We drop the trips. You pack the bags.
One vacation. One real, named winner. Every single month — and it costs nothing to enter.
No purchase necessary · 21+, participating states · One entry / person / month
1 of 2
This month, the winner picks their trip.
Every drop is a real, fully-handled getaway — not points, not a discount code. July's winner chooses the one they want: a 4-day all-inclusive escape, or family theme-park magic.
No. 07
★
Jul 2026
- Your pick: a 4-day all-inclusive escape — or family theme-park magic
- All-inclusive: meals, drinks, and resort amenities included
- Theme-park: the parks and the magic, handled for the family
- Either way — flexible dates, coordinated start to finish by Ascend
Your name, or someone else's.
It takes about thirty seconds, and it costs nothing. The only people who can't win are the ones who didn't enter.
No purchase necessary. A purchase won't improve your chances of winning. Open to legal U.S. residents 21+ in participating states. See Official Rules.
Three steps. One of them ends with you on a beach.
Enter the drop
Drop your name and email — about thirty seconds. No purchase necessary, ever. One entry per person each month.
We name a real winner
At the start of each month we select one entrant and announce them by name. No anonymous "lucky guests" — a real person, posted right here.
They pack the bags
The winner gets the trip, fully handled. Everyone else is first in line for next month's drop — a new destination, a new winner.
Let's be straight about how this works.
- TripDrop is run by Ascend Vacation Group — an A Rated, licensed and bonded travel company in Draper, Utah.
- The drop is how we introduce people to the way Ascend members travel for less.
- Enter, and you may get a friendly invite to a no-obligation 90-minute virtual tour of how it works.
- That's the whole deal. The winner is the winner — no strings on the prize, period.
Every month, one real name walks away with a trip.
No stock photos, no "winner withheld." We post who won — first name, photo, and where they're headed.
The Castleman Family
Our very first TripDrop winner. One entry, one name drawn — and a family vacation on the way.
The Cannaday Family
One entry, one name drawn — and a family vacation on the way.
July's winner could be you.
We name the July winner August 1. The only way in is to enter the drop.
The stuff you're right to ask.
Yes. No purchase is ever necessary to enter or to win, and buying anything won't improve your chances. See the Official Rules for full details.
One entrant is selected each month according to the Official Rules, and we announce that person by name here on the Winners page and on our Facebook.
At the start of the following month. July's winner is named on August 1.
Legal U.S. residents 21 and older in participating states. A few states are excluded — see the Official Rules for the full list. One entry per person, per monthly drop.
Ascend Vacation Group is the A Rated, licensed and bonded travel company behind TripDrop. They help members book travel for less — and the drop is how new people meet them.
We use it to run the drop and to share TripDrop and Ascend travel offers. You can opt out any time, and we never sell your details.
TripDrop is a registered and legally authorized DBA (Doing Business As) of Ascend Vacation Group LLC. All promotional offers, travel coordination, and virtual consultations marketed under the name TripDrop are owned, operated, and fulfilled by Ascend Vacation Group LLC, headquartered in Draper, Utah (Utah Department of Commerce Registration No: 14267225-TLM0). Global Discovery Vacations memberships are distributed and serviced by Ascend Vacation Group LLC as an authorized independent partner.