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Anguilla Boat Tours...
The Best Caribbean Charter


I will always remember the Anguilla boat tours with two of our favorite people, Shaun Webster and his very sweet and fun, late brother Jeff, aboard their boat Sea Grape.

But since 2006 Sea Grape has been in dry dock and never managed to get back in the water.

During a visit back to Anguilla we felt the urge to get back in the sea.

And so began our hunt for the best Caribbean charter.

We asked several dear, trusted friends who know Anguilla, its waters, and the boats that ply them. The same name kept popping up... "Talk to Garfield at Gotcha!"

anguilla boat tour

The man on the left in the photo above is Garfield Richardson. He owns and runs this smooth operation. Bryan and Cody (right) would be our captains for the day!

Our friends assured us that the boats are well maintained, and that Garfield's captains the boat are warm, friendly, and most importantly, top notch seamen.

The Gotcha! people are straight shooters. Another friend told us, "If the day is grey and bad, they will tell you the day is grey and bad. They won't just take your money."

They are honest, nice guys providing a wonderful service.

Garfield has five boats in his fleet: Summertime, Summerbreeze (both Sunseekers), Gotcha Again, Gotcha Too, Gotcha, and Gotcha Reel Good (their deep sea fishing boat!).

They offer many different Caribbean charters: Airport transfers, trips to all Anguilla off-islands, as well as day trips to St. Barts and St. Maarten, and deep sea fishing. Of course, their services aren't limited to that. Want to take a peek at Sombrero Island? Just call and ask! They are truly nice people and so accommodating.

So, we did just that!

Our Caribbean Charter Leaves Sandy Ground...

Along with our close family friends Mike (who built our Anguilla home) and his son Tomy, we set out for a day of sea, sun and sand!

Tomy, Yuki, Mike, Me, and Mom with Gotcha's! Summerbreeze
best caribbean charter gotcha

anguilla boat tour

We met the Gotcha! guys on the wharf at Sandy Ground.

They were already there, preparing our boat, and another one of the Sunseekers.

We shook Garfield's (enormous!) hand, and, as promised... what a warm and friendly man!

His crew? Just as welcoming and endearing. Cody and Bryan would be our captains.

We felt safe in their care aboard "Gotcha Again."

Our destinations? Dog Island and Sandy Island!

As soon as we stepped foot on Sandy Ground's soft sand, we were ready to go. There wasn't any waiting around, or rushing to get ready. They were ready to go as soon as we were! We were the ones holding them up, chatting with Garfield. ;-)

Getting Ready To Leave best caribbean charter gotcha sandy ground

Aboard "Gotcha Again" best caribbean charter gotcha sandy ground

Gotcha Again was made by the famous Anguilla boat building company Rebel Marine. They make some of the best boats in the Caribbean. Gotcha Again is 34' with 2 225 HP engines.

Off we went!

best caribbean charter gotcha sandy ground

To have an idea of where the Caribbean charter was taking us see below...

map of anguilla charter boat
Map Courtesy of Google Maps

We were headed to Anguilla's most westerly cay, Dog Island. We were excited as none of had ever been there!

Along the way we passed...

Sandy Island
sandy island anguilla

Prickly Pear
prickly pear anguilla gotcha

What a beautiful day!

The sky was clear and blue, the sea was still and calm. The sun shone bright overhead, but we were cooled down by the wind and the sea. You never know how baked you really are until hours after you get off the boat.

Tip: Make sure you put on sun screen no matter how "cool" you feel (if you burn easily)! The wind, sea spray and swimming can be deceiving.

Gotcha Again skimmed the ripples of the sea. We didn't have a care in the world! You can plug your iPod into their boat too, listening to tunes along the way. They have drinks on board: Sodas, water, beer and rum punch.

Along the way we chatted with Cody as Bryan drove the boat. He pointed out the best places in Anguilla to fish to my Dad, Mike and Tomy. I heard him mention Dog Island and I had to ask about the sharks.

