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DETAILS ON
Playground of the Caribbean
The British Virgin Islands are the Caribbean at their most irresistible. This eclectic chain of islands is a true adult playground, where iconic beach bars, hidden coves, and sun-drenched afternoons blend into nights you'll still be smiling about months later.
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Legendary beach bars dot the shoreline, each with its own flavor of mischief — from the swim-up bliss of the Soggy Dollar Bar to the floating antics of Willy T's. Libations will be flowing, laughter will be loud, and the shenanigans tend to write themselves.
Come for the boys, stay for the vibe, and let the BVI work its sun-kissed magic on you. Grab your ticket to paradise, step aboard with Captain Daddy Beau, and get ready to get a little nauti.
LIFE ABOARD
This is your week
Wake up to the sound of water on the hull, swim before coffee, sail to a new island by lunch, and end the day with a drink in hand watching the sun go down behind the mast.
Crewed catamaran with private cabins
Chef-cooked meals and a stocked bar
Snorkel gear, paddleboards and floats aboard
A route that follows the weather and the fun
DAY 7
SAIL BACK TO TORTOLA
Morning sail home, breakfast aboard, disembark Saturday at 9 am with a group chat that never goes quiet.
DAY 6
JOST VAN DYKE
Soggy Dollar Bar, White Bay sand, painkillers in hand, and a last night raft-up under the stars.
DAY 5
ANEGADA
Flat coral island, endless beach, and the lobster dinner everyone talks about long after they fly home.
DAY 4
THE BATHS, VIRGIN GORDA
Granite boulders, hidden grottos, and tidal pools — the most photographed spot in the BVI, for good reason.
DAY 3
COOPER ISLAND & SALT ISLAND
Quiet mooring, a rum bar ashore, and reef snorkeling over the wreck of the RMS Rhone.
DAY2
NORMAN ISLAND & THE CAVES
Snorkel the caves at Treasure Point, then float over to Willy T's for the kind of afternoon nobody plans.
DAY 1
BOARD AT NANNY CAY
Arrive Sunday 9 am in Tortola, settle into your cabin, safety briefing, first swim and sundowners at anchor.
A sample route — the wind, the weather and the group decide the final call. That flexibility is half the fun.
Where we sail
DAY BY DAY
INCLUDED
6 nights accommodations
Choice food and beverages
Captain Beau as your guide
Chef Davey to handle meals
Meal at local restaurant
Towels and bedding
What is included
I've taken care of mostly everything. Here is what comes with each of my charters, and what guests handle on their own.
NOT INCLUDED
Guest's airfare
Transportation to marina
Guest's travel insurance
Gratuity for Crew
Beach towel
Guest's Personal Items
Upcoming departures
CALENDAR
Eight cabins per charter. Boarding Sunday 9 am, disembark Saturday 9 am, both at Nanny Cay Marina in Tortola.
Don't miss any details…
PRICE PER PERSON
$3,150 PLUS TAX
All-inclusive pricing
7 days / 6 nights aboard
Choice food & beverages
Captain and chef included
Tipping is recommended
MARINA LOCATION
TORTOLA, BVI
Marina address:
Nanny Cay Marina
Road Town, Tortola
BVI
DATES AND TIME
FEBRUARY 14–20 & 21–27, 2027
Charter start time:
Sunday at 9 am
Charter end time:
Saturday at 9 am
NEXT STEPS
AFTER BOOKING
1. Deposit to hold, final payment due 60 days prior to departure
2. Video call with the Captain
3. Collection of food & beverage orders
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Chad Kriech
Amazing first time sailing in Thailand with Nauti Daddy Sailing. Beau is a fantastic Captain. Highly recommended and looking forward to booking another journey soon.
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MAtthew MoCk
I just finished my first cruise with NautiDaddy and it was an amazing experience! Captain Beau was a great host and Captain and made the trip so much fun. I would recommend you book a trip if you are up for some amazing scenery and peaceful relaxation! I have already booked another trip
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Max DeLawyer
Went with NDSC for a wonderful sailing trip through Thailand. Beau was an excellent captain. The food was great, the scenery was excellent, and would absolutely join for another voyage in the future!
What guests say
FROM THE CREW LIST
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âBrandon Brantner
Brandon Brantner gives Nauti Daddy Sailing Company 5 stars rating
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Tim Sander
Captain Beau attended to every detail and beyond. Sailing the islands of Thailand was amazing, with great commraderie, good and hours of fun in the sun.
Dee Gilson
Went with NDSC for a wonderful sailing trip through Thailand. Beau was an excellent captain. The food was great, the scenery was excellent, and would absolutely join for another voyage in the future!
What guests say
FROM THE CREW LIST
FROM THE JOURNAL
Frequently asked questions
