OriginalCabo San Lucas, Mexico
Founders' Trip · Cabo
5 nights · from $6,800/person
→
Founders' Edition · Launching 2026
Founders' Edition · Launching 2026
Where we go
Five to ten partner trips at any time, plus one or two Dink Vacations Originals we run ourselves. Vetted for actual pickleball quality — not converted tennis lines.
OriginalCabo San Lucas, Mexico
5 nights · from $6,800/person
→
PartnerPunta Cana, Dominican Republic
6 nights · from $4,900/person
→
PartnerNaples, Florida
4 nights · from $4,500/person
→
The first Dink Vacations Original
Our founding-edition trip. Pedro coaches every clinic. Alessandro hosts every dinner. A single resort, two private courts, and the kind of small-group dynamic that comes from picking the room yourself instead of inheriting whoever booked.
From $6,800/person
The team
Every inquiry is answered by one of us — not a chatbot, not a handoff queue, not "we'll get back to you in 3–5 business days." Same humans on the trip too.
Founder
Started Dink Vacations because the trip he wanted to take didn't exist. Hosts every Originals dinner.
Director of Travel · Licensed Advisor
Coach at one of the country's largest country clubs. Has been organizing pickleball trips for members for years.
Co-Advisor · Pickleball Curation
Matchmaking by skill, level-appropriate clinic design, and the part of every trip that makes you a better player.
Stay in the loop
We send a short note when a new trip opens or a few seats free up. Nothing else.