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Let's get started...

Whether you are booking a private charter or just a cabin, we make it as easy as 1-2-3 to book your perfect summer sailing vacation.

Follow the steps and join us for the summer holiday of a lifetime.

Gay Sailing


Choose from our all-inclusive publicly scheduled trips or customize a private charter. Your choice!



Either book a cabin on a shared cabin boat, book an all-inclusive private charter or scale it back with just a Boat & Captain option.



Choose your location, confirm your cabin or boat.



Book and pay! Reserve your places by paying a deposit and you're all set.

Step One

All-inclusive Package

The best and most popular way to plan your trip is to book our all-inclusive packages. Keep it hassle-free and not worry about any of the logistics. Just book and show up on the day, we've got everything covered. There are no hidden fees to surprise you. Packages are available for full yachts, cabins and solo travelers.

Customized Trip Package

Depending on your experience, you can either leave all the planning to us and we create a custom trip for you, or we can hand everything over to you and just book a boat for you to captain, or we can provide the captain also.

Pride Sailing

Our style

Spend a week-long of sailing around the most beautiful islands Croatia and Greece has to offer. Indulge in the historic towns, relax on board your own yacht and have the time of your life at the hottest local spots – the perfect balance for a holiday of a lifetime. Bring your friends or make new ones!


Our crew

Get to meet some of our amazing and talented crew. They will make sure that your sailing holiday will be very worth while. You can learn basic sailing 101 with our skilled skippers and experience exquisite service from our host's. Our team is comprised of both full time and part time crew. 


Our guests

We cater to a variety of guests from the different parts of the world. Mostly, we get solo travelers on a mission to find themselves or new acquaintances, couples keen for a getaway or celebrate special milestones, and groups of friends or families, seeking the ultimate summer holiday. 


Cabin Share

On selected trips we have the option for a solo traveler to book a single occupancy. This means sharing a cabin and quite likely a bed. This is the most economical way to sail for 7 days and keep your trip costs to a minimum.

Private Cabin

Can't fill an entire boat? No problem, just book 1 cabin for either yourself or you and your +1 and only pay a fraction of the overall costs. It's a great way to make new friends, learn to sail or just kick back and enjoy as we take care of everything!

Pride Sailing
Med Sailing Holidays

Private Charter

Go on an island-hopping adventure for a week on a private yacht with your very own skipper and host together with your friends.

Full Boat


Private Charter

All our boats have 4 cabins and can accommodate 8 guests plus crew (Skipper + Host). We can arrange any boat size to suit your budget.



Private Cabin

Book a cabin as a couple, buddies or whether you just want a big cabin to yourself. You can choose a forward or a master/aft cabin depending on your preference.



Cabin Share

Book a single berth and share a cabin with a person of the same gender. If you're booking a single berth, we'll fit you in as best we can.




Get your family or crew together for a fun and exciting island hopping adventure on your own private yacht. With your own skipper and hostess, you are guaranteed to have the sailing adventure of a lifetime. It's something everyone should try at least once in your lifetime.



Couples or Buddies

Nothing beats a holiday spent with a loved one or a close buddy. It makes the experience twice as memorable and twice the fun! Most of our guests are couples who celebrate a milestone on their relationships. While others just grateful to have their friends come and sail with them.

Gay Private Charter



Traveling solo is never a problem. Our trips are packed with like-minded individuals who have the same travel goals as you have as far as your holiday is concerned. We have lots of solo travelers who board the yacht as strangers and get off it as good friends. It's definitely a trip worth venturing for.



Choose from any of our destinations and sail away on a trip filled with unforgettable experiences and memories that is worth keeping. We've tailor-made each itinerary to give you a unique experience in every destination. It will be a sailing holiday of a lifetime. 



Split to Dubrovnik

Spend 7 days sailing Croatia, island-hopping across the Dalmatian Coast! Our routes start from either Split or Dubrovnik and include the ancient islands of Hvar and Korčula, taking in historic sights and natural beauty, while enjoying the pristine waters and magical coastline. It's the trip of a lifetime that will have you talking about it for years to come.



Ionian Sea / Athens / Mykonos

Spend 7 days exploring Greece, whether that's the Ionian Islands along the west coast of Greece, the Saronics departing from Athens, or Mykonos and the Cyclades. You will enjoy an unforgettable sail, while exploring the spectacular coastline. It's time to sit back, relax and enjoy the sun, pristine water, white beaches and exquisite vista.

Sailing Sicily


Aeolian Islands

We’ve picked the Aeolian Islands for our first pride sailing holiday trip in Sicily for its steady winds, warm seas, and amazing marine life! It will be the perfect opportunity to explore a UNESCO lister for a week on your own private yacht.

Sardinia Island hopping


Sardinia & Corsica 

Explore the captivating charm of sailing around the beautiful island of Sardinia. This popular destination combines gorgeous beaches, clear blue waters, and a rich cultural vibe, making it perfect for sailing fans and adventurers seeking an unforgettable maritime experience.

Exploring Phuket



Revel in the newest addition to our Sailing destinations. Sail Thailand and savor the varied delights of its emerald-colored waters, limestone pinnacles, anchorages, pristine beaches, traditional fishing villages, and some of the best snorkeling and scuba diving in the world.



Private Charter

Customize your holiday in any location around the world, you can choose to join a publicly scheduled sailing vacation, or you can arrange a private yacht charter for your party. We offer private yacht charters for groups who want a boat to themselves when sailing on your sailing holiday.

Pride Sailing Holidays

Choose from any of our destinations and sail away on a trip filled with unforgettable experiences and memories that is worth keeping. We've tailor-made each itinerary to give you a unique experience in every destination. It will be a sailing holiday of a lifetime. 



We require at least 30% of the full amount for cabin charters and 50% for private charters to reserve your places / boat. Limited places only!



if you prefer a special payment plan, get in touch and we can discuss the terms of payment. 



We accept all major credit cards, bank transfer, and PayPal. There will be a 4% transaction fee for credit card and PayPal payments.



Every season we offer exciting promos, discounts, and last-minute deals for all our customers.



Balance is payable 12 weeks before your departure date. You can find your due date on your invoice. We will send out reminders.



For our cancellation and temporary COVID-19 policy, click here to learn more.

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