Hard to Beat Snorkeling and Sailing While on a British Virgin Islands Adventure

A somewhat harrowing taxi ride along narrow lanes and busy roads brought us from the airport on Beef Island to our dock on the east side of Road Town.  Our boat, a gleaming catamaran, looked marvelous, even in the rain as we began to load it up with our gear while waiting for our skipper to arrive.

After many beers and rum drinks, Ollie, our skipper, arrived and began our pre-departure overview. MK and Dana, and even Michael, thought he was most handsome, looking like a cross between Jude Law and Woody Harrelson. Steve and I, feigning indifference to hide our mild jealousy, shrugged our shoulders.

We headed west down the coast, rounded the bend and then north to Jost Van Dyke, stopping along the way to snorkel, a sport that, at that time, was a first for MK and me. It was a wonderful experience; one we would repeat many times over the next week.




While underway, I was getting sea-sick and vomited several times over the side of the boat.  Ollie suggested I sit at the helm and steer the boat for a while; focusing on the horizon. Doing so seemed to help.  It also helped a little to stand on dry land, which we did after a brief stop at “Sandy Spot”, a tiny sandy island with one lone palm tree.  We anchored for the evening as the sun set in White Bay on Jost Van Dyke. 



A swim early the next morning was a refreshing start to the day. We hiked to the top of the hill to a commanding view of the bay and our tiny boat far below.  It was good exercise with a good sweat.  We had beers in the “Soggy Dollar” beach bar afterwards before sailing off to the west end of Tortola so that we could clear customs and enter the U.S. side and a stop for ice and beer.





A south and west heading brought us to St. John’s north shore and a full day of snorkeling in Cinnamon Bay.  As dusk came on, Ollie, who brought aboard his guitar, picked at the strings playing Coldplay and Bob Marley songs. 





After a brief early morning shopping tour of Cruz Bay, we sailed to Whistling Cay to snorkel.  There were great underwater coral structures.  We took pictures with some old school throw-away underwater cameras, uncertain how they would turn out. For a while MK was “missing”, drifting off away from our group.  She got lost in the fantasy world of snorkeling, but soon re-appeared amongst the waves and rocks. 


A quick sail brought us to Leister Bay on St. John’s north shore where we moored for the night.  I needed some alone time and was a bit antsy. Steve motored me in the dinghy and brought me to shore where there was a shoreline trail.  Starting at the sandy beach I passed several families and other groups sun-bathing.  One woman, totally oblivious or uncaring about my presence, decided to strip to her waist and, at least to me, erotically changed out of her shirt into a skimpy bikini top.

Onward into the strong setting sun I made my way westward along the trail to the site of a sugar cane mill, now in ruins.  It operated for quite a long time since the 1600’s up until the first few years of the 1900’s.  Sugar, molasses and rum were the products.




Over breakfast the next day, Ollie shared with us his background. We learned he was 24 years old.  Born literally on a boat, he lived in the BVI until he was three years old.  He moved to the U.K. for schooling and then came back to the BVI at the age of 18.  He does a little bit of everything, skippering charters one week out of four, building houses and other odd job construction work during the rest of the month.  He had the patience of Job and a charming English accent.  He was a good teacher to those of us that wanted to learn how to sail and steer the boat.  Steve was the one who took the most advantage of Ollie’s tutorage.

A long sail across the straight took us toward Norman Island, thought to be the setting for the book Treasure Island.  Before mooring for the day, we stopped at the caves at Treasure Point for snorkeling.  It was quite an experience snorkeling into the dark, water filled caves teeming with mysterious fish and coral formations of dazzling colors and shapes. So far this was the best snorkeling of the trip.



We moored for the night at a spot a little further south called “The Bight.” In it was a lot of mooring balls and a permanently anchored barge converted into a floating bar and restaurant (the Willie T’s).  Ollie, Michael, Mary Kay and I went there in the dinghy for happy hour.  Ollie, of course, knew many of the people on board. Later, MK’s fajita dinner seemed to be a hit with our shipmates.  A quiet evening followed.  Ollie went alone back to Willie T’s to hang with his friends while the rest of us turned in.





Our morning departure took us away from Norman heading north and east on one long tack.  The breeze and its direction was prefect all along the Sir Francis Drake Channel.  We snorkeled at “The Indians” along the way.  Making a turn at Beef Island and the east end of Tortolla, we sailed north and back west through Little and Great Camanoe Islands threading our way through moored boats, rocks, and other traffic.  We snorkeled off of Monkey Point on Guana Island.  The place was teeming with fish, thousands of them.  I would dive and swim with them, their silver flashes all around.




Steve and Dana read there was a walking trail on a nearby island, but our reconnaissance did not discover one.  A plan for a 45 minute excursion lasted only 10 minutes.  Meanwhile Ollie, who was to pick us up in the dinghy and bring us back to the boat, was off to the nearby port picking up provisions.  Not wanting to sit in the hot sun, MK and I swam to the boat to retrieve the kayak to then return to rescue the rest of the “castaways” one at a time.   

In trying to leave the island, Steve and I got stuck on the sand and had to wait for a wave to lift us up and off into deeper water.  Of course, the rest of the group took pictures of only our stuck-in-the-sand struggle and not of our mighty paddle strokes once under way.  No sooner did we accomplish that did Ollie arrive earlier than anticipated. Seeing the others, he headed to the shore making our kayak rescue system obsolete for the rest of the group.






The next day, we stopped for a couple of hours at the Baths on Virgin Gorda.  This was a very unique area of large rounded rocks making for little sea water-filled nooks, crannies, and pools.  A neat trail wound its way through this wonderland starting at the beach and ending up at a nearby resort’s parking lot.  Near there was a fascinating little bar called “Mad Dogs” where, of course, we stopped and consumed many drinks.




Back on board, we headed south and west, island hopping and snorkeling along the way. One spot was at the “Wreck of the Roan,” a boat that sank off of Salt Island back in 1867.  It was quite a sight in itself, but made more mysterious when, far below, we could see scuba divers swimming in and out of the ship’s hull.

We moored off of Peter Island for the night.  We were out of beer and ice so Ollie volunteered to take the dinghy to a nearby port while the rest of us lingered at a very upscale and snooty resort beach bar. The bartender was quick to remind us that after 6:30 p.m. they “don’t cater to non-guests”.

We awoke to sail a sad and rocky morning route north to Road Town Harbor to turn in the boat.  The mood was solemn as the end of the sailing adventure was only minutes away.  In port we unloaded our gear, gave to Ollie what remained of our food and other provisions, and said our goodbyes.  He was a great skipper, sailor, host, and tour guide, all wrapped into one personable and patient package.  We tipped him well.

At Beef Island, we spent our final night at a 4 room bed and breakfast guest house right on the water’s edge.  We had drinks at the De Loose Mongoose next door, strolled amongst art studios and gift shops, and then ate dinner at the Last Resort, an island restaurant located on an islet in Trellis Bay, with a donkey named Mary standing at our table looking for free food.


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