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Meet Ruby!

Our newest crew member aboard Tipitina, still in training but doing a good job so far.


Book a Trip with Tipitina

A classic beauty

Tipitina is a traditional classic. The 43 foot Hans Christian “Christina” was designed to be the ultimate all round cruising vessel, built for safety and comfort in all sea conditions without compromising speed like her full keeled sister. Her timeless lines conjure romantic images of bygone sailing days.

She has just undergone an extensive 18 month refit and is looking prettier than ever. With her varnished teak and polished brass fittings she is a true head turner. Matt works tirelessly to keep her in Bristol fashion.

On deck the substantial bulwarks, stout double life-lines and grab rails along the entire cabin top make safety while underway exceptional.

Below deck you will find a gorgeously crafted all teak interior with 3 double cabins, a galley with a roomy dining area mid-ship and a walk-in shower with head Forward. And yes, she also has a bar.


2 Hour Private

Sunset Sail

$400 for 1-2 people

$450 for 3-4 people

$500 fro 5-6 people

Open Bar


6 Hour Private

Full Day Sail

$1000 for 1-2 people

$1100 for 3-4 people

$1200 for 5-6 people
9am - 3pm
Includes sailing, snorkeling with 2-3 stops, snorkel gear, drinks, sodas, sparkling waters, beers, cocktails and lunch.


6 Hour Private
Late Day Sail + Sunset


$1000 for 1-2 people

$1100 for 3-4 people

$1200 for 5-6 people
12pm -6pm
Includes sailing, snorkeling with 2-3 stops, snorkel gear,  drinks, sodas, sparkling waters, beers, cocktails and lunch.


3 Hour Private 
Half Day Sail

$500 for 1-2 people

$550 for 3-4 people

$600 for 5-6 people
8-11 or 12-3
Includes sailing, 1 snorkel stop, snorkel gear, drinks, sodas, sparkling waters, beers, cocktails and snacks.



4 Hour Private Pizza Pi + Snorkel + Sunset Sail

1-2 people $650

3-4 people $700

5-6 people $750


Includes sailing, snorkeling at Christmas Cove, snorkel gear, drinks, sodas, beers, cocktails and a stop at the Pizza Pi boat (Pizza Pi purchases not included).

Pearl and Oyster

Our boat dogs have lived aboard Tipitina since they were puppies and have more than a few stamps on their passports...the Bahamas, Puerto Rico, British Virgin Islands, St Martin, St Barth, St Kitts, Montserrat, Guadeloupe (their favorite), Dominica, Martinique, St Lucia, Bequia, Carriacou and Grenada.

They love fishing, chasing iguanas, tummy tickles and kisses.


Bonnie and Matt

Your Captains

Matt was born and raised in the port city of Fremantle, Western Australia. He rarely strayed too far from the salt water, growing up boating, fishing and diving. Matt has been around boats his entire life. This took him all over the world, working on vessels of all shapes and sizes. While working a shipwright job, Matt met his beautiful wife Bonnie in Seattle. Bonnie grew up in Jackson, Mississippi and has lived all over the deep South before venturing to the Pacific Northwest as a travel nurse. After sailing the cold Puget Sound, Matt and Bonnie went searching for sunshine in San Diego, where they fell in love with racing and sailing. One night, after a few rums, they decided to buy a boat and sail the Caribbean. Matt and Bonnie are both licensed USCG Masters Captains currently residing in St John, USVI. Bonnie is also a Registered Nurse and Matt a Certified Rescue Diver.

Get in Touch

Contact Us

St. John is a playground for sailing and island hopping.

Come as strangers, leave as friends.

For "NO FEE BOOKING" call or text 

Bonnie 340-201-4657

We settle up at the end of the charter and accept


10% Cash Discount

No deposit, No cancellation fees

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