Bachelor trip · Group of 8

Labor Day Weekend Plans

Sep 3/4–7, 2026 · 7 from DC + 1 from Phoenix

Airfares, lodging, and activities rechecked July 25 · exact-date itineraries use seven live DC seats plus one PHX traveler · optional bags and ground transfers excluded unless stated

—days until departure

4 destinations Plan it ↓

Costs and routes

Sep 3/4–7 · 7 from DC + 1 from Phoenix

1 / 4

Drive / train from DC

1 option

Fly from DC

3 options · live seven-seat itineraries

International

Priced Jul 25 · none clears both caps

Every route below was priced as an exact-date round trip with all seven DC seats selected, then the Phoenix leg was priced separately. Canada is excluded by preference, not by price. At a $650 ceiling per person, Mexico City and Belize City clear from both origins — everything else fails on the Phoenix side, on seat inventory, or on price. Medellín, Aruba, Cabo, and Montego Bay were screened out earlier for 20-hour-plus routings or single-seat-only pricing.

Before you commit to one

Passports. All eight travelers need valid passports. With the trip under six weeks out, routine processing no longer fits, so anyone without a current book is a hard blocker no matter what the fare says.

Lodging is unverified. Only the flights above were checked. Neither Mexico City nor Belize has a confirmed eight-adult house yet, so treat both as flights-only until someone prices a real listing.

Seat inventory bites. Puerto Vallarta and Panama City both price fine at four seats and return nothing at seven. Any international booking for this group has to be checked at the full seven before anyone pays.

The comparison. Mexico City costs about $298 more per person in airfare than Chicago and gives up the four-night house setup. It buys a passport stamp and a genuinely different weekend, not a cheaper one.

Plan it

Budget, priorities, and the group decision
Activity level
Ground transport

Airfare and lodging use the verified Jul 25 quotes, split eight ways. Ground transport and activity ranges are planning estimates built from the operator prices listed on each destination card; food and drink is whatever you set above.

Booking timeline

0 of 8 done

Deadlines count back from the Thursday Sep 3 departure. Checkboxes are saved in this browser.