The light at the end of the tunnel is shining brighter as visitors start their 2021 sailing adventure around Caribbean islands. Sailing the Caribbean aboard new boats in top conditions is a must: we provide the best bareboat, crewed and skippered sailboat rental Caribbean sailing vacations from 30 feet to 200 feet and 6 guests cabins. Will and Cat traded their jobs for a boat in the Caribbean. From moving to design, all under one roof, https://www.progressive.com/lifelanes/adventure/sailing-the-caribbean/. We hired a professional surveyor, went through another round of negotiations, signed a few pieces of paper, and that was it! A rigorous hands-on sailing course in the waters off Grenada brings together a band of fledgling sailors for a trip they won’t soon forget. It is also possible to sail … We announced to our friends and family that yes, we really were doing this trip. Elsewhere on the East Coast and Gulf Coast, Caribbean … Unlike Magellan, though, you won’t be sailing off the edge of the known world - yours is a voyage of self-discovery as you learn what you’re capable of once you go … She adds: "Our real dream is one day to sail all the way to Polynesia, stay at sea another one to two years, but dreams don't come free. They have sailed nearly every island between South America and the East Coast. In 2015, my husband and I purchased a sailboat in the Virgin Islands sight unseen, quit our jobs in San Francisco and spent a year sailing the Caribbean and Bahamas, spending time in nearly every island between Venezuela and Florida. In the May … Caribbean sailing cruise aboard monohull Caribbean … Limin' in Paradise: Anchored in the pristine waters of Eustatia Sound, BVI. We gave notice to our employers that we were leaving. She was a 1989 CS 36’ sloop that was on budget, in good condition and had all the equipment we needed for our trip. While we were subsisting on plain pasta with boxed wine and diligently saving, we were also researching the trip obsessively. Where did we want to sail? It all started here, with daydreams of crystal clear water and palm trees dancing in the warm breeze. Uncommon Caribbean is Steve and Patrick Bennett, two brothers from St. Croix changing the way people think about travels to the Caribbean by putting authentic aspects of island life and the region's unique cultural heritage in the spotlight ahead of the glitzy, one-size fits all tourist trap image popularized over the years. Caribbean cruises depart from ports around the U.S., including San Juan, Puerto Rico. Just don’t have … If you are looking to cut costs, bring some good fishing rods with you. And, let’s not forget the countless blogs and vlogs that helped bring the dream to life. We also had a learning curve with the boat — there was still a lot to learn about navigation and sailing overnight. Island Outposts: Detailed information on the anchorages of the Caribbean chain. This video is for you fellow dreamers – cheers to finding your own little slice of paradise. But we were confident that in a few days the sunsets would be more than worth it. Whether you want calm, protected waters and short island hops or exhilarating blue water passages, the Caribbean is one of the most exciting sailing vacations you can experience. By the end of July, most Caribbean cruisers are either back in the states, or waiting out the entire hurricane season in Trinidad … The fishing in the Caribbean … Before we even knew when, where or how long we were going to go sailing, we started shaping our lives around the idea. What with the ritzy city life, balmy wetlands, and swaying coco palms, what could be better? In fact, June has the least amount of summer storms in the Caribbean… Here you can enjoy the sights of opulent waterfront mansions and fancy yachts in the sun-kissed Latino-flavored decadence. We were excited. What kind expenses were we realistically going to have over the course of our trip? The best place to start your trip is in Florida, the Sunshine State. They have sailed nearly every island between South America and the East Coast. With a mild ocean-phobia and pre-disposition towards seasickness, this is something I couldn’t have … And it turns out that when your back yard is the ocean, 36 feet is a more than big enough house. Our broker crawled all over her and took a hundred pictures and answered the questions we peppered him with morning, noon and night for the weeks we spent deliberating about Paradox. However, from Turks and Caicos to Haiti you can expect to be sailing … The prevailing winds throughout the year in the Caribbean blow from the East or Northeast, so going eastbound generally will be somewhat difficult. There’s no way around it – cruising takes money. We knew that we wanted to spend about a year sailing in the Caribbean. You will get far more for your money than you would in most places in the US. That primarily meant working hard, living in a tiny studio apartment, and not trying to keep up with our peers. The main sailing season in the Caribbean runs from November to July. Every year these eastern Caribbean islands lure more and more sailors to their sunny skies, steady trades, warm waters and white beaches. The 2020 Caribbean Sailing Association (CSA) Annual General Meeting (AGM) took place November 13-14 via Zoom. Also loaded with family-friendly attractions — including the longest go-kart track at sea (yes, this is now a thing) — is Norwegian’s 1-year-old Norwegian Encore. Top Sailing Destinations for January, February & March. Finally, we found a reputable broker to serve as our ears and eyes in the Virgin Islands. More than 5,000 islands, … Sailing the Caribbean Adventure 1 min read In one year we: traveled thousands of miles; spent countless hours in warm, clear water; learned how to fish; spoke French, Spanish, Dutch; and … The scale of value in the Caribbean is pretty great. And Royal Caribbean has a whole fleet of gamechanging cruise ships sailing to over 300 vacation destinations around the world for you to … Simultaneously the easiest and most important step in the whole process, building paradise in our minds, is what kept us jumping through all the hoops in the two years