A Sailing & Boat Life Retreat
A 7-day immersive experience aboard a 50ft catamaran
hosted by Brandon & Amber in the BVI’s
April 20-26 - SOLD OUT
This trip sold out fast! If you’d like to join our waitlist incase anyone backs out OR to be the first to know about the next one click below.
Spend a week aboard a 50ft catamaran and let us show you one of our favorite cruising grounds in the Carribean.
This is a relaxed, adults only, week-long live-aboard sailing and boat life experience in the British Virgin Islands aboard a Lagoon 50 catamaran.
We’ll sail, swim and snorkel in crystal clear water, explore iconic BVI stops, and spend unhurried time living aboard together.
A collaborative boat life experience with like-minded people…not a typical crewed charter. We’re all part of the crew. Amber leads meal planning and provisioning, and everyone shares in daily life onboard. Brandon will provide training and learning for those who want it, while others are welcome to relax and enjoy the experience.
What to expect
“Boat life cannot be defined…it has to be experienced.”
Life on board
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The Boat
Come aboard a 6-cabin Lagoon 50 catamaran designed for comfortable living and easy, relaxed sailing.
With wide decks, open common spaces, and well-appointed cabins below, the boat offers room to come together or find quiet moments of your own. From slow mornings at anchor to sunsets shared on deck.
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Where you'll sleep
You’ll stay in a private cabin aboard the catamaran. Cabins are designed for comfort, with cozy beds, storage for personal belongings, and a quiet place to unwind at the end of the day.
Cabins are ideal for couples. But solo travelers are welcome to reserve an entire cabin for themselves. There are three cabin sizes available.
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Daily life
No alarm clocks or early wake up calls. We’ll gather for for breakfast and the captain will give a run down of the day.
We’ll change anchorages every 1-2 days.
Sailing, swimming, beach bar-ing, lounging…the chill button will be pressed. Some moments will be shared but plenty of time and space for recharging. And, as foodies, we eat good!
Your Hosts
Hey! I’m Amber and I can’t wait to do some boat life with you!
I’ve spent years cooking full meals at anchor, underway, and offshore…with limited space, limited power, and whatever provisions we have onboard. I love the challenge of it, and I believe what comes from the galley is as important as anything else on the boat!
My goal is to help make this a life changing experience for you and help you see yourself in this lifestyle that has changed me forever!
Hey! I’m Brandon. I’ve sailed the waters of the BVI’s extensively and I cannot WAIT to show you all the best parts! I love introducing people to boat life and helping them make the leap from dreaming to doing…because if I can do it anyone can!
As a USCG 100 Ton Licensed Captain, your safety is my absolute number one priority…BUT, making sure we’re all having a good time and laughing often is a close second! One of Amber and I’s favorite things to do is bring people together to build community. There is no better way to do that than to live boat life together for a week!
In their words…
“From the moment we arrived we felt so welcome. Everyday Saturday made sure we felt at home in their home. They’re both hilarious, friendly, and fun company. It was so fun to be on the ocean learning how to sail and experiencing living on a catamaran for a week! It’s a whole other world out there. The community is genuine and helpful. The ocean puts things into perspective and makes you grateful for all the little things. It was heaven and helped solidify that we want our own boat someday!”
Jeremy & Taylor
“Everyday Saturday’s sailing and boat life experience was an answer to our prayers. Sitting up late at night talking about how we could get on the water and experience boat life in a relaxed, personal, yet impactful way. Everyday Saturday provided us with everything and more that we were looking for! Wonderful people, valuable experience, and tremendous hospitality! We loved every minute of our experience and it has prepared us for our next steps of getting our family on the water. Thank you Everyday Saturday!”
The Wisdoms
“We had an amazing week on Brandon’s boat. My husband learned to sail while I focused on perfecting my tan, drinking Carib, and sampling all the snacks. Brandon made us feel at home instantly with his beautiful boat, incredible knowledge, and easygoing vibe. Whether we were gliding through calm seas or navigating the 14 hour passage we successfully tackled, he kept things fun and engaging. If you're looking for a trip where you can learn a lot, chill, and have a blast doing it, Brandon’s the captain you need!”
RJ & Jennifer
The Boat - 2023 Lagoon 50, 6 Cabin
Choose Your Cabin
$2,000 deposit secures your cabin · balance due March 10 · each cabin includes up to 2 guests
April 20–26, 2026 · 📍BVI’s
Aft Master Cabin
Queen bed · private bathroom
$7,395
Forward Cabin (1 left)
Queen bed · shared bathroom
$6,795
Mid Cabin
Double bed · shared bathroom
$5,995
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Choose your preferred cabin
Complete the short registration form
Add the cabin deposit to your cart and check out to reserve your spot
Once your deposit is submitted, your cabin is officially secured. We’ll follow up shortly after with next steps and additional details.
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7 days/6 nights living aboard a premier catamaran with a small group of like-minded people (limited to 10 guests)
All meals onboard, we will go out twice on land
allowing flexibility to explore local cuisine (at your own expense)
Professional captain & crew led by U.S. Coast Guard–licensed captain
Hands-on sailing experience, including immersive sailing training where you’ll learn the basics of life and navigation at sea (for those who want it).
Guided adventures, exploring the best of the BVI’s
Sailboat cooking class, learn how to prepare staple, simple, & nourishing meals in the galley
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Flights to/from Tortula, BVI’s —You will fly into EIS
Taxi fee to/from airport
Travel insurance (Highly recommended) this covers you and the activities mentioned in the retreat.
Personal expenses — Any souvenirs, snacks, or on shore alcohol
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For safety, we keep alcohol consumption limited onboard. We’ll provide a modest selection of beer and wine for the week, and some limited cocktails. We do not provide unlimited alcohol. Guests are welcome to BYOB in moderation (fridge space is limited)…safety always comes first and we reserve the right to limit alcohol at any time. We will hit some Carribean-famous beach bars throughout the week.
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Due to the small group size and logistics of securing the yacht, the deposit is non-refundable.
Deposit: $2000 to secure your cabin
Balance: The remaining balance is due by March 10th and is non refundable. (We strongly recommend trip insurance.)
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At the moment, this is the only retreat on the calendar. These experiences take a lot of coordination, and with our family and other parts of our business, we’re very intentional about when we offer them. If this one feels like a fit or you have the flexibility to make it happen, don’t wait until “next time”!
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Absolutely not. The price is for your own private cabin for you and your + 1. (adults only).
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Terrance B. Lettsome International Airport (EIS) in Tortola, British Virgin Islands. You will need a current passport!
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Welcome aboard between 9a-12p April 20th. Our preference would be that everyone gets in on the 19th and grabs a room somewhere so we can push off and start the adventure earlier in the day on the 20th. This helps avoid the entire having to wait until later in the day on the 20th to get the party started!
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We have to return the boat on the 26th BY noon. We'll probably avoid bringing it down to the wire so let's assume sometime between 11a-11:30a. Amber and I booked our flight out at 4:54p on the 26th. I'd say anytime that mid to late afternoon on the 26th would be a smart move so you aren't rushing from the boat to the airport with any undue stress. Your taxi ride to the airport will probably be around 20-ish minutes.
Unless…you wanna get crazy and stay a few extra days!
