How To Sail Into Saba

sailing to saba

Not a lot of people visit the island of Saba, and when they do it's usually via a short flight from St. Maarten. Sailors usually pass by Saba due to the fact it doesn't have a protected harbor. Though this makes sailing here a little more tricky, it's not impossible. Here is a great video from the Distant Shores sailing website describing how to make the passage from St. Maarten/St. Martin. … [Read more...]

Caribbean Weekly Wrap Up

Caribbean wrap up

If you had to pick one, just one, which would you choose? Exploring the Baths of Virgin Gorda, sampling Caribbean street food, hoisting sail in the best sailing grounds of the Caribbean, getting naked at a nude resort in Jamaica, or going luxury style in the Grenadines? Remember you can only pick one!!! It's an impossible question to answer, it's a win win win win win situation. Luckily for … [Read more...]

Caribbean Weekly Wrap Up

Caribbean Weekly Wrap Up

Why aren't there more floating bars in the Caribbean? I mean it just seems like they are a focal point where ever they are. Take the Willy-T in the BVI for example, the thing is a magnet for the boating community. Why don't more people follow that lead? Well someone else has in Antigua, take a look at D-Boat in this week's Caribbean Wrap Up. It's a little different than the Willy-T, but a grand … [Read more...]

How To Sail a Yacht – Beginner Basics

Learning to sail

Hey Castaways. This is a guest post by Janice Collins, a blogger and writer who also loves to sail on weekends. Cheers! Learning to sail any vessel on the water takes plenty of time and practice, but it offers fantastic rewards and experiences by the end. From small boats to yachts, power boats and dinghies, mastering the basics is key to an enjoyable sailing experience. Building a Strong … [Read more...]

360 Degrees of Sagitta

Island Windjammer Sagitta

Boats are beautiful. The Sagitta is a 120 foot sailing ship that calls the warm waters of the Caribbean its home. She is part of Island Windjammers fleet and each week she takes 24 guests to amazing ports of call in the Leeward Islands. Most of the time Sagitta motors from island to island, her sails raised just to add a few extra knots. When those sails unfurl and climb skyward she looks … [Read more...]

Get To Know The Sailing Vessel Maple Cookie

BVI Sailing Charter

She was simply known as The Cookie. With elegant lines, a spacious salon, state-of-the-art navigation, and four large bedrooms--the Maples Cookie cut through the waters of the British Virgin Islands with style and grace. As for her passengers, well that's another story. Style and grace we are not, more like rum loving pirates on a floating magic carpet. That magic carpet was the Maples Cookie … [Read more...]

Miami Yacht Charter Last Minute Special

Miami boat charter

Hi Castaways! I had the pleasure of meeting Captain Mike of Tropical Escapes Yacht Charters a couple days ago. He and I swapped islands stories and I learned all about Mermaid Tales, his motor yacht and his charter business. Mermaid Tales is a beautiful classic HATTERAS cockpit motor yacht. At 70', with four levels of living and entertainment space, Mermaid Tales is perfect for dinner cruises, … [Read more...]

Love Boating? Then You’re Gonna Love This

i love my boat clothing

There's no greater feeling than being out on the water. The sun on your skin, wind in your hair, tossing anchor in a blue-water bay, and relaxing to the sway of the sea--boating is a passion that gets into your DNA. If you're a reader of this site then there's a good bet that you, like me, love the boating/sailing lifestyle. My closet is stuffed with beach bar shirts and hats I've collected … [Read more...]

Nine Packing Tips for a Caribbean Sailing Vacation

BVI Sailing

Deciding what islands to explore during your sailing vacation is the hard part. Melody Delgado at has plenty of suggestions to help you decide on the perfect vacation. Once your sail charter is booked, the next decision is what to take with you. Nothing can be easier than packing for a sailing vacation in the Caribbean. Unfortunately, most first time sailing vacationers pack … [Read more...]

Chartering With Virgin Island Sailing

Virgin Islands Sailing

The British Virgin Islands are one of the best sailing destinations in the world. With dozens of islands all within visual range, restaurants and marinas all over the place, and near constant trade winds--the BVI is a great place to charter a yacht. In three weeks I'll be setting sail in a three-boat flotilla in the BVI. This is the first time I've been a part of a yacht charter and the … [Read more...]

The Salty Souls of Sagitta

Island Windjammers Sagitta

While it's the islands that dazzle the senses when traveling to the Caribbean, it's often the people you meet that make the trip something special and truly memorable. I had been fantasizing about St. Maarten, Anguilla, Nevis, St. Kitts, and St. Barths for quite sometime, and while the islands were beyond beautiful, it was the crew and fellow Sagitta passengers that made my solo journey one I'll … [Read more...]