"They don't come in close," he smiled.

Anguilla Boat Tour Reaches Dog Island

Dog Island sits all by itself, well off of Anguilla's north shore. You can't even see it from Sandy Ground, although it is visible from Anguilla's North-Western shore. The ride is about 20 minutes long... Somehow boat rides are never long enough.

Approaching Dog Island
dog island anguilla boat charter

It is a privately owned island, over 500 acres, one of the most pristine we have ever seen. It is untouched, without electricity, buildings or even any ruins (unlike Scrub Island). I thought to myself, "this is what Shoal Bay must have looked like back in the 60s."

Main Beach at Dog Island
dog island anguilla boat charter

There were a few French families from St. Martin there that day, but other than that? We were alone. The sand stretches forever down inland before meeting a couple of salt ponds. Beyond the salt ponds are a few more beaches that look more shallow. They are quite pretty, but less majestic than "the main one."

Anchoring Gotcha Again
dog island anguilla boat charter

Clear Skies & Seas
dog island anguilla boat charter

It was a fair swim to shore. I remained skeptical of jumping in the water...

Cody and Bryan Reassured Me
dog island anguilla boat charter

dog island anguilla boat charter

I was still scared of the long swim...

And, of course...

Of the sharks at Dog Island.

I had heard stories... Who knew if they were true or not?

I didn't want to be shark bait!

Yuki rolled her eyes, and jumped in. Mrs. I'm-Afraid-of-Sea-Life took the plunge! How could I back down?

In I Went & Off To Shore
dog island anguilla boat charter

I will admit that my heart was racing. I was still nervous about the sharks (even if they would be little ones!). I wanted to reach the beach as quickly as possible .

Tip: The swim to shore is fairly long and there is a gentle current that pulls you back, so if you are not a strong swimmer ask your captain to bring you in closer to the beach.

Tip: While there are sharks farther out to sea, that is true of any Caribbean island. Everyone tells me there has never been a shark attack in Anguilla, so do not let my shark-phobia worry you! ;-)

Once on shore my Dad, Tomy and I explored the ponds in the back. My Dad carried on further, marching through the mucky ponds, onto the other beaches. We waited on the other side. A true piece of paradise. The beauty, the quiet, the calm, the unspoiled land... It made me wish I could stay in a villa out here! Oh, what a paradox. ;-)

On our swim back I asked Cody and Bryan to back up the boat. There was no way I could make it back the full length.

What a relief to be back onboard!

dog island anguilla boat charter

After all that swimming, the scariest part of the sea at Dog Island was the strong tides. No sharks that I saw!

With that, we set out for Sandy Island. Cody and Bryan planned a pretty route back, around Dog Island so we could see the whole island, close in past Prickly Pear so we could take a peek and then down to Sandy Island for lunch.

Bye Bye Beach!
dog island anguilla boat charter

As we went around the island, we asked Cody "Why the name Dog Island? Are there lots of dogs?" No dogs, only goats, he told us. And many different kinds of seabirds, too. So, where did the name come from? It's still a mystery!

Dog Island has some interesting landscapes. Some remind me of the rocky shores you find along the wild oceanfront of Nova Scotia, some reminded me of parts of the desert, and others were lush and green like Scotland...

dog island anguilla boat charter

dog island anguilla boat charter

dog island anguilla boat charter

A Final Good-Bye to Dog Island Anguilla
dog island anguilla boat charter

Our Caribbean Charter Moves On To Prickly Pear & Sandy Island

Coming Up to Prickly Pear Anguilla
prickly pear anguilla boat charter

We had been to Prickly Pear once before in the early 2000s with Rollins Ruan aboard his catamaran, Chocolat. Rollins and his wife Jackie, owner of Ripples restaurant in Sandy Ground, provide a wonderful afternoon for their guests to this pretty cay.

It sure had changed since our last visit...

prickly pear anguilla boat charter

Back in the early 2000s there was only one restaurant on Prickly Pear's quiet shores: Johnno's. And you never expected to see more than one boat keeping you company in the calm bay.

