Trips I Plan
Multi-Gen Travel
& Reunions
Let’s Plan a Trip That Works for Everyone (Even Grandpa)
When you’re planning a trip for kids, grandparents, cousins, and maybe even the family dog—there’s a lot to juggle.
Different sleep schedules, mobility needs, budgets, personalities… it’s a puzzle most people would rather not solve.
Luckily, I love puzzles.
From finding the perfect stay with space to spread out, to curating activities that work for every generation, I make sure your trip feels intentional, inclusive, and actually enjoyable. No micromanaging. No missed details. Just more time for reconnecting, memory-making, and maybe a little doing-nothing-together.
How I Can Help With
Multi-Gen Travel Planning
Hotel + Room Matching: I’ll find properties that fit your group’s needs. Whether that means adjoining suites, accessible rooms, or villas with space to spread out.
Group Rates & Perks: I’ll secure group rates, flexible terms, and perks like upgrades or resort credits, so you get more without the extra hassle.
Flight & Transfer Coordination: I can organize flights and ground transport that align with your group’s schedule, so everyone arrives smoothly and stress-free.
Tailored Itineraries: You’ll get a day-by-day plan with optional activities built around varied interests, energy levels, and attention spans.
Special Requests & Celebrations: I’ll coordinate thoughtful extras like special meals, room setups, or celebration plans, to make the trip feel personal.
Dining & Activity Planning: From kid-friendly dinners to wine tastings and cultural tours, I’ll curate experiences that work for the whole group.
All the Fine Print, Handled: Room assignments, payment plans, booking confirmations – I’ll manage the details so nothing gets lost in the shuffle.
Support While You Travel: If plans shift while you’re away, I’m one message away to adjust and troubleshoot without disrupting your trip.
Types of Multi-Gen Trips I Plan
Different ages, different interests, but one unforgettable trip. I can help plan:
- Relaxing resort stays with space for everyone to spread out
- Cultural getaways with food, history, and hands-on experiences
- Heritage trips that connect you to your roots in meaningful ways
- Reunion-style trips with shared villas and plenty of group time
- Multi-stop journeys with smooth pacing for every generation
Not sure where to start? I’ll help you narrow it down based on your group’s mix of ages, needs, and travel goals.
Why Work With a Travel Advisor for your Multi-Gen Trip?
Coordinating a trip for multiple generations sounds fun until you’re comparing hotels, fielding questions from five group chats, and trying to please everyone from toddlers to great-grandparents.
Instead of juggling it all yourself, you’ll have someone who knows how to make it work. I learn what matters most to your group and use that insight—plus years of travel expertise and insider access—to design something that flows smoothly, feels relaxing, and keeps everyone happy.
You’ll skip the guesswork, get VIP perks, and have one person managing all the details. Your only job? Show up, relax, and make some memories.
Common Questions I Get About
Multi-Gen Travel
Can you help us find a hotel that works for everyone?
Yes! I’ll suggest properties with a range of room types, accessibility options, and shared spaces that make it easy for everyone to stay comfortably and hang out together.
How do you handle activities for different age groups?
I’ll curate experiences that cater to a range of interests and paces, so everyone can enjoy themselves, together or apart.
What do your planning services cost?
Nothing extra! My fees are covered by the hotels I work with, so you get full support without the added expense.
Let’s make this the trip they talk about for years.
Whether you’re celebrating something big or just overdue for quality time, I’ll make sure the experience is seamless, memorable, and stress-free.