Caribbean Sailing Vacations: All-Inclusive, Crewed, Up To 8 Days

Q: Are your sailing holidays packages really all inclusive?

Yes, they are. The price of each sailing vacation package is the final price, no surprises or extra fees when disembarking. All the services you see on this page are included in it. We have add-ons that have an extra cost, like underwater scooter and sea-bobs rental, or professional photographer. You can check all the add-ons available on our Discovery page.

Q: What about the fuel and the entry fees of the islands?

We take care of them.When we say in the question above that our sailing vacations yacht charters are all inclusive, we really mean it.No extra fees for fuel or extra charges for whatever reason.And as for entry/exit fees to disembark in Anguilla and/or St. Barths, just bring your passport and we will take care of the bureaucracy and fees.

Q: Do your yacht charters have food included?

Yes! Continental or French breakfast, lunch and dinner are served onboard and that’s already included in the price. Check the last FAQ for more information.

Q: Can I come with kids or children?

Yes. All kids, infants or toddlers are welcome onboard, there is no minimum age. We have floaties available for young kids, as well as life jackets in case of an emergency.Toddlers usually love our floating mattresses. For naps, the boat is not equipped with a baby bed, but the parents can bring their own bed to install on the boat.

Q: Can we disembark to enjoy a night out or a lunch on land?

Of course! Our boats have a dinghy to take you ashore whenever you want: to enjoy a special restaurant, to go shopping, or whenever you feel like a night out.Our boat will be anchored waiting for you in the same place you left it and the dinghy will pick you up when you tell us to.

Q: Can we choose what we eat or make special requests?

Yes. There will be a fixed menu with different options to choose from, with a main course and dessert, but the menus will be created based on your preferences.A list of food preferences will be emailed to you prior to the trip so that we can plan accordingly.For children, we can do just about anything they want with the exception of fried food.

You are here: Home Page / Caribbean Sailing Vacations Packages

Pyratz offers way more than boat charters in St Martin, Anguilla, and St Barts. You can charter our motor or sailing catamarans for an exclusive Caribbean sailing vacation with your family, friends, business team or life partner.

We offer you 3 exclusive catamarans – Galaxy, Ever Glorious and Amari – that you can charter for up to 8 days. Luxury, comfort and beautiful Caribbean scenery await you!

Pyratz is dedicated to creating a seamless and personalized experience from the moment you step aboard one of our boats.

You will find an attentive and professional crew, an all-inclusive experience with gourmet meals and open bar, onboard activities, and a 100% custom itinerary: you choose what to visit and where to sail.

We are located on the beautiful island of St. Maarten. You can choose to spend your sailing vacation around the coast of St. Martin, or sail to the neighboring islands of St. Barthélemy and Anguilla.

We can depart from Sint Maarten, or our boats can pick you up wherever you are on any of the three islands.

Discover the Caribbean in unparalleled elegance and enjoy a vacation that will create lifelong memories.

We have 2 beautiful boats that fit up to 6 people for up to 8 days charters

Check all our range of luxury catamarans:

Our Sailing Vacations Packages

We offer 3 exclusive packages tailored for long term sailing vacations in the Caribbean

Multi-Day
Sailing Vacations on a
Sailing Catamaran

By Land & Sea:
One Week Package
w/ Domaine Kombawa

Multi-Day
Sailing Vacations on a
Motor Catamaran

GASTRONOMY

Onboard Dining

Private chef on board who will prepare a daily menu that combines French and Caribbean flavors

GASTRONOMY

Onboard Open Bar

Premium open bar all day long with classic and tailored cocktails, and top French wines

DISCOVERY

Activities

Enjoy the wonderful marine environment of the Caribbean through fun onboard & in-water activities

SUSTAINABILITY

Green Pyratz

We work hard to use environmentally friendly practices and work with local businesses and partners

Leave the stress at home: you have all the fun onboard

Find all the services you need on board our Caribbean sailing vacations boat charters.

We work hard to make your time with us an exclusive experience, so you will find everything you need on our boats:

The Caribbean islands of St Martin (Dutch/French territory), Anguilla (Britain), and St Barts (France),
are located 100 miles east of the British Virgin Islands, and 170 miles east from Puerto Rico

Rich Caribbean Culture

Sint Maarten, Anguilla and St Barts offer a nice blend of Dutch, French, British, and Caribbean way of life topped with paradisiacal beaches

Great Weather

Eastern Caribbean Sea offers a very stable climate during northern hemisphere winters, and an average temperature of 29ºC/85Fº all year

International Airport

Arrive without hassle: Princess Juliana International Airport in St Martin can receive direct flights from the United States and Europe

Our boats are waiting for you!

Reviews from guests that already sailed with us

Pyratz, Gourmet Sailing Boat Charter

5.0

Based on 142 reviews

Jonathan S.

01:19 04 Mar 25

The absolute highlight of our week in St. Martin! Every moment was perfection—unreal food, a stunning boat, and a crew that went above and beyond. Couldn’t have asked for a better experience. Grateful for every second!

Danielle R.

