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New · Group trips

Travel with us, not just like us.

A few times a year we open our own trips to other families. Small groups, our routes, us on the ground. Dates stay broad until the group forms.

Upcoming trips.

FALL 2027 · DATES SET WITH THE GROUP

Rainforest hikes, a bioluminescent bay and Old San Juan's cobblestones - the island I called home for years. No passport, no 14-hour flight, just a direct flight and a US ID.

RUNS AT 5 FAMILIES EST. $1,800–2,400 / PERSON NO PASSPORT NEEDED KIDS WELCOME
Venmo to reserve · $200 FULLY REFUNDED IF THE TRIP DOESN'T RUN
SUMMER 2027 · DATES SET WITH THE GROUP

Geysers, bison jams and a campfire every night - the road trip that started all of this for us. Bring your own rig or rent one; we caravan the park loop together.

RUNS AT 4 FAMILIES EST. $900–1,400 / PERSON NO PASSPORT NEEDED RV-FRIENDLY
Venmo to reserve · $150 FULLY REFUNDED IF THE TRIP DOESN'T RUN
SPRING 2028 · DATES SET WITH THE GROUP

Marbella's coastline, Sevilla's old town, and tapas that out-argue any itinerary - the same stretch of Spain my family has been visiting since my grandfather's 87th birthday trip.

RUNS AT 5 FAMILIES EST. $2,600–3,400 / PERSON VILLA-BASED KIDS WELCOME
Venmo to reserve · $250 FULLY REFUNDED IF THE TRIP DOESN'T RUN
WINTER 2028 · SAILING PICKED WITH THE GROUP CRUISE

Our first group cruise - San Juan round trip through the islands we called home for years, on the kind of big ship we've sailed ourselves. I handle cabins, dining times and shore days; the kids' club handles the kids. Unpack once, see five islands.

RUNS AT 5 FAMILIES EST. $1,400–2,100 / PERSON KIDS CLUB ONBOARD WE SAIL WITH YOU
FULLY REFUNDED IF THE TRIP DOESN'T RUN

How a group trip comes together.

STEP 01

Reserve a spot

Venmo the deposit with your family name and trip - I'll confirm your spot right away.

STEP 02

The group forms

When we hit the family minimum, the trip is officially on. If we don't, everyone is refunded in full.

STEP 03

Dates get locked

We pick exact dates together, then everything is locked in through a licensed group operator.

STEP 04

We travel together

Our family leads the route - you get the trip without the logistics.

QUESTIONS BEFORE RESERVING? ASK US ANYTHING - WE'LL GIVE YOU THE HONEST ANSWER