Disney & Universal trips
Compare resort locations, room configurations, and park plans for families who may want different days or different levels of activity. Explore Disney vacation planning.

More people traveling. Fewer details to manage.
From multigenerational family vacations to sports tournaments and team hotel blocks, I help organize the travel details, compare your options, and make planning easier for everyone involved.
Start Group PlanningA trip gets more complicated when several households have to agree on dates, budgets, room types, and how to book. A family reunion might need space for a shared dinner and rooms at different price points. A tournament weekend might need two-queen rooms near the venue, with enough flexibility for families arriving on different nights.
I’m Mike O’Sullivan, an independent travel advisor affiliated with Travelmation, LLC. I help organizers narrow their options, understand the booking terms, and give travelers a clear set of next steps.
Whether it’s a family reunion, a milestone birthday, an anniversary, or several families traveling together, we’ll start with the people going. We’ll compare sleeping arrangements, budget ranges, accessibility needs, and what the different ages in your group will enjoy. Then we can choose a place where it’s easy to spend time together and everyone has room to set their own pace.
Compare resort locations, room configurations, and park plans for families who may want different days or different levels of activity. Explore Disney vacation planning.
Compare ships, sailings, stateroom categories, and how to gather for meals or activities while each household has time on its own. Explore cruise planning.
Look at family-friendly properties with a range of room layouts, dining options, and gathering spots for a reunion or celebration. Explore all-inclusive resort planning.
If you’re a club director, coach, team manager, tournament coordinator, or the parent organizing the weekend, I can help you compare lodging and put the booking instructions in one place. I work with the details that matter to traveling hockey, figure skating, soccer, baseball, basketball, lacrosse, and other youth sports groups.
Tell me the venue locations, likely competition schedule, and how many families are traveling. I’ll help you weigh practical tradeoffs such as an easier drive to an early game, breakfast that opens in time, and room layouts that actually sleep the people booking them.
If the event has a stay-to-play policy, start with the tournament’s approved lodging process. I can help you review options within those requirements.
Tell me who’s traveling, the destination or venues, the dates, and your best estimate of rooms and budget.
We’ll clarify the must-haves, which dates are flexible, and any supplier or tournament rules.
I’ll explain the differences in location, cost, room setup, availability, and booking terms.
You choose the preferred option and we confirm what the supplier requires to book.
I’ll help organize reservation instructions, important dates, and next steps for the organizer and travelers.
Compare tournament hotels, estimate rooms by night, and understand what your team is agreeing to before families book.
Read the sports hotel block guide →Work through dates, budgets, room arrangements, and shared activities for a family trip that works across generations.
Read the family vacation guide →Share your dates, estimated room count, and what matters most. I’ll help you sort through the options and understand what it takes to book.
Start Group Planning