(340) 998-2904 capt@sailcaneelbay.com



Is there a toilet on board?

Well, the exact answer is “no”, but yes, we have a “head” on board which technically takes place of a toilet but was designed by crazed plumbers who thought that sh** really can go uphill. So don’t forget to “go” before you board the boat because, while it is very possible, going while underway is no picnic.

Will the boat “tip” or “keel over”?

The term is “heel over”. Keel over is if we heel over too much. Yes, the boat heels over by design and by practice. Heeling the boat within limits actually makes the boat sail faster (and smoother) but heeling her (all boats are “she”) too much actually slows the boat down, something that none of us sailors want to do.

Is a catamaran (them) safer and more stable than a mono-hull (us) sailboat?

A catamaran’s (them) motion is similar to lo-res digital (ask us about our catamaran experience). It also has a herky-jerky motion similar to riding a New York City subway with a blindfold on (as some of you reading this probably have done). Further, a catamaran is just as stable upside down as it is right side up. A mono-hull sailing vessel (us) have an analog motion and has a weighted keel (I guess that is why you thought it was keel over) that makes the boat act like a Joe Palooka or weeble doll. As an example, try this: take a bowling bowl and hold it out straight horizontally in front of you for about five seconds. Very quickly, the bowling ball pulls your arm down. I am afraid that math is called for here – that is a righting moment of 16 lbs X 3 ft, or 48 ft-lbs. SPITFIRE’s keel weighs 15,500 and has a draft of 7.5 ft. That is 116,250 ft-lbs, which is over 2,400 times more righting moment than the bowling ball in your hand.

What are the guests saying about sailing on your fine yachts?

This has been one of our most enjoyable and memorable days, especially aboard Spitfire. – Amy & Roberto Really a perfect sail… we wish it could have lasted forever… – Jo Ann & Charlie Thank you, thank you, and thank you for an amazing, beautiful day! – Deanne family We couldn’t have made a better decision – great day, wonderful boat, great crew. – Phil Thank you for an unforgettable trip around St. John. There are many reasons to return, but this is definitely the most compelling one. – Paige & Al What a special day! Terrific sail, lovely snorkel, delicious lunch, great captain and crew. – Collins family Heaven on earth! This by far has been the highlight of our trip! – Anne & Ryan The best birthday and anniversary gift I can think of for my wife and me. All was beautiful (and killer rum cake). – Jeff & Krispin

What are the guests really saying about you?

I am not sure what you mean by that. Have you heard something?


Do you officiate at weddings?

Yes, both onshore and on board. A couple of our captains are authorized by the Territorial Court of the Virgin Islands to officiate at weddings and have performed many ceremonies to date. Please contact us for further details.

Is there an age limit (young and old) of guests on the sailboats?

We do not take children under 8 years old on any public day or half-day sail and we do not take children under 12 years old on any public sunset sail. However, we do waiver these lower limits if the boat is booked privately or all the seats are purchased by the youth’s family. Youth challenged oldsters should consider that sailing is a water sport (operative words being “water” and “sport”). Boats, power and sail, do have a tendency to move a bit and are not designed primarily for easy access on deck and below deck. Please take this in consideration when making your reservations.

At what age do you think children enjoy sailing?

We find that a child who needs to touch something in order to enjoy it generally doesn’t like sailing. However, if your child can sit back and see what there is to see, then you are raising a sailor.

Is there any discount given to my child? She does not eat or drink much and takes up so little space.

The United States Coast Guard and the Code of Federal Regulations consider your child a “person” and, therefore, so do we. That is why we charge full price for all persons, young and old, on board.

Will I get seasick?

Do you get air or carsick? If you do there is a chance boating will affect you also. Sailing however is a more natural motion than flying, driving or power boating as a sailboat moves with the conditions not against them. We recommend, when in doubt, to take a Bonine a couple hours before the sail, and don’t have a greasy heavy meal before.

What is the difference between a public and private sail?