21:35 02 Feb 25

An unforgettable day! Truly a 5-star experience. From start to finish, everything exceeded expectations. The boat was spotless, beautifully maintained, and had the perfect ambiance for a relaxing day. The staff was not only professional but also incredibly warm and attentive, making sure we felt comfortable and well taken care of throughout. And the food and drinks? Absolutely delicious — every bite and sip was a treat! If we had more time, we would have booked a second day without hesitation. We’re already planning our return — can’t wait for another perfect day on the water!

Concetta S.

18:54 21 Jan 25

Absolutely a great experience! The crew was so attentive from the moment we arrived to the moment we left. We did a semi-private boat trip for the day and each beach was more beautiful then the next. This is a trip not to miss if you want to see Anguilla and enjoy great food!

Erin C.

17:23 10 Jan 25

The Pyratz gourmet sailing experience is unlike any other. My family and I have done this twice now and it’s something we talk about for years. So many memories made from the incredible views, the warm hosts and captain, the delicious food and beverages, the pristine boat, all the water toys you can imagine. It’s simply the most divine excursion around, walk don’t run to book it and see for yourself!

nancy C.

18:47 02 Jan 25

It was our first trip to St. Maarten early December and wanted a sailing/meal adventure that was unique. 100% hit a treasure with this shared day of sailing aboard Ever Glorious. Started with breakfast of croissants, homemade jams, fruit, coffee and mimosas. You pick your menu for lunch beforehand, the lobster was amazing – but the appetizers and dessert were spot on and all of it gourmet. Well stocked assortment of adult beverages. The crew is amazing – knowledgeable about the island, attentive, charming and fun to sail with. We stopped at several beaches – the snorkeling, paddle boarding, swimming and jumping off the top of the boat made for a fabulous day. The views off the boat and the gorgeous blue/green color of the water were a bonus. We traveled as a group of 6 – made new friends and had plenty of space to enjoy the front or back of the boat. Worth every penny. There honestly is no down side to choosing to be a “Pyratz” member on your next visit to St. Martin.

Don S.

12:12 14 Nov 24

This was our 5th ( I think) trip with Allison and her team and as always they did not disappoint. We were celebrating a friends retirement and they were perfect including the unbelievable cake.I think the number of times we have sailed with them says it all and we will be back again!

Jill J.

13:33 11 Nov 24

My husband and I celebrated his 60th birthday aboard Galaxy with Captain Ben and Leo. Everything from the boat itself to the impeccable service and incredible food was absolutely perfect! Alisson is extremely helpful and quickly responsive to every detail. We highly recommend Pyratz!!

Maria S

12:20 30 Oct 24

Gorgeous morning first of all. We were pleasantly greeted by the owners and Leo and Jacques who worked the boat. Wonderful. Staff who were both attentive and fun. The boat is stunning!!!! The snacks, meal and cocktails were brilliant. Thank you, Pirates/Pyratz for a memorable day on the water.

Brittany L.

03:56 30 Jul 24

I booked this company for my 30th birthday celebration & it was the best decision I made for the entire trip. I have booked several private charters but this way by far was the BEST. From the customer service, delicious food, & drinks it was amazing. I have been bragging to everyone about them because they exceeded every expectation that I had. I wish they had boats in other countries as well. My friends & I all loved it & rated our best one yet. 100000/10 !!! Thank you so much hope to book you again in the future.

Julie B.

14:58 07 Jul 24

Pyratz deserves 100 stars! As a group of 5 couples visiting Anguilla, we enjoyed the Ever Glorious catamaran for a day cruising around Anguilla and stopping in the best coves. It was truly the highlight of our trip! We had an incredible experience. The boat is amazing, the gourmet food is better than any restaurant, the craft cocktails are unique and fun — and we had the pleasure of spending the day with the most welcoming owner, captain/chef, and crew! Without hesitation, anyone visiting the area of St. Marten, Anguilla, or St. Barths should book Pyratz!!

Tamsen A.

16:48 17 Jun 24

We had a fabulous day – the best day of our vacation. Leo and Captain Ben took excellent care of us. They were the perfect balance of friendly, fun, attentive & professional. Making sure we were having a great day was their top priority. We would definitely book this again in a heartbeat – just have to figure out when we can take more time off and go back 🙂

Neil F.

17:30 11 May 24

Just wow! I would give then 10 stars if I could. We had the pleasure of joining Max and his crew for a full day just 2 days ago and the memories we made on this experience will last a lifetime.We were celebrating our friend Tracy’s 50th birthday with 11 of us on their voyager cat.The entire staff could simply have not been more attentive, joyous and expert in their craft. From the very first minute until we sadly waved goodbye on the dock, they made every moment special. We have done trips like this perhaps 7 or 8 times in different locations and this was a new standard.Max and the crew did an incredible job with the food and drink as well. Lunch and snacks were plentiful and just outstanding. We recommend the steak or lobster for lunch if it’s offered.We will cherish this experience always. Thank you from the depth of our hearts.

Suzanne R.

