#DeskToDeck Challenge
From Boardroom to Barefoot in 24 Hours
Presented by I See U Sea

Trade your desk for a deck. Your inbox for an island. Your stress for the sea.
#DeskToDeck Challenge

Can You Go 8 Days Without Checking Work?

You don’t need permission. You need escape velocity

The #DeskToDeck Challenge is a 7-night luxury sailing adventure designed to break your digital addiction — with zero guilt, total comfort, and full accountability.

You'll:

  • Arrive Dec 12 — settle in with sunset cocktails
  • Sign the Digital Detox Pledge at dusk
  • Sail iconic BVI islands
  • Return transformed — tan, rested, and free

“I haven’t gone a full day without checking work in over a decade. This trip broke the cycle. I felt human again.”
Mark T., Tech Founder | 2024 Participant

Completion Prize: Digital badge, challenge Tshirt, and priority booking for next year.

Your Route – The Ultimate Disraction

Day
Stop
Why It’s Addictive
12-Dec
Tortola
Sunset welcome. Pledge signing. First rum punch.
13-Dec
Norman Island
Snorkel pirate caves. Party at the Willy T bar.
14-Dec
Peter Island
Hike Dead Chest. Swim in White Bay.
15-Dec
The Baths, Virgin Gorda
Walk through boulders. Float in hidden pools.
16-Dec
Prickly Pear
Snorkel paradise. Zero people. Pure peace.
17-Dec
Saba Rock → Bitter End → Eustatia
Iconic bars, quiet bays, stargazing.
18-Dec
Necker → Moskito Island
Sail past billionaire playgrounds. Feel like royalty.
19-Dec
Anegada (Optional)
Coral atoll, flamingos, lobster feast.
20-Dec
Return to Tortola
Debrief. Certificates. Reality (tomorrow).
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The Boat - Your Floating 5-Star Escape

Lagoon 42 Catamaran – Spacious. Stable. Serene.

Your home for the week includes:

  • 4 private staterooms (queen beds, ensuite bathrooms)
  • Premium linens & plush towels
  • Fully equipped galley (oven, fridge, coffee maker)
  • Dinghy with outboard for island hopping
  • Snorkel gear, paddleboards, safety gear
  • Flybridge with 360° views – perfect for sunset toasts

“Like a boutique hotel — but it sails.”

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Included

  • Luxury Lagoon 42 catamaran (4 cabins)
  • All linens, towels, kitchen essentials
  • Dinghy with outboard
  • Yacht insurance & safety gear
  • Licensed Captain Dima (onboard entire trip)
  • Check-in: Dec 12 (extra night to settle in)
  • Sailing: Dec 13–20
  • #DeskToDeck Challenge experience
  • Digital Detox Pledge Ceremony
  • Completion Certificate & Challenge Badge

Not Included

  • Airfare (fly into STT or SJU)
  • Food & drinks (~$200–$250 pp for groceries & dining)
    (We can pre-provision your favorites!)
  • Laptop (optional — we’ll lock it up for you)
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Accept The Challenge

Only 8 Spots. Only One You.

  • Dates: December 12–20, 2025
  • Boat: Lagoon 42 | 4 Cabins | Max 8 Challengers
  • Start/End: Road Town, Tortola, BVI
  • Captain: Dima

Pricing (Early Bird - Ends OCT 31)

Per Person: $1,800 (save $500)

Private Stateroom: $3,300 (Double save $1300)

  • To Secure Your Spot: 50% Deposit Required
  • Contact Us to Book
  • facebook.com/groups/ISeaUSea

“The sea doesn’t care about your KPIs. And neither do we.”

🎉 Fun Fact

Did you know that spending time outdoors can boost your mood and productivity? So, don’t just join the #DeskToDeck Challenge—embrace the wild! A little sunshine and fresh air can turn your creativity up a notch and elevate your daily grind to a joyous escape.

Let’s Plan Your Experience

Ready to be part of this event? Reach out today and our team will help you secure your spot, answer your questions, and make sure your journey with us is smooth.