it took us to prepare to leave. What could go wrong with that plan? Luckil,y the internet has brought all of this information to the tips of our fingers, making it very easy to research and plan. Dive into the Caribbean Sea: Explore dive sites and the National Parks Systems of the Caribbean… In two months, I lived and/or sailed on five boats in three countries, sailing the Caribbean. We socked away money as aggressively as we could and continually revised our savings goals as we learned more about what we were trying to accomplish our dream journey. In the Caribbean, the dry season is from February to June, delivering only an occasional rain shower. What kind of boat did we need? Before we knew it, we had weeded out the junk boats and had a strong contender in the running, Paradox. We sailed thousands of miles in rowdy tradewinds, spent hundreds of nights at anchor in pristine bays, started nearly every day by diving on coral reefs and landed mahi-mahi and marlin on deck. At the beginning of the year the sailing season is well under way in The Bahamas, The Caribbean, Thailand, Malaysia, New Zealand and Australia. When (if) covid quarantine ends, I would really like to rent a 40ish foot cruiser for 6 months to a year and sail around the Caribbean. Discussion forums like www.cruisersforum.com are chock-full of practical information for novice sailers. It's never too early to put adventure on your calendar. Although the Caribbean is nice year round except during August and September, when it is hurricane season, the best time to sail the Eastern Caribbean from St. Thomas to Grenada is in the … A gap year in sailing is a voyage of discovery. The first cruise vessel to resume sailing in the Caribbean is in the midst of a COVID scare. A $2000 one will be out of this world. The trip was the culmination of years spent dreaming and scheming and it lived up to everything we anticipated as we were planning our adventure. Although our trip may have gotten off to a slower start than we had envisioned, the realities of cruising the Caribbean for a year surpassed even our highest expectations. While waiting for your cruise to set out, hop into a car and head down to Fort Lauderdale – the Venice of America. On average, June is one of the safest months to sail around the Caribbean as hurricanes are extremely rare and thunderstorms aren't particularly common. Desiree ventures into town on a sketchy dinghy ride. Many of the top Caribbean cruise departure ports are located in Florida: Miami, Fort Lauderdale, Tampa and Orlando. This changes slightly from year to year, but overall, May is the best month to sail around the Caribbean. Caribbean sailing tips: Chris Doyle on making the most of your time there Chris Doyle’s is a name familiar to all Caribbean cruisers, as the author of best-selling cruising guides of the region.… Those who endured the protocols and challenges of all the entry … Expect 78 to 85 degrees Fahrenheit with balmy winds … We wait out a relaxing cold front in a super protected anchorage in Roatan, Honduras. Meaning, a $1000 marina in the Caribbean will be amazing. We handed over a significant portion of our life savings and suddenly became the proud owners of a boat we had never even seen with our own eyes. I grew up sailing on a Catalina 34 and later a Hunter 466. But I found myself worrying that there wouldn’t be enough going on to fill the days, which really isn't the point of sailing the Caribbean! The best time to go to the Caribbean is generally considered to be December to April, when it’s slightly cooler (especially in the northern Caribbean), drier, and less humid, and tourists flock … Will and Cat traded their jobs for a boat in the Caribbean. In fact, they wound up spending eight full years sailing the Caribbean on their own boat, without any major problems, and spent only $1,000 a month to do it – all in first-class style. If you’ve got similar aspirations to sail off into the sunset, keep reading. The group unanimously re-elected President Alison Sly-Adams to serve her … Whiz through the Everglades Mangrove swamp in an airboat and take some pictures of the toothy grins of the alligato… From July to January, the wet season brings frequent showers with lots of sunshine and the occasional rainy day. Sailing to the Caribbean out … June . We were a bit terrified (did we mention that we still hadn’t even seen this boat?). They get by perfectly well on a budget of £570 per month, which includes everything apart from … Nonetheless, a one-year Atlantic circumnavigation is not only possible, but enjoyable—although you do need to enjoy bluewater sailing, since a complete circle starting from the … Holly and Simon are sailing around the Caribbean with their one-year-old daughter and dog. However, those who heed the call face a long … Learning to Sail in the Caribbean. We also knew that we wanted to buy a boat already located there to avoid months smashing into wind and waves trying to get there from the east coast. The seller countered, back and forth, back and forth we went before we reached an agreement at 20 percent under asking. The Weisenthals sailed from New York City to Grenada during their two-year … We were ready – Paradox was the boat. A sailboat is an escape pod to a world in which time is measured by the height of the sun over the horizon and destinations are determined by the direction that the wind is blowing. Sailing the Caribbean for a year Adventure 3 min read In 2015, my husband and I purchased a sailboat in the Virgin Islands sight unseen, quit our jobs in San Francisco and spent a year sailing the Caribbean … What I learned sailing at 5 mph for 87 days, Start planning your next boating adventure, From moving to design, all under one roof, https://www.progressive.com/lifelanes/adventure/sailing-the-caribbean-for-a-year/. We put in an offer at 30 percent under the asking price. We’re going to lay out the steps that we took to go from land-locked dreamers to stepping foot on to our very own sailboat in the Caribbean. Sailboat listing services like Yachtworld.com shows thousands of boats for sale all over the world. 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