Now you have a choice for dining, with two restaurants, and there were more than just a handful of boats! We moved in for a closer look...

Prickly Pear
prickly pear anguilla boat charter

prickly pear anguilla boat charter

Perhaps this interesting cruise ship was the reason for all of the people flocking to the beach.

I would sure like to know how you can get a ticket aboard a ship like that.

Not your typical Caribbean cruise ship that's for sure.

Regardless of its popularity, and the many more French boats from St. Martin, Prickly Pear's beach is still beautiful and clear!

We would have liked to stop and enjoy a refreshing swim, but lunch would soon be waiting for us on Sandy Island.

Tip: Ask the Gotcha! guys to pre-order your lunch at the restaurant on Sandy Island that way you don't have to wait for BBQing, which can be quite long if they are busy.

Sandy Island Anguilla
sandy island anguilla boat charter

sandy island anguilla boat charter

Sandy Island is just a short boat ride from Sandy Ground. It is the perfect spot to "escape" Anguilla (who needs to escape? He he!), do some calm swimming and snorkeling, and have a tasty, relaxing lunch...

You could spend all afternoon here and still never be ready to leave!

sandy island anguilla boat charter

Jojo makes a tasty lunch, and rum punch. But more about Sandy Island Anguilla another time... After some serious rest and relaxation (no fighting tides!), I thought we were on our way home.


Our Anguilla Boat Tour Makes A Surprise Stop at Little Bay

The boat took off east towards Little Bay.

One last stop...

Approaching Little Bay
little bay anguilla

Little Bay
little bay anguilla

I can't even count the number of times I have come to Little Bay with friends over the years, but it had been so long since the whole family was together swimming in the secluded bay that shines an extra special shade of alluring azure.

It was nice to see two of the hardest working people I know finally take a rest...

little bay anguilla

Before leaving Little Bay, there was one tradition left...

Jumping Off The Rock!
little bay anguilla

I had done it once before, so I was exempt. It was Mike and Tomy's turn. Cody led the way...

Cody First, Then Tomy, Then Mike... little bay anguilla rock jump

Cody even did a flip!

The day was getting late, and a little rain cloud was passing over Little Bay. We took that as our cue to head home.

On the way, Cody and Bryan made sure we saw the sights... Bryan drove the boat steady, and Cody gave us the facts!

little bay anguilla

Rounding Katouche
little bay anguilla

Our Caribbean Charters Coming Back To Sandy Ground

Back to Sandy Ground
little bay anguilla

As we entered the harbor we passed more of Gotcha's! boats...

anguilla caribbean charters

Gotcha Too! and Gotcha Reel Good! anguilla caribbean charters

After docking, we caught Summerbreeze again. What a comfortable, cushy boat...

anguilla caribbean charters

We said our final good-byes to Cody and Bryan. They were wonderful captains!

Bryan was so quiet, sweet and thoughtful, making sure we saw everything. He even offered to jump in the water and wrestle the sharks for us! ;-)

Cody was so welcoming and lively, pointing out fun facts about Anguilla along the way, checking up on us and making sure we were taken care of.

We felt completely at ease with them.

We said our good-byes and wandered down the wharf to find...

Garfield Cleaning His Catch of the Day!
anguilla caribbean charters

anguilla caribbean charters

We thought that was enough fish...

Then his friend, Carl Irish, opened a cooler showing off even more fish, including the ever-menacing Barracuda.

Next time? We are going deep sea fishing with Gotcha!

Garfield's Gotcha! offers a wonderful service, highly competent, confident and pleasant captains and crew. We were delighted to find a safe and reliable Caribbean charter of an amazing quality.

It had been the perfect afternoon.

Nothing beats being on the sea, swimming in the warm, clear water, devouring tasty crayfish and drinks... Was it really already over?

... Only until our next Caribbean charter with Gotcha!