A curated meetup for licensed skydivers
JANUARY 28–FEBRUARY 1, 2027
Four nights. Three possible jump days. One unforgettable island weekend.
THIS IS NOT A BOOGIE
Freefall Puerto Rico is an intimate Weekender getaway created primarily for licensed skydivers who want more than a day at the drop zone. We are bringing together a small crew to jump over Puerto Rico’s northern coast, share a beautiful home, experience San Juan and enjoy the island without the crowds or production of a traditional boogie.
No registration tents. No hundred-person manifest. Just 10–15 jumpers, island energy and a weekend worth remembering.
THE FLIGHT PLAN
Our itinerary is intentionally flexible. Skydiving is weather-dependent, so Friday through Sunday are structured as potential jump days.
THURSDAY · JANUARY 28
Arrive at Luis Muñoz Marín International Airport and meet the crew. We will head west to our private accommodations in the Dorado/Vega Alta area, get checked in and open the weekend with food, drinks and an official welcome gathering.
FRIDAY · JANUARY 29
Early departure for Arecibo Airport and our first day at the drop zone. Bring your credentials, logbook and gear—or arrange rental equipment directly with the operator. After jumping, we return home for a relaxed evening, shared meal and time with the crew.
SATURDAY · JANUARY 30
We return to Arecibo for another day in the sky. That evening, trade the jumpsuit for your going-out fit: group transportation takes us into San Juan for dinner, music and nightlife before returning to the house.
SUNDAY · JANUARY 31
If weather interrupted an earlier jump day, Sunday gives us another opportunity. If the forecast cooperates all weekend, we shift into island mode with beach time and space to explore. An optional yacht experience may be offered separately.
MONDAY · FEBRUARY 1
We close the weekend with breakfast, pack the rigs and travel together to SJU for departure. Leave with new jump partners, fresh footage and plans for the next one.
YOUR LAND PACKAGE
KEEP IN MIND
Skydiving services are booked and paid directly with the drop-zone operator. The Weekender Experiences does not operate or control skydiving activities.
STAY CLOSE TO THE ACTION
We are targeting a private upscale property—or two nearby companion properties—in the Dorado/Vega Alta area. This location balances convenient access to SJU, San Juan and the drop zone in Arecibo.
BEFORE YOU FLY
Bring your physical, current USPA membership/license card and logbook.
Your reserve must be packed within the required cycle, sealed and in date.
Jump tickets and rental gear are handled directly by the drop zone—not through The Weekender.
Weather, aircraft, staffing and operations determine whether and when jumping occurs.
The current host operator is expected to be Xtreme Divers at Arecibo Airport. Final operational requirements and pricing will be confirmed with registered guests before travel.
LIMITED TO 15 TRAVELERS
Immediate booking is available. A $200 deposit reserves your space and is applied to the total package price.
LAND PACKAGE
per person · airfare and jumps not included
Booking Opens SoonTrip operates with a minimum of 12 confirmed guests. Full booking and cancellation terms will be provided at checkout.
PAY OVER TIME
Bookings made after a scheduled payment date require the deposit plus any previously due installments. All balances must be paid by January 8, 2027.
GOOD TO KNOW
No. This is a small, independently curated meetup for licensed skydivers. The Weekender is arranging the travel experience; the drop zone independently controls all skydiving operations.
No. Jump tickets, gear rental, coaching, pack jobs and other DZ expenses are paid directly to the operator. This keeps your package cost focused on accommodations, transportation and the Weekender experience.
The trip is designed primarily for current licensed jumpers. A limited number of non-jumping companions may be considered by request, subject to space and transportation capacity.
We are planning for one sleeping room per registered guest, but exact property and bed configurations are not guaranteed. Your room may contain a twin, full, queen or king bed and may have a shared bathroom.
Friday, Saturday and Sunday are all potential jump days. If jumping is not possible, the group will shift to island activities. Weather does not cancel the lodging, transportation or other travel components of the package.
Yes. If offered, the yacht experience will be an optional add-on with separate pricing and limited capacity. It is not included in the $1,295 package.
Wait for the official booking confirmation and published airport-transfer windows. Transportation outside those windows may be the traveler’s responsibility.
Email raheem@theweekendertrips.com.
PACK LIGHT. BRING THE RIG.
Join a small crew of licensed skydivers for four nights of freefall, culture and connection.
Booking Opens Soon Questions? raheem@theweekendertrips.com