Diving and Sailing Holiday

Is Diving and Sailing a Good Combination?

Diving n. (/ˈdʌɪvɪŋ/) the sport or activity of swimming or exploring under water.

Sailing n. (/ˈseɪlɪŋ/) the sport or activity of using boats, typically with sails.

What Are the Different Diving and Sailing Options?

We are often asked to arrange sailing memories that include diving or…  diving memories that include sailing, or diving and sailing. Typically there is a dominant pursuit; but whether you re seeking to do a couple of dives whilst in the British Virgin Islands, or planning to dive every day with a sailing boat taking you from dive site to dive site, we’ll explain what to think about.

  1. Boat. Is the boat suitable for carrying dive equipment?
  2. Where. Are the distances between dives short enough for a sailing boat?
  3. Budget. Find the right budget for your crew.
  4. Qualifications. Do you have both the right dive and sailing certification?
  5. Search. Get in touch with SailChecker!
  6. A Bit Like This? We see how it looks with an example.

Your Guide to Diving and Sailing Holiday

The Choice of Boat for Diving and Sailing

Sailing And Diving Boat Choice. Typically dedicated dive trips are done on dive boats, motorboats with all the necessary equipment. Some smaller ones operate from shore bases, others you liveaboard.

Immediately there is going to be some compromises to the diving, you won’t be able to get to places quite so quick and your not going to have a compressor on board many sailing boats.

My most successful diving and sailing holidays have been on catamarans with racks added for the canisters. There is plenty of space to stow all the paraphernalia that you need.

Where to Dive and Sail

Where to Sail and Dive. Compared to a dive boat you will move from site to site much more slowly, a compact area is essential. For this reason the British Virgin Islands are just 25 nautical miles end-to-end and have dozens of amazing dive sites.

Dive and Sailing Budget

What to Budget. You will often find with enough people sharing a boat, the cost of diving and sailing is cheaper than going on a dedicated dive holiday. It’s also quite possible to dive from a monohull, saving even more.

Create The Perfect Diving and Sailing Memories

Images Taken During a SailChecker Diving and Sailing Trip


Qualifications for Diving and Sailing. So don’t forget you will need to have both qualified divers (to get tanks recharged) and a qualified skipper. It is possible to hire both skippers and dive instructors of you need them.

How to Search

Finding Your Perfect Sail and Dive Experience. So you have decided this is for you, you have a crew and you are ready to start searching. Searching for the right experience is not straight forward. There are lots of elements to consider.

SailChecker has years of experience helping organise diving and sailing memories. All our tailor-made service is completely free of charge and we will take all the hassle out of finding the perfect boat.

A Bit Like This?

A bit like this. A 6-year-old catamaran, with tank racks, in the British Virgin Islands, for one week in June would cost you $6,000, £5000 at the time of writing. Add some flights, divide this amongst 8 other friends and you have a great diving and sailing trip for a great price.

Amazing Sailing Experiences

Our Amazing Customers

  • Great family vacation.

    I didn't think sailing with my family would be so much fun...

    Sailing for the first time.

    Alex USA

  • I recommendate them !

    Everything went smooth, the paper processing, special requests and the specs of tht check-in procedure. Boat was also in good shape, so no complaints and a worry free holiday...

    We had a great experience with booking through sailchecker.

    <read more>

    Dick USA

  • Great service from Kate.

    Informative and looked for the best value for our family. Very good customer service on this side and in Greece. Great boat and skipper...

    Fantastic holiday from start to finish.

    <read more>

    Angela United Kingdom

  • Very professional outfit!

    They were very responsive and very quick to answer questions via email and instant chat. They had extensive knowledge of the area...

    We will most definitely use their services for our next bareboat sailing vacation.

    <read more>

    Kirsten W.
    Kirsten W. USA

  • Sail checker were professional from start to finish - we wouldn’t book through anyone else!

    Sailchecker were professional from start to finish - and were awesome dealing with a problem! Our first Yacht had serious issues and sail checker helped us to resolve it...

    They are easy to deal with, straightforward and honest and I would recommend them to anyone planning a charter holiday.

    <read more>

    Kat, H.
    Kat, H. UK

  • Coronavirus pandemic support has been brilliant!

    During the Coronavirus pandemic, Kate and her colleagues at Sailchecker have performed brilliantly. They have been considerate and highly efficient in re-organising our Turkey charter and also provided lots of assistance in getting our Yacht Security Deposit insurance policy transferred to match our revised charter dates.

    Truly worthy of a 5 star rating!

    <read more>

    Alan, R.
    Alan, R. UK

  • Sailing is the perfect family holiday.

    Would I go sailing again? OMG yes! Sailing is the perfect family holiday. Boys loved the activities, I enjoy relaxing as well...

    Sailchecker.com arranged a sailing cruise her family of 2 sons, daughter & hubby in the BVI with their own.

    Anne USA

  •  Thank you sooo much! It was sail in the day… party at night. We couldn't have wanted a better skipper or a Spring Break!  Good times...

    Arranged for 6 friends to sail Spring Break in the British Virgin Islands for under $500 each.

    Tim USA

  • We had an absolute blast !!

    All bookings and confirmations was always accurate with no delays. Our boat was also fabulously maintained and the Skipper new the area extremely well...

    Everything was down to the tee.

    <read more>

    Pieter Van R.
    Pieter Van R. Netherlands
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