7am workouts at the jungle gym, trail runs, yoga on the deck and three surf lessons. Two weeks is long enough to build a habit you actually take home.
🌊 The Highlight Reel
Swipe through what two weeks in Nicaragua actually looks like.
📆 Upcoming Dates
Same trip, different crew. Pick your week.
Reset & Recharge
Not a vacation. A transformation.
2 - 16 January 2027
14 nights
From
$2,850
/ person
Pay 20% today, the rest later.
Top 3 iconic moments
Three things you will do on this trip that you will still be talking about years later.
01
The morning that sticks
The morning that sticksJournaling and meditation before anyone speaks, then movement while it is still cool. By week two you stop setting an alarm for it.
02
Getting properly good
Getting properly goodThree surf lessons, three Spanish lessons, daily jungle gym sessions and trail runs. Long enough to actually improve at something rather than just try it once.
03
Horses on the sand
Horses on the sandA beach ride included on this trip and not on the shorter ones, plus the catamaran day if you want it and a bonfire nobody plans to stay at that long.
📅 The Daily Rhythm
Fourteen nights with a shape to them. Here is how a day actually goes.
ArrivalLand by 2pm
Van to Playa Maderas, drop your bags, welcome dinner with the whole crew.
The full day
Fly into Managua or Liberia and land by 2pm either way, so you make the transfer. It is about two and a half hours from Managua, about three from Liberia plus a land border. You arrive at hilltop villas looking down over the beach, settle in, and meet everyone over dinner.
MorningsQuiet first, then move
Journaling and meditation, then the jungle gym, a trail run, or yoga on the deck. Breakfast after.
The full day
The order matters on this trip. Journaling and a short meditation happen before anything else, while the property is still quiet. Movement comes next, and you pick it: an open-air session in the jungle gym above the beach, a trail run, or yoga looking straight at the break. Then breakfast with everyone, which is where the day actually gets planned.
MiddaysDeep work, if you need it
Dedicated work hours, fast wifi, quiet corners, and nobody making it weird.
The full day
We have tested the wifi and you can take a video call from a deck without apologising for your connection. There are dedicated deep work hours built into the day and enough quiet corners that you are not fighting for one. Plenty of guests work half the trip and take the other half off. Accountability check-ins run through the fortnight, which is the part that makes whatever you came here to change actually stick.
AfternoonsThere is something on
Surf, Spanish, a massage, the Shark Fin hike, or nothing at all by the pool.
The full day
Most afternoons have an activity and you can take it or leave it. Across the two weeks that includes three surf lessons, three Spanish lessons, three deep tissue massages spread out rather than stacked at the end, a horseback ride on the beach, and the optional catamaran day. Or hike out to the Shark Fin, get a second jungle gym session in, head into San Juan del Sur, or do none of it.
EveningsEveryone back together
Chef dinners, the speaker series, a beach bonfire, and the odd theme party.
The full day
Eight dinners are chef-prepared at the villas and the rest are out, which is how you end up knowing San Juan del Sur a bit. There is a speaker series through the fortnight, a beach bonfire, theme parties, and a lot of nights that run later than planned on the deck. This is the part that turns fourteen strangers into a group chat that is still going in June.
DepartureNothing before 12pm
Van back to Managua or Liberia, and a group chat that does not go quiet.
The full day
Do not book anything departing before 12pm, out of either airport. If you have to leave earlier we can set up a private shuttle for you at your own cost, which runs about 125 to 200 dollars per vehicle and fits three people with luggage, so it splits well if a few of you are on the same flight.
Every day is planned for you. Nothing to book, nothing to organise.
🛌Where you sleep
Three private villas on a jungle cliff. Fast wifi, slow mornings, two weeks of ocean views.
Our home is Villas Playa Maderas, three private villas on a jungle cliff about 100 feet above the sand, dead center of the Playa Maderas bay, with Maderas Rock sitting right in front of you.