A public sail is that which other guests may join in up to the capacity of the boat. A private sail is that which the guests total five or less and would like the boat to themselves with no other guests on board. If six guests from one party decide to charter the boat (leaving no room for other guests outside their party), they will be charged the full amount for the sail. Only when the charter party totals 5 or less will the discounted “private” price be given.

What is your cancellation policy?

Our cancellation policy is 24 hours notice to avoid ire of Greg. We will do everything possible to reschedule should our captain decide that the weather is dangerous or he feels that the clients will not have much fun. After all, it is your trip. However, It is left solely up to the captain to make that decision, not the client. In most cases, we know more about the weather outlook than our clients do.

Is there food on all your sails?

I certainly hope not, we try to keep them clean. Oh, you mean “Do you serve food during all your trips”? I get it now. We do not serve food on our half-day sails but do serve lunch on the day sail and appetizers on our sunset sails. You may bring food or snacks on the half-day sails.

Do you have drinks on all your sails?

See the answer to the question above. Other than that, we offer water, Coke, Diet Coke, Sprite, cold beer, white wine and rum punch during our trips. Please note that alcoholic beverages are never offered prior to snorkeling.

How generous are you with alcohol?

We are generous with alcohol but please note that we are not offering booze cruises. We monitor alcohol intake and make adjustments when needed. We do not allow alcohol to be consumed on board prior to snorkeling.

Can you take us to a beach?

Well, no. The beaches at Caneel are the best around. All of our boats have extreme draft (that is, how deep our keel is) and cannot get close to the beach. Snorkeling is done from the boats.

Will you give me a snorkeling lesson? And will I be able to safely and easily get on and off the boat while doing so?

We hope you will take advantage of the calm waters around Caneel beaches to practice your snorkeling prior to getting on our boats. We do offer tips like “breath air, not water” to our guests and actually suggest ways to maximize their snorkel experience but we do not teach from the get go “how” to snorkel. Stepping into the water off the boat or getting back on requires just a little bit of something or other but it is not difficult in the least.

May I take the helm?



What time is it there?

We in the land of sun and fun live in ATLANTIC STANDARD TIME, that is, we are one hour AHEAD of New York City in the winter, and the same time as NYC in the summer, when daylight savings is in effect. So, don’t forget to reset your watches when you arrive here so you don’t end up missing the boat.

Are there pirates in the Caribbean?

You will only find pirates in the movies and at the checkout counters at our grocery stores.

Is it Cay or Key?

Depends on where you are. In Florida, “Key” West is a key, pronounced “key”. Stanley Cay in the Bahamas is a cay, pronounced “key”. In the Virgin Islands, they are cays, also pronounced “keys”. A key or a cay is a little island (pronounced “island”) that is by definition “a small island”. Just to clear it up, there is a small island (see previous definition) off of Peter Island in the BVIs that is named “Key Cay” and it is pronounced “key-key”. OK?

Is it St John or St Johns?

St John is an island in the U.S. Virgin Islands, St Johns is a city in Newfoundland, Canada, and in Antigua, BWI (ask us about the day sail that wasn’t).

Is it Antigua or Antigua?

Antigua (an-te-ga), BWI, is in Caribbean and Antigua (an-te-gwa) is in Central America (ask us about the coffee bean story).

Is it the BVIs or the BVDs?

The BVIs are in the West Indies and the BVDs are in the West Undies.

What is the weather like in the Caribbean? I see it is supposed to rain every day we are there.

Many of our guests will check weather.com or some other weather service to see what their week in paradise has in store for them. It appears that the weather services group St John and St Thomas with St. Croix (40 miles to the south) and Puerto Rico (60 miles to the west). Well, a forecast of “30% chance of rain and scattered showers” has a very different meaning in the upper 48 States than it does here in the Islands. In the States you would expect gray skies and wet, sloppy weather, generally the type of weather you would like to escape from. However, that same forecast for the Islands means blue skies with puffy white clouds and trade wind breezes, with a chance of a passing (refreshing) rain, just the type of weather you would like to escape to. Rain outs in paradise are unusual and are generally described as “60% (or more) chance of rain and numerous showers”. In any case, if you get a little wet, the brilliant sun will dry you quickly.

Who lives there?

Oh, we do.