5 Reasons Why A Sailing Holiday is the Ultimate Solo Adventure

by Andrew Cowen · Tue 4 Mar 2025

If you’re a solo traveller looking for your next adventure, imagine this: waking up to the sound of waves, feeling the sea breeze on your face, and setting sail towards remote, breathtaking destinations whether a seasoned explorer or a first-time adventurer, a sailing holiday with Wavysail offers the perfect blend of challenge, camaraderie, and unforgettable experiences

From Scotland’s rugged coastline to the crystal-clear waters of Croatia or a true expedition across the South Atlantic from Cape Town to St Helena, our tailor-made trips are designed for small groups—ensuring a welcoming and immersive journey where solo travellers can genuinely thrive.

As Solo travel tours go, they don’t get more inspiring than a sailing expedition. Here is why…

1. You’re Never Really Solo – Find Your Crew at Sea

While setting off on a solo holiday can sometimes feel daunting, joining a sailing expedition means instant connection. Our trips are designed for small, like-minded groups led by world-class skippers who create an inclusive and supportive atmosphere. Whether you’re an introvert seeking quiet reflection or someone who loves swapping stories over a shared meal, life onboard is about bonding through adventure.

Many of our solo travellers arrive alone but leave with lifelong friends. After all, a few things bring people together, like navigating the open ocean, hoisting sails in the early morning, and celebrating a successful passage under the stars.

2. Push Your Boundaries, Build New Skills

Sailing is an adventure that challenges you in the best possible way. You’ll learn navigation, seamanship, sail handling, and—perhaps most importantly—how to trust yourself in new environments. Whether you’re a total beginner or have some sailing experience, every trip is an opportunity to develop confidence, resilience, and practical skills that will stay with you long after you step back on land.

And remember—with our adventures, no sailing experience is required! Our expert skippers guide you every step of the way, adding to the thrill of exploring the world in a new way.

3. Discover the World Differently – Off the Beaten Path

Forget packed tour buses and predictable itineraries. Sailing lets you explore places most travellers will never reach.

Explore Scotland’s Hidden Isles – Sail the North Coast 500 from Oban to Stornoway, Kirkwall, and back via the Caledonian Canal. Experience dramatic landscapes, wild anchorages, and historic villages, some only approachable by sea.
Croatia’s Island-Hopping Paradise – Our week-long Croatia Sailing Adventure (August 2025) is perfect for solo travellers who love sunshine, clear waters, and a relaxed pace with plenty of hands-on sailing.
The Ultimate Challenge: Cape Town to St Helena – A true ocean expedition, sailing 4,000 miles across the South Atlantic with expert guidance. You’ll spend five days exploring St Helena, one of the world’s most remote and fascinating islands.

Sailing is more than just a means of travel; it allows you to experience the world from a unique perspective.

4. A Perfect Balance of Adventure and Mindfulness

Sailing offers a rare mix of thrill and tranquillity. One moment, you’re racing the wind, trimming sails, and navigating the open sea. The next, you’re watching a golden sunset, feeling the rhythm of the waves, or spotting dolphins playing in the wake.

For solo travellers, this means time for self-reflection, digital detox, and the chance to disconnect from the fast pace of everyday life while still embracing adventure.

5. Safe, Structured & Supported

Solo travel is about independence, but it’s also great to have the support of a trusted team. At Wavysail, safety is our priority, and every expedition is meticulously planned. You’ll be guided by experienced, world-class skippers with thousands of sea miles under their belts. We handle the logistics so that you can focus on the adventure.

With solo travel tours becoming more popular, why not choose a unique, structured experience? Whether you join us for a week in Croatia or a full expedition across the Atlantic, you’ll gain a new sense of adventure, connection, and accomplishment.

Set Sail on Your Solo Adventure with Wavysail

If you’re looking for a holiday for single travellers that offers camaraderie, skill-building, and the thrill of open-water exploration, a Wavysail adventure awaits you.

Trips currently open for solo travellers:

Scotland North Coast 500 (August 2025) Sail Scotland’s rugged beauty

Croatia Sailing Adventure (August 2025) – Sun, sea & sailing paradise