Your perfect sailing day starts here
We're hand-picking skippers and crafting every itinerary on some of the world's most beautiful coastlines. Our first sailing experiences set sail in Summer 2026 - be the first aboard.
Run sailing tours? Join early as a founding partner β
We built this for the love of the sea
We grew up on this coast. Some of our best memories are long summer days on the water - diving off the back of the boat into an empty cove, grilling fresh fish at anchor as the sun goes down, watching first-time sailors take the helm and light up.
Sail With Me started with one simple wish: to share that feeling with people from all over the world, and to do it honestly - real boats, real skippers, no tourist traps.
We're putting the final touches on our first tours right now. When we open this summer, every experience here will be one we'd happily take our own families on. Thank you for being early - we can't wait to welcome you aboard.
SailWithMe
Founders
Curated sailing experiences
We're putting the finishing touches on our first tours. Every Sail With Me experience goes live for the Summer 2026 season - handpicked skippers, real boats, no tourist traps.
Our first sailings are almost ready
This is where every experience will live - from sunset aperitivo sails to full-day island hopping and private charters. We're confirming dates and crews now. Leave us a message and you'll be the first to book.
Get on the early listTypically replies within 1 hour
Sunset Sails
Golden-hour cruises with prosecco and local snacks.
Day Trips & Island Hopping
Hidden coves, sea caves, and long lunches at anchor.
Private Charters
The whole boat, your route, a professional skipper.
Run sailing tours? Join as a founding partner
We're hand-picking a small group of skippers and operators to launch with us in Summer 2026. List your tours, reach travelers from day one, and help shape the platform. No forms - just message us and we'll take it from there.
Founding partners Β· limited spots
Charter the whole boat.
Your crew. Your route.
Rent the entire yacht with a professional skipper for a day, a weekend, or a week. Custom itinerary, full privacy - the open sea on your terms.
What we help you with
One platform that makes running tours effortless for operators and booking them worry-free for travelers.
Everything to run and grow your tours
Take payments, manage bookings, and get paid - we handle the busywork so you can focus on the sea.
Online payments, built in
Accept cards and digital wallets from day one - no setup headaches.
Ticketing & booking management
Seats, availability and confirmations, all in one place.
Automated refunds & cancellations
Set your rules once and let the platform handle the rest.
Fast, secure payouts
Get your earnings reliably after every trip.
Reach new travelers
Get discovered by guests looking to book from day one.
Book with total peace of mind
Every tour is vetted and protected, so all you have to think about is the view.
Secure, protected bookings
Encrypted payments and every booking guaranteed.
Weather guarantee
Can't sail? Get a full refund or pick a new date.
Vetted, licensed skippers
Every skipper is checked, insured and experienced.
Verified tours you can trust
Real, reviewed experiences - no surprises on the day.
Free cancellation
Change your plans up to 48 hours before departure.
Book in minutes, sail for life
Find your experience
Browse hand-picked sailing experiences and filter by date, group size, or style until you find the perfect one.
Easy booking
Secure your spot in just a few taps. Pick your date, add your details, and pay securely online - no forms, no back-and-forth.
Instant confirmation
Get confirmed on the spot. Your booking, skipper details, and meeting point land in your inbox right away.
Real moments from the sea
What our sailors say
Real reviews from our founders' past sailing school and private charters - the same crew and standards behind every Sail With Me tour.
βAn amazing experience from start to finish! The level of training here is truly top-class - demanding but incredibly rewarding.β
Nikola
Sailing School
βVlad and his team offered professional sailing skills at a great price. You leave not only with more knowledge and confidence but also new friends.β
Ken
Sailing School
βGreat people, high level of quality, every recommendation.β
DuΕ‘an
Private Charter
Ready to set sail?
Message us on WhatsApp and we'll find the perfect experience for you - or build a custom one from scratch.
Chat with us on WhatsAppSail With Me Β· sailwith.me