Your Questions Answered
The Caribbean is one of the most popular and rewarding regions for a sailing holiday. From the steady trade winds to island-hopping adventures, there’s something for everyone. These FAQs cover essential information about chartering in the Caribbean — including the best times to go, choosing between islands, what’s included, and how to get started.
Explore Destination FAQs
For a personal proposal structured to meet your needs, with advice on all aspects of your sailing charter ...
Latest Blog Posts
-
Exciting Times for Discovering New Zealand by Sail
Determined to make use of my time during the covid pandemic lockdown, Robert Cross set out to build himself a boat. The result is the Elliott 11.5 tourer ‘Denim’, launched October 2024 and now available for charter in the Bay of Islands, New Zealand
-
Modern Consumer Tech on Sailing Charter: do we really need it?
When thinking about a sailing holiday, it’s natural to wonder whether to bring our modern gadgets along for the ride - or leave them behind entirely. Technology is so deeply woven into the fabric of our daily routines. So should we pack our tablets and smartphones or is a sailing charter the perfect opportunity to fully disconnect and reset?
-
Gulet vs. Catamaran: which is the Best Charter Boat for you?
Planning a sailing holiday in the Mediterranean is a dream come true for many, with its crystal-clear waters, historic ports, and sun-soaked islands. Once you’ve chosen your destination, there’s still a crucial decision to make: should you charter a classic Turkish gulet or opt for a modern catamaran? Both offer unique experiences, so let’s dive into a comparison to help you make an informed choice for your group’s holiday.
-
Chartering with a Crew: the Options and all the Advantages
A sailboat charter that includes a paid crew can mean different things: a crewed bareboat with your party joined by freelance skipper and sometimes cook; a boat that must have a skipper included, and the full-service charter with permanent, professional crew attached.
-
Sailing charter versus resort stay: comparing the costs
A sailing holiday frequently combines with a land-based resort stay. How many nights aboard charter boat and how many nights onshore, or foregoing one or the other due to cost, is often a discussion point. So we did an exercise on the price comparisons between boat and resort. The cost benefits of a sailing holiday are clear
The Sail Connections Guarantee
One contact - every option - advice you can trust.
- Matching any competitive offer
- Sourcing boats with discounts available
- Personalising our proposal just for you
- Qualifying the operator as well as the boat
- Advising without bias based on 25+ years of experience
- We do more than just book yachts!
We will match any discount website offer on charter boat price, and still provide our customary high level of service.
Get in Touch