Travel Planning for Families, Groups & Celebrations

Group trips, planned without the group-chat chaos.

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.

A big group of friends and family celebrating together in the ocean surf

Sound familiar?


You want the trip to happen. You just don't want to plan every piece of it.

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


The details I can take off your plate

Find the Right Stay

Curated vacation rentals, villas, hotels, and resorts selected for your group size, budget, destination, and travel style.

Compare the Best Options

Clear, personalized recommendations so you can confidently choose without sorting through endless listings.

Coordinate the Group

Support with room or home assignments, traveler details, deadlines, payments, and group communication.

Plan the Experience

Recommendations and booking support for transportation, dining, activities, golf, spa days, tours, and celebrations.

Navigate Rates and Terms

Help understanding rental rules, hotel contracts, deposits, cancellation terms, group rates, and payment schedules.

Support From Start to Finish

One point of contact to answer questions, manage changes, and keep the trip moving forward.

Trips I Plan


If it involves gathering your people, I can help.

A multigenerational family gathered on a resort lawn under palm trees

Family & Multigenerational Travel

Family vacations, reunions, milestone birthdays, and trips designed around different ages and needs.

A group of friends in robes at a hotel spa

Friends' Trips & Celebrations

Group getaways, birthdays, golf trips, girls' trips, and meaningful reasons to bring everyone together.

A bride and groom kissing on the beach while their wedding guests cheer behind them

Destination Weddings & Honeymoons

Room blocks, guest travel, and all the questions handled—so you can enjoy being engaged instead of becoming the travel desk.

A bachelorette party celebrating together on a white-sand beach

Bachelor & Bachelorette Trips

Group-friendly stays, activities, dining, transportation, and itineraries without putting all the planning on one person.

Client Results


Trips That Actually Made It Out of the Group Chat

"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.

"Christina was a God-send… she found us 3 hotels with comparable rates in the exact area we wanted to stay in San Francisco — much lower than if we had booked through the hotel. Extremely easy to work with and super helpful navigating the booking process."

— The Meadows Family

"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

A private villa courtyard at dusk with a lit pool, lounge seating, and string lights

A recent example

For a recent bachelor party in Miami, I found a vacation rental that wasn't even listed on Airbnb or VRBO—bigger and better than anything the group had been looking at. Then I surprised the groom with a 65-foot yacht for the day, and had custom shirts made for all the guys based on the group's input.

The photo? That's the kind of private home I find for groups—your own pool, spa, and views, with everyone under one roof.

How It Works


Three steps from group chat to booked.

Step 1

Tell Me About Your Trip

Share your destination ideas, dates, group size, budget, and what matters most to your travelers.

Step 2

Review Curated Options

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

Book and Plan With Support

Once you choose, I help coordinate the booking and any additional planning support your trip needs.

Pricing, Plainly


Choose the Support Your Trip Needs

Find Your Perfect Stay

I'll research and compare vacation rentals, private villas, hotels, and resorts that fit your group, budget, and travel style — 100% complimentary.

  • Curated recommendations for your group
  • Rate and availability comparisons
  • Booking assistance

The Village Experience

For groups that want help beyond the stay, full-service planning is available for a clearly communicated planning fee.

  • Transportation coordination
  • Activities and excursions
  • Dining recommendations and reservations
  • Group timelines and communication
  • Traveler-detail organization
  • Payment and deadline tracking
  • Custom itineraries
  • Ongoing trip support

The Village Experience typically starts at $39 per traveler.

Destination Weddings

Finding the right destination for your wedding is hard. Being the bride and the travel agent is worse. I handle the travel side, so you get to just be the couple.

  • Venue and stay sourcing
  • Room block negotiation
  • Guest travel coordination
  • Perks and negotiations

Quoted based on guest count and level of support.

Stina, founder of Village on Vacation, smiling in a sunhat on safari at sunset

About Stina


Hospitality Expertise. Personal Planning. Memorable Trips.

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.

Schedule a Call

FAQs


Group Travel Planning FAQs

Do you only book hotels and resorts?

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.

Is your service complimentary?

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.

Can you help us compare a vacation rental with a hotel or resort?

Yes. I can compare the tradeoffs, total cost, sleeping arrangements, amenities, location, cancellation terms, and group logistics so you can choose what works best.

What types of groups do you work with?

I plan family vacations, reunions, friends' trips, milestone celebrations, destination weddings, honeymoons, bachelor and bachelorette trips, and other group getaways.

What happens after I submit an inquiry?

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


Let's Make the Trip Happen

Tell me what you are planning, who is coming, and what kind of stay or support you need. You do not need to have every detail figured out.

Prefer to talk it through first? Schedule a Call

You don't need every detail figured out before reaching out.