Travel Planning for Families, Groups & Celebrations
Memorable trips with your favorite people—without the planning stress. I'll find the right place to stay and handle the details, so all you have to do is show up.
Sound familiar?
Nineteen browser tabs. A group chat full of opinions and zero decisions. Different budgets, different priorities, and a handful of travelers who still haven't confirmed dates.
I narrow the options, organize the details, and help your group move from talking about the trip to actually booking it.
How I Help
Curated vacation rentals, villas, hotels, and resorts selected for your group size, budget, destination, and travel style.
Clear, personalized recommendations so you can confidently choose without sorting through endless listings.
Support with room or home assignments, traveler details, deadlines, payments, and group communication.
Recommendations and booking support for transportation, dining, activities, golf, spa days, tours, and celebrations.
Help understanding rental rules, hotel contracts, deposits, cancellation terms, group rates, and payment schedules.
One point of contact to answer questions, manage changes, and keep the trip moving forward.
Trips I Plan
Family vacations, reunions, milestone birthdays, and trips designed around different ages and needs.
Group getaways, birthdays, golf trips, girls' trips, and meaningful reasons to bring everyone together.
Room blocks, guest travel, and all the questions handled—so you can enjoy being engaged instead of becoming the travel desk.
Group-friendly stays, activities, dining, transportation, and itineraries without putting all the planning on one person.
Why Group Travel Matters
of surveyed travelers age 50+ said spending time with family or friends is their leading reason for personal travel.
AARP 2026 Travel Trends →of adults 50+ planning family trips cited stronger family bonds as a top benefit; 71% cited lasting memories.
AARP 2026 Travel Trends →of surveyed Millennial and Gen Z parents planned to bring extended family on vacation in 2025.
American Express Travel report →What Working With Village Looks Like
These are real, anonymized pieces of the planning process—from gathering the group’s priorities to a proposal built around them and the final details before travel.
01 · Ask the group
I collect budgets, room preferences, schedules and must-haves without making the organizer chase every answer.
02 · Simplify the options
I turn the responses into a focused shortlist and explain why each stay fits the group, including the real trade-offs.
03 · Make it easy to go
Before departure, the group gets clear reminders, logistics and useful trip notes in one place.
Client Results
Longtime client
"Stina has been my go-to travel planner for years… If you want a stress-free trip where all the details are handled and all you have to do is show up and enjoy your people, Stina is who you call."
— Lindey B.
Family spring break
"Stina located an ideal Airbnb close to the pool, food, and the town amenities. The adults enjoyed golfing the gorgeous courses and relaxing at the spas. A perfect sun-filled spring break for the kids and parents."
— The Hightower Family
Miami bachelor party
"Stina had such a great personal touch, with little gifts and surprises sprinkled along the way. It felt like there was something new and memorable every day. I could tell Stina went the extra mile."
— Sam
Behind the Trips
Completed celebrations and trips currently taking shape—shown honestly at the stage they are in.
Traveled · Hawaii family trip
A family-friendly stay with room to spread out, resort amenities close by and the practical details that make traveling with children feel easier.
Stay strategy · family logistics · pre-trip guidance
Read the trip story →
Traveled · Sam’s Miami bachelor party
The trip brought together a hard-to-find group home, a 65-foot yacht day, dining, nightlife and custom shirts designed for the groom and his friends.
Group stay · experiences · dining · swag
Read the trip story →
Booked · Scottsdale bachelor weekend
The survey shaped the house search, sleeping plan, golf count and budget. The proposal made the trade-offs clear; the live tracker keeps payments and logistics moving.
Survey · house shortlist · golf · payment coordination
See how it came together →In planning · Girls’ weekend
Five friends shared their budgets and priorities. The result: three distinct destination concepts, with Vegas positioned as the easy, lively option close to the action.
Group survey · destination match · suite shortlist
See the planning process →
In planning · Tokyo milestone trip
Guest booking communications, hotel coordination, anchor events and an experience guide are being organized around a 40th-birthday gathering in Tokyo.
Guest bookings · group communication · experience guide
See the planning approach →How It Works
Step 1
Share your destination ideas, dates, group size, budget, and what matters most to your travelers.
Step 2
I research and compare the vacation rentals, villas, hotels, or resorts that best fit your group—along with activities and things to do while you're there.
Step 3
Once you choose, I help coordinate the booking and any additional planning support your trip needs.
Pricing, Plainly
Start with the kind of help you need. Each short intake is tailored to that service, so you only answer the questions that matter.
Complimentary
For groups that need help finding and booking the right hotel, resort, villa, condo, or vacation rental.
$149 Founding Client Rate
For the organizer who wants the research and decisions simplified, but is comfortable making the final bookings.
$29 per traveler · 6-person minimum
For the organizer who wants the decisions, bookings, coordination, and group communication taken off their plate.
$199 commitment deposit · credited when booked
Destination-wedding travel management for couples who want their resort, room block, and guests thoughtfully taken care of.
Founding Client Pricing is available for a limited number of planning clients while Village on Vacation expands its full-service experience.
About Stina
Village on Vacation is an online travel planning agency founded by Stina Daly, a travel advisor affiliated with Fora Travel. I help families, friends and wedding groups turn group chat chaos into a clear travel plan. Services are delivered remotely, with no customer-facing storefront.
With more than 15 years of hospitality experience at ResortPass and Golf Channel—and as a mom of two—I understand how much thought goes into planning a trip that works for everyone.
I've visited more than 20 countries, planned my own 120-person destination wedding in Mexico, and know what it takes to turn a great idea into a trip that feels easy and exciting.
From vacation rentals and villas to hotels and resorts, I help groups find the right fit, manage the details, and move forward with confidence—so they can focus on the people, the experience, and the memories they'll make together.
FAQs
No. I can help source vacation rentals, private homes, villas, hotels, and resorts. The best option depends on your group size, destination, budget, and how you want to spend the trip.
Finding and booking your stay is complimentary. Full trip planning and coordination are offered for an additional planning fee — you will always know the cost before moving forward.
Yes. I can compare the tradeoffs, total cost, sleeping arrangements, amenities, location, cancellation terms, and group logistics so you can choose what works best.
I plan family vacations, reunions, friends' trips, milestone celebrations, destination weddings, honeymoons, bachelor and bachelorette trips, and other group getaways.
I will review your trip details and follow up with the best next step, which may be a few initial questions or a complimentary consultation.
Let's Get Started
Choose the closest fit. You do not need every detail figured out, and I’ll personally review your answers before recommending the next step.
I know we need a hotel, resort, villa, or vacation rental—but I want help finding the right one.
I can make the bookings. I need someone to narrow the choices and show me how the trip should come together.
I do not want to coordinate the bookings, details, deadlines, payments, and questions myself.
We need help choosing a destination and resort, negotiating the room block, and caring for our guests.
Planning guides
Plan around different ages, budgets and room needs. Compare itinerary planning with full group support from Village on Vacation.
Wedding Village helps couples compare destinations, resorts and room blocks, then coordinate guest booking and travel questions.
Get help choosing a group stay, building an itinerary and coordinating bachelor or bachelorette travel with Village on Vacation.
Compare villas and hotels for shared space, room privacy, transportation and total cost. Your Village Stay helps source the right fit.
Vacation Blueprint offers custom itinerary planning at a $149 founding-client rate for travelers who will make their own final bookings.