Group trips and reunions

Family reunions, milestone trips, clubs and community groups. Every household pays its own way, and one planner tracks every booking, payment and deadline.

Who it's for

The organizer: the person who usually ends up chasing deposits, room lists and opinions. Not anymore.

What I plan

Group cruises, resort stays and reunions, with rooms or cabins requested together, shared dinners and group activities.

What I handle

  • Each household's booking, deposit and final payment

  • Rooms or cabins requested together

  • Shared dinners requested for the nights that matter

  • Passport and ID requirements sent to every traveler

  • Late additions while space is open

Why now

A family relaxing by their suite's private plunge pool

Photo courtesy of Finest Punta Cana

The 2027 family or group trip

Group trips often book 10 months to a year or more ahead.

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The cost

Your trip is booked at the cruise line, resort or hotel's own rates, and they pay my commission. My planning fee is a flat $105 per trip. It's non-refundable, and it covers everything until you're home. Read the full FAQ

Common questions

How do payments work for a group?

Each household pays its own share directly to the cruise line, resort or hotel, and I track every deposit and final payment for every household. The planning fee is one $105 for the whole trip, not per household, and it can be split the same way.

Can people join after we book?

Usually, while space is open. The earlier they're added, the closer together everyone stays.

Is there a minimum group size?

No. If more than one household is coming, it's a group trip.

The pieces in between

Travel insurance, airport and port transfers, excursions and tours, rental cars and event tickets, all handled with the rest of your trip. Flights are the one piece you book yourself: I research the best options and send them to you, and you book directly with the airline, so the ticket is in your name.

Your group trip, handled.

Send me the who and the when. I take care of it Start to Finish!

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Book with Jay so You can Play!

Jay Gieniewski

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