drop anchor, make friends

Sailing Trips

Private yachts, crystal waters, deep conversations, and nights you will remember for life.

Islands of Palawan

Off-grid sailing the most beautiful chain of remote islands left in this world.

14 - 21 February 2027
7 nights
Philippines
$3,250 / person
Pay later available
Info

Pharaoh's Fiesta

Egypt Odyssey: Ten Days of Pure Adventure

13 - 22 May 2027
9 nights
Egypt
From $3,850 / person
Pay later available
Info

2 results

Sailing Trips, The SYB Way

Private Yachts. Crystal Waters. Zero Experience Needed.

drop anchor, make friends

Group sailing trips on private boats with a full crew, so your only jobs are swimming, eating well, and getting to know the people on deck. Deep conversations, secret coves, and nights you will remember for life.

Most travelers arrive solo. Days move between swim stops, island villages, and on-deck sunsets, with workouts and yoga worked in when the anchor drops.

500+Trips since 2014
5,000+Travelers
5.0From 300+ reviews
55%Come back for more

Sail

A real crewed yacht, not a ferry. Wake up in a new bay, jump off the back, repeat.

🥕

Feast

Fresh meals on board and long dinners on shore. Sea air makes everything taste better.

🍺

Connect

Small boats build tight crews fast. By night two the deck feels like your living room.

Where We Sail.

the good kind of lost

Sail the Turkish Riviera for seven nights on the Blue Voyage, go off-grid through the last great island chain on our Palawan, Philippines expedition, and cruise the Nile on the Egypt trip. Every date lives on the trip calendar.

Picking your window? Read the best time to visit Turkey and the best time to visit the Philippines guides.

Real Questions.

no dumb questions

Do I need sailing experience?
None. A professional crew sails the boat. You swim, snack, and steer only if you ask nicely.
🙋Can I come alone?
Yes. Most of our travelers arrive solo, and a boat is the fastest friend-maker we know.
🥦What about seasickness?
We sail calm coastal waters and anchor most nights. If you are prone to it, bring the tablets and you will likely forget you packed them.
🛌What are the cabins like?
Real cabins with real beds and bathrooms. Cozy, clean, and you will spend most waking hours on deck anyway.
💰How does booking work?
Hold your spot with a 20% deposit and pay the rest later. The Blue Voyage runs from $3,850 for 7 nights all-in on the boat.

catch the next boat

Pick a date. Show up. We handle the rest.

stories from the deck

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