Fortaleza ’26 18°27′53″N  66°07′00″W  ·  OLD SAN JUAN, PR
Invitational · Four days · One house

A cybersecurity hackathon behind the walls of the old city.

A small field of teams works out of a single residence in Old San Juan from Friday noon to Monday evening — offense, defense, and a rolling capture-the-flag — then presents in person to a technical panel. One winner is named that night.

Dates
Friday – Monday
Prize
$2,000
Travel
Flights & lodging covered
Venue
100 Calle de San Justo
№ 01

The event

Fortaleza is deliberately small. There is no conference floor, no sponsor hall, and no two-minute demo slot. Participants live and work out of one residence in Old San Juan for the length of the event, with the judges and advisors in the room — at meals, at odd hours, and at the final table on Monday night.

The work is practical security. Teams break into purpose-built targets and document how; they read real traffic to find the intrusion already underway; they take custody of vulnerable code and make it defensible without breaking it; and they chip away at a capture-the-flag board that runs the length of the weekend.

Flights and lodging are covered for every confirmed participant. The event is built for people with genuine ability and curiosity in security, whatever the shape of their background — offensive, defensive, or engineering.

№ 02

The weekend

Thu night — Fri AM
Arrival

Teams fly into San Juan (SJU) and settle in at the house. Ground transport details are provided ahead of travel.

Friday, 12:00 PM
Kickoff & rules briefing

Challenge reveal, scope and rules of engagement, team check-in. Work begins immediately after.

Fri PM — Mon PM
Working phase

The house is yours around the clock. Advisors hold informal office hours through the weekend.

Monday evening
Presentations & judging

Each team presents its findings and work to the panel. Results are announced the same evening.

№ 03

Challenge areas

Web application offense

Assessment of deliberately deployed target applications. Credit goes to findings that are clearly documented and cleanly reproducible.

injection · xss · auth bypass · csrf · api abuse

Network defense & detection

Analysis of captured traffic and logs to identify malicious activity and reconstruct how the intrusion unfolded.

traffic analysis · brute force · c2 detection · timeline

Secure coding & remediation

Custody of a vulnerable codebase. Fixes are expected to hold up under scrutiny without breaking what works.

patching · auth hardening · encryption at rest & in transit

Capture the flag

A rolling problem board open for the duration of the event, scored on flags captured before the Monday deadline.

cryptanalysis · reverse engineering · forensics · stego
№ 04

The prize

$2,000

Awarded to the winning team as judged by the panel on Monday evening. Flights and lodging are covered for all confirmed participants, independent of results — the trip is not the consolation prize; it is the table stakes.

№ 05

Judges & advisors

Ryan Singer Advisor · Bitcoin
Drew Hunt Advisor & Judge · Dreamit Ventures
№ 06

The venue

100 Calle de San Justo
Old San Juan, Puerto Rico
18.4648°N, 66.1163°W · TWO BLOCKS FROM THE WATERFRONT

Working space, meals, and lodging under one roof, inside the walled city. Participants fly into Luis Muñoz Marín International (SJU), about twenty minutes away by taxi or rideshare. Puerto Rico is a U.S. territory — no passport required for U.S. citizens. Booking details are sent to confirmed participants.

№ 07

Registration

Registration opened
May 14, 2026
Registration closed
July 14, 2026
Team confirmations announced
July 20, 2026
Applications have closed Questions? Contact us