courses and water parks for adults and teens
• Charming towns like Lagos with shops and markets

Recommended Accommodation: Vila Vita Parc Resort & Spa

This resort caters well to families with large villas and kid-friendly amenities. From spa treatments for adults to playgrounds for little ones, it offers something for every generation.

Ask Jamie Wake Travel about current offers on family packages to Vila Vita Parc, tailored to your group’s needs.

Lake District, England

For families that enjoy nature, the Lake District provides stunning landscapes and activities that appeal to all ages.

Highlights of the Lake District

• Gentle boat trips on Lake Windermere
• Easy hiking trails for grandparents and active teens
• Historic homes and gardens to explore
• Cosy pubs serving local cuisine

Recommended Accommodation: Lindeth Howe Hotel

Owned by the family of Beatrix Potter, Lindeth Howe offers character and charm with accessible rooms and welcoming dining spaces. It’s ideal for families wanting a mix of relaxation and exploration.

Jamie Wake Travel can provide information on seasonal offers and package deals to help make your trip special.

Understanding the Protections When Booking Through Jamie Wake Travel

Booking multigenerational family trip destinations can be complex. At Jamie Wake Travel, we make it simple and safe by providing peace of mind with every booking.

• Supplier Failure Insurance: If your travel supplier fails, you’re protected.
• Scheduled Airline Failure Insurance: Flight cancellations or airline failures won’t leave you stranded.
• ATOL Licence Protection: Your package holiday is financially protected under the UK Civil Aviation Authority’s ATOL scheme.
• Member of Protected Trust Services: This offers additional financial security, safeguarding your money.



These layers of protection mean you can focus on enjoying your holiday without worry.

More Great Multigenerational Family Trip Destinations

Tuscany, Italy

Tuscany’s rolling hills and rich culture make it a favourite for families wanting a mix of leisure and exploration.

Why Choose Tuscany?

• Family-friendly villas with private pools
• Cooking classes suitable for kids and adults
• Historic towns like Florence and Siena within reach
• Gentle countryside walks

Recommended Accommodation: Borgo Santo Pietro

This luxury estate combines privacy with beautiful grounds. It offers bespoke activities for families, including art workshops and local food tours.

Jamie Wake Travel can tailor holiday offers here to suit your group’s size and interests.

Scottish Highlands

The Highlands offer a unique experience for families who enjoy outdoor activities and scenic beauty.

Highland Highlights

• Wildlife watching suitable for all ages
• Historic castles and distilleries for adults
• Easy nature walks and loch cruises
• Family-friendly pubs and lodges

Recommended Accommodation: Inverlochy Castle Hotel

This historic hotel offers grandeur with modern comfort. Spacious suites and private dining make it perfect for multigenerational stays.

Contact Jamie Wake Travel for the latest offers on Highland breaks designed for families.

Costa del Sol, Spain

The Costa del Sol combines great weather with excellent family resorts and beaches.

What to Expect

• Warm climate year-round
• Resorts with kids’ clubs and adult-only zones
• Golf, water parks, and cultural sites nearby
• Vibrant local markets

Recommended Accommodation: Marbella Club Hotel

With lush gardens and family-friendly amenities, Marbella Club balances luxury and comfort. The hotel’s range of activities caters to every family member.

Jamie Wake Travel can guide you through current promotions and tailor packages to your needs.

Planning Tips for Multigenerational Family Trip Destinations

To make your holiday seamless:

• Book early: Large groups need more planning time.
• Discuss expectations: Find out what each generation wants from the trip.
• Choose flexible accommodation: Villas or interconnected rooms work well.
• Plan mixed activities: Balance group time with smaller activities for different ages.
• Consider travel insurance: Ensure all family members are covered.

For families planning a holiday closer to home, VisitBritain offers a great resource on family-friendly destinations and tips to help you choose the perfect spot.

Jamie Says:

“A successful multigenerational holiday comes down to understanding the unique needs of each family member. At Jamie Wake Travel, we help you find destinations and accommodations where everyone—from toddlers to grandparents—feels valued and comfortable. Our personal service takes the stress out of planning so you can focus on making memories.”

Jamie Wake, Managing Director, Jamie Wake Travel

Where to Next?

Finding the right multigenerational family trip destinations takes time, but it’s worth every moment. Whether you want a beach escape, countryside retreat, or city adventure, choosing a location that caters to all generations ensures everyone returns home happy.

Jamie Wake Travel offers expert advice, access to exclusive deals, and full protection on every holiday. You can explore our website to create and book bespoke holidays “as unique as you are,” or simply reach out for personal assistance.

Begin Your Family Adventure with Jamie Wake Travel

If you’re ready to start planning your multigenerational family trip, the team at Jamie Wake Travel is here to help. Call us on 01495 400005 for a friendly chat about your holiday needs or use our holiday enquiry form on the website.

Our search function is available on every page to help you explore destinations and options.

Alternatively, let us take care of the planning so you can focus on looking forward to your holiday together.

Frequently Asked Questions