Two glasses. One route. Endless conversation.

Who we are?

We’re a couple who never sit still.
He’s the map and the logic — routes, plans, smart hacks, and the reminder not to lose the passport.
She’s the heart and spark — taste, ideas, food lists, and sudden “let’s try this too!”
Different? Yes. But that’s the magic. Because every trip needs both: confidence and curiosity, clarity and a little spontaneity.

How SailSheep began

— “Where to next?”
—  “Anywhere.”
It didn’t start as a business — it started as a date. A trip to Portugal: Lisbon, Porto, Cascais, Faro. We unwrapped each city like a present. We still remember the sunsets, the ocean breeze, and those shrimp we never found again.

Southernmost point of the continental U.S. (about 150 km to Cuba)
“The map says ‘end of the road.’ We say ‘just the beginning.”

Hobbiton, New Zealand
“Raise a glass to there and back again, with a wish fulfilled.”

Then came more countries. Sometimes we laughed, sometimes we stressed. In New Zealand, we thought our card had no fees — it did. Half a day gone, scrolling forums and arguing what to do.

Little bumps like that kept showing up. The journeys were beautiful, but they came with scrapes.

That’s when we realized: travel makes even grown-ups feel like kids — curious, excited, but unsure. And unlike kids, we’re afraid of mistakes. So we freeze.

SailSheep was born from one wish: to be that calm voice saying, “Go on. It’s okay. We’ve got you.”
We’re here so you can not only go, but truly see — without fear.

Valeriya with a kitten
“This cat doesn’t know travel hacks. It just trusts. We could all use a bit of that.”

Why “SailSheep”?

Because we love animals.
“Sheep” feels like comfort, trust, and kindness.
“Sail” means freedom, adventure, new horizons.

And yes — SailSheep almost sounds like “SailShip”: built to explore, not to stay in the harbor.

It ties together our love for travel, the world, and everything alive in it.

Nikolay with the dogs
“Even the ones who usually guard the place trust us.”

What we do?

SailSheep isn’t a “tour.”
People come to us and say, “I’ve always wanted to go… but I’m not sure I can pull it off.”

We answer, “With us, you can. And you’ll remember it forever.”

There are no “impossible” destinations. There’s just you — and your dream.

We take your hand and say: “Let’s make it simple, beautiful, and yours.”

We don’t sell tours — we open doors. We don’t lead clients — we walk beside you, where the wonder begins.

Milford Sound, New Zealand
“Sometimes, to see what matters, you just step out on deck.”

Great Wall of China, China
“Even with a wall between us, we find a way around it—with humor and a little fluff.”

Dead Sea, Israel
“When a trip goes to plan: be amazed, get muddy, remember it..”

Care for you — and the world

Travel can be easy, and it can be mindful. Small choices matter.
All confirmations are digital — no extra paper.

Matterhorn, Switzerland
“Standing by the Matterhorn and thinking, ‘So that’s where Toblerone gets its shape.’’

Majorelle Garden, Morocco
“Color and moment in balance. We find inspiration in details, not just the route.”

We suggest reusable bottles and cups — practical, pretty, and better for the planet.
We recommend local guides and restaurants — real flavors for you, real support for the community.
Because it’s not only where you go, but how you go — with respect for nature, culture, and people.

“Not all those who wander are lost”

J. R. R. Tolkien

Our Values

Stay Curious

Every trip is a chance to see the world with fresh eyes. Curiosity lets you see familiar places in a new way.

Be Brave

We value the courage to try new things. A small step beyond the usual can change how you see the world and yourself.

Care and Connection

We value being there for each other. Travel works best when people listen, help, and share the journey.

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