Fiber wifi fast enough for your calls, quiet corners with an ocean view, an infinity pool for lunch breaks and monkeys for coworkers. Fourteen nights, and you unpack once.
14 nightsone home base, you unpack once
Three villasprivate, on a jungle cliff about 100 feet above the sand
Poolsinfinity and plunge pools on the edge of the cliff
The viewthe whole bay, the surf and Maderas Rock, right off the front porch
Beacha private path and stairs straight down to the surf
RoomsA/C, hot water and a bathroom for every bedroom
Wififast fiber optic, plus a backup generator for the power
Gymthe jungle gym, with TRX straps in the trees, wooden weights, ropes and an obstacle course on turf
Neighborsmonkeys, who swing past the pools and terraces
Securitygated, with security on site 24/7
Shared spot is a shared room in one of the villas, girls with girls and guys with guys.
Private spot is a bedroom all to yourself, with a desk, A/C and its own bathroom.
Playa Maderas, San Juan del Sur, Nicaragua
✅ What's
included
- +14 Nights at Beach Front Villas
- +High-Speed WiFi (150+ Mbps)
- +6 AM Coffee and Tea Station
- +Guided Journaling Sessions
- +Daily Jungle Gym Workouts
- +Yoga Sessions
- +Epic Trail Runs
- +14 Deluxe Healthy Breakfasts
- +Daily Fruit Smoothies
- +8 Chef-Prepared Dinners
- +Inspiring Speaker Series
- +Beach Bon Fire
- +Dedicated Deep Work Hours
- +Accountability Check-Ins
- +Organized Group Outings
- +3 Surf Lessons
- +3 Spanish Lessons
- +3 Deep Tissue Massages
- +Horseback Riding Adventure
- +Daily Room Cleaning
- +Theme Parties
- +SYB Welcome Package
- +Photographer and Videographer
- +Services of SYB Leaders
❌ Not
included
- –International Flights
- –Airport Transfers
- –7 Dinners Out
- –Optional Catamaran Adventure
- –Alcoholic Beverages
- –Airport Taxes (if applicable)
- –Travel Insurance
- –Medical Insurance
📸 #SYBNicaragua on
Instagram
Real moments from real trips, posted by the crews who were there. Use #SYBNicaragua to show off your morning yoga, trail runs and first waves. Tag us in your stories and we will hype you up.
FAQs
Because this is Nicaragua with a crew, not a laptop alone in a hostel.
We rent the villas, stack the day so deep work and real life both fit, and take care of the rest. You show up, plug in, and two weeks later you leave with a reset nervous system and a group chat that never dies.
Yes, and most people do.
By dinner on night one nobody is counting who came with who.
People with work they can do from a laptop and a nagging feeling that their life got small.
Founders, engineers, designers, consultants, people between things. Small crew, about 14.
That is the whole point.
High speed WiFi at 150 plus Mbps, dedicated deep work hours built into the day, and a crew that respects them. Mornings and middays are protected. The rest of the day is yours.
Yes, on your terms.
Daily jungle gym workouts, yoga, trail runs, surf lessons. Nobody is dragged out of a hammock and nobody gets left behind either.
Reset, not retreat.
No chanting, no forced silence. Work hard, surf, eat well, sit around a bonfire, sleep like a rock, do it again.
Beach front villas at Playa Maderas on Nicaragua’s Pacific coast.
Fourteen nights in one place. You unpack once.
Yes.
SYB leaders are on the ground the whole time, group outings and transport are organised, and this is a coast we have been running trips on for years.
A photographer and videographer travel with the group.
You will come home with the shots you would never get yourself.
Pick your dates and hold your spot with a 20 percent deposit.
The balance is due six weeks before departure.
Cancel more than 45 days out and everything you have paid becomes a trip credit you can use on any SYB trip.
Inside 45 days payments are non refundable. Travel and medical insurance is required.