11:36 05 Apr 24

We had an amazing day with Pyratz Gourmet Sailing. The food and drinks were delicious and our crew, Captain Coco and Leo, were outstanding. Highly knowledgeable of the area and just a pleasure to be around. They anticipated our every need! The best charter I’ve ever been on. You should really consider spending a day with Pyratz. You won’t regret it!

Ted K.

18:14 11 Dec 23

Five Stars isn’t enough! Choosing Pyratz Gourmet Sailing has been one of the best decisions I have ever made when planning a vacation. If you’re going to visit St. Martin, I would encourage you to spend a day on the water. This will give you an amazing new perspective of “The Friendly Island”. On December 5, my wife and I enjoyed a private half day cruise on Ever Glorious. What an awesome experience! Pierre and Agatha were perfect hosts. They did everything to make our day relaxing and memorable. We couldn’t have asked for a better crew. The food and drinks were second to none. I truly wish the day could have lasted forever. We will definitely be booking again on our next visit.

FAQ's about our Caribbean Sailing Vacations Packages

How many guests can you have on your yachts?

Our catamarans can fit 6 guests for up to a week.

Are your sailing holidays packages really all inclusive?

Yes, they are.

The price of each sailing vacation package is the final price, no surprises or extra fees when disembarking. All the services you see on this page are included in it.

We have add-ons that have an extra cost, like underwater scooter and sea-bobs rental, or professional photographer. You can check all the add-ons available on our Discovery page.

What about the fuel and the entry fees of the islands?

We take care of them.

When we say in the question above that our sailing vacations yacht charters are all inclusive, we really mean it.

No extra fees for fuel or extra charges for whatever reason.

And as for entry/exit fees to disembark in Anguilla and/or St. Barths, just bring your passport and we will take care of the bureaucracy and fees.

Do your yacht charters have food included?

Yes! Continental or French breakfast, lunch and dinner are served onboard and that’s already included in the price. Check the last FAQ for more information.

What do I have to bring for my sailing trip?

We recommend packing light, ‘breathe easy’ clothes made of natural fibers (cotton, linen), swimming suits, and some evening clothes in case you fancy a few nights out.

A summer jacket or jumper is also recommended for the odd breezy evening.

Should you forget anything, don’t stress, we got you! Our Pyratz boutique on shore is equipped with all of the stylish essentials and more.

Can I come with kids or children?

Yes. All kids, infants or toddlers are welcome onboard, there is no minimum age. We have floaties available for young kids, as well as life jackets in case of an emergency.

Toddlers usually love our floating mattresses. For naps, the boat is not equipped with a baby bed, but the parents can bring their own bed to install on the boat.

Can we disembark to enjoy a night out or a lunch on land?

Of course! Our boats have a dinghy to take you ashore whenever you want: to enjoy a special restaurant, to go shopping, or whenever you feel like a night out.

Our boat will be anchored waiting for you in the same place you left it and the dinghy will pick you up when you tell us to.

Can we choose what we eat or make special requests?

Yes. There will be a fixed menu with different options to choose from, with a main course and dessert, but the menus will be created based on your preferences.

A list of food preferences will be emailed to you prior to the trip so that we can plan accordingly.

For children, we can do just about anything they want with the exception of fried food.

Your Caribbean sailing vacations are a few clicks away!

Contact us using the contact page button or fill-up the form below and we will get back to you shortly.

Contact Us For Special Requests

If you have any special requests or specific needs for your sailing vacation,
simply fill out the form below with your details and we will come up with a customized concept for you.

Caribbean Sailing Vacations with Pyratz Gourmet Sailing

Catamarans Available For Your Sailing Vacations

Galaxy

Length

Guests

Crew

Cabins

BUILD

Charter

Amari

Length

Guests

Crew

Cabins

BUILD

Charter

Our Sailing Vacations Packages

Multi-DaySailing Vacations on a Sailing Catamaran

Departing from:

PRIVATE CHARTER

2 to 6 Guests

1 to 7 Nights

By Land & Sea: One Week Packagew/ Domaine Kombawa

Departing from:

PRIVATE CHARTER

2 to 6 Guests

7 Nights

Multi-Day Sailing Vacations on a Motor Catamaran

Departing from:

PRIVATE CHARTER

2 to 6 Guests

1 to 4 Nights

Great Food, Drinks, Service, and Onboard Activities

Onboard Dining

Onboard Open Bar

Activities

Green Pyratz

Leave the stress at home: you have all the fun onboard

Three Islands, Three Destinations

Our boats are waiting for you!

Reviews from guests that already sailed with us

FAQ's about our Caribbean Sailing Vacations Packages

How many guests can you have on your yachts?

Are your sailing holidays packages really all inclusive?

What about the fuel and the entry fees of the islands?

Do your yacht charters have food included?

What do I have to bring for my sailing trip?

Can I come with kids or children?

Can we disembark to enjoy a night out or a lunch on land?

Can we choose what we eat or make special requests?

Your Caribbean sailing vacations are a few clicks away!

Contact Us For Special Requests

Multi-Day
Sailing Vacations on a
Sailing Catamaran

By Land & Sea:
One Week Package
w/ Domaine Kombawa

Multi-Day
Sailing Vacations on a
Motor Catamaran