The cost of your sailing holiday depends on several key factors—including your destination, travel dates, the size and type of boat you choose, and how long you plan to charter. Peak seasons and popular locations tend to be more expensive, while early bookings, longer charters, or less-travelled regions can offer great value.

When you book through Sail Connections, we’ll guide you through all these variables and provide a clear, transparent quote with no hidden costs. We also monitor the market closely to find opportunities for savings, such as:

• Early booking discounts
• Extended charter discounts
• Repeat client offersSpot rates on underbooked boats

Your quote will include all known fees upfront, so aside from your personal spending and travel expenses, you’ll know exactly what your holiday will cost before you leave home.

We can also assist with:

• Advice on flight routes and local transfers
• Recommended accommodation before or after your charter
• Information on provisioning, onboard extras, and connectivity
• Tips for optional activities like shore excursions and dining ashore

To learn more, download our Essential Guide to Bareboat and Crewed Sailing Holiday Charters.

Related FAQs

What is a fully crewed charter?

A fully crewed yacht charter is the ultimate sailing experience—combining comfort, service, and seamless travel. Your yacht comes with a dedicated professional crew, typically including a captain, cook/chef, and one or more hostesses or deckhands. Continue Reading...

What is a skippered bareboat charter?

A skippered bareboat charter gives you the freedom of a private yacht—without the responsibility of skippering it yourself. You hire a yacht and a licensed professional skipper joins your crew to manage the sailing, navigation, docking, and safety. Continue Reading...

What support is available during our charter?

You’re never alone at sea. Throughout your bareboat charter, you’ll have access to 24/7 technical support provided by the local charter base. Continue Reading...

What are the typical charter check-in and check-out procedures?

Most bareboat charters operate on a Saturday-to-Saturday schedule, although this can vary by destination and operator, particularly in quieter periods. Continue Reading...

How many people can a bareboat charter accommodate?

Most bareboat yachts are designed for groups of 4 to 12 people, depending on the size and layout of the boat. The average bareboat in popular destinations like the Greek Islands has around 4 cabins, though larger yachts with 5 to 8 cabins are available for bigger groups. Continue Reading...

What is a bareboat charter?

A bareboat charter is a yacht rental without a professional crew—giving you full responsibility for sailing, navigating, and provisioning the boat. It’s the ideal option for experienced sailors who want the freedom to plan their own itinerary and enjoy the adventure of skippering their own yacht. Continue Reading...

Can you assist with other aspects of our travel?

While we’re not a travel agency, we’re more than happy to assist with key elements that support your sailing holiday. Our expertise lies in organizing every aspect of your yacht charter—including transfers between the charter base and your arrival point or accommodation, as well as offering advice on provisioning your boat either remotely or upon arrival. Continue Reading...

How do we provision our bareboat charter?

Provisioning your bareboat is simple, and there are a few convenient options to choose from—depending on your destination and preferences. Continue Reading...

Can we board early at the start of charter?

Typically, your departure time is scheduled to give the operator enough time to prepare the yacht—ensuring it is clean, fully serviced, and technically sound before handover. Continue Reading...

Can we book a cabin on a crewed boat?

Yes, in many popular sailing destinations, it's possible to book a private cabin on a crewed yacht. Several charter operators offer scheduled cabin-share cruises, where you join like-minded travellers on a set itinerary with a professional crew. Continue Reading...