Group travel, actually planned
Group travel lives or dies on the logistics underneath it. Rooms that actually sleep the cousins. A restaurant that can seat thirty without losing the evening. A ship that holds the whole party without feeling cavernous. I plan the group from the guest list up — who's coming, what they can handle, what they'll remember — and then choose the destination, property, or vessel that serves it.
What I plan
Five group formats, one method — start with the people, end with the itinerary.
Destination Weddings
Rehearsal dinner to send-off brunch, handled. See also the destination-wedding planning guide.
Multigenerational Family Trips
One itinerary that works for a 4-year-old, a 14-year-old, and an 84-year-old. See also the multigenerational planning guide.
Milestone Reunions
40ths, 50ths, college reunions, sibling trips — everyone under one roof. See also reunion travel for college friends and celebration trips for adults.
Curated Group Cruises
Small-ship and river-cruise charters for 20–50 travelers — heritage itineraries, wine weeks, interest-led voyages. See also Rivers & Small Ships.
Chosen-Family Getaways
Queer-affirming destinations and friend-group weeks, booked through partners who'll celebrate the whole table.
Trip shapes I'm planning right now
Five group formats in motion this season — pick the one that sounds like yours, take the quiz if it doesn't.
A Girls' Trip Eight People Agree On
The shapes that hold when you've got eight opinions and one calendar. No sashes required.
Read the dispatch →︎ Multi-gen · 7–10 nights · Year-roundA Multi-Gen Reunion That Doesn't Crater
Three generations, one property that handles all of it. The planning model that keeps everyone in their corners.
Read the dispatch →︎ Hosted · 7 nights · Mar 2027A Hosted Small Group in Alaska
Erik onboard, a vetted small ship, and the week that turns a wishlist into a booking. The March 2027 sailing is filling now.
See the hosted trip →︎ Reunion · 4–7 nights · FlexibleA Reunion of College Friends
Twenty years later, the same six people, a destination that earns the airfare.
Read the dispatch →︎ Hosted group · 7 nights · 2027–28A Colombia Group Trip
Cartagena, the coffee region, and a curated group of travelers who'll feel like friends by Day 3.
See the interest page →︎What I do for groups
I plan like a logistician; I write like a host.
Room blocks, dietary needs, rehearsal dinners, shore excursions, airport transfers — managed in the background so the experience reads effortlessly to the guests.
One point of contact, not a clipboard.
Whether it's 8 travelers or 80, you get me directly. No call center, no intake form between you and the decision.
Group leverage where it actually matters.
The relationships behind these trips — direct hotel and cruise-line partners, plus the trade contacts I keep current through conferences and supplier meetings — give me real room to work on group pricing, private-event holds, and property buyouts. I apply them where they meaningfully improve the trip, not as a line item to justify the booking.
For group cruise charters — AmaWaterways for the rivers, UnCruise for small-ship wilderness →︎
Trips like these are planned on a fee that scales with their complexity — here's what it actually buys →︎
Why the logistics ARE the craft — the manifesto →︎
Who this is for
Couples planning a wedding away from home. Families trying to get everyone in the same country for one week a year. Friend groups marking a 40th or a 60th. Alumni circles, book clubs, wine clubs, congregations. Chosen families carving out a week that's theirs. Anyone who wants group travel to feel less like a project and more like the point.
Bringing the group together yourself? Here's how I make you the host →︎
Keep Reading
More from the Journal
What a Hosted Group Trip Actually Gets YouHosted group travel isn't a tour package — it's a trip built around something specific, co-hosted by advisors who are there the whole time, managing the forecast and the logistics and whether everyone's actually having the experience they came for. Northern Lights Alaska March 2027 is the live example.Read the dispatch →︎
How to Plan a Group Trip Without Losing Your FriendsThe group trip paradox: the more excited everyone is at the start, the more exhausted someone is by month two of planning. Here's how to avoid it.Read the dispatch →︎
Celebration Trips for Adults: A Guide for the Group That Wants to Plan One OnceNot every celebration trip needs sashes. Here's how adults actually plan them.Read the dispatch →︎
The 40th, 50th, 60th: Milestone-Birthday Trips That Earn the HypeNot every birthday gets a group trip. The milestone ones do. Here's how to plan them right.Read the dispatch →︎
Bachelorette Without the Sashes: How I Plan These for AdultsThe bachelorette you want to remember isn't the one in matching shirts.Read the dispatch →︎
Hosted Small Group vs. Big Tour for Alaska: What the Difference Actually Costs YouThree ways to do an Alaskan aurora trip: DIY, big tour, or hosted small-group. Here's the honest comparison — and what you give up at each price point that has nothing to do with price.Read the dispatch →︎
