Beach. Boat. Booze. The three main ingredients I was looking for when I was scouting out a vacation for my sister and I. And what we found was so much more then that. I came across The Sailing Collective and read about all the different place they would charter there boats. Although all of them looked amazing (Italy, Brazil, West Coast etc) the one that really stuck out to us was the Sailing/Yoga trip that went around to BVI. And I can honestly it was the best decision I've made in a LOOOONNGGG time. Quick recap: -Beautiful Weather -snorkeling -Hiking -Rock Climbing/jumping (took me a solid 10 min to do it tho) -Learning how to sail -1 hour yoga classes on the sandy beaching every morning - Family style cooking on the boat - living in your bathing suit for 7 straight days - each day sailing for a couple of hours to a new island then exploring the waters and land. - seeing dolphins and jumping sting rays - Swimming with sea turtles and weird glowing plankton at night. And these bulletin points doesn't even come close to explaining how phenomenal this vacation was. And truth be told, a lot of it had to do with our Captain, Capt. Dayyan and our Yoga instructor Heather. Both of them were trained professional in sailing so were able to teach us sailing terminology, answer any questions we had and got to actually sail the boat. By the second day all 8 of us were working together hosting the sails, dropping the anchor, learning how to tie different knots and swabbing the deck. Both of them made the whole experience just plan ol' fun. Having Yoga every morning was definitely key. Some mornings you wake up after a long night of running around the islands local bars and that cup of coffee just won't cut it. But jumping into the turquoise water and swimming to a sandy beach, doing a solid hour of stretching in the sun then swimming back to the boat definitely does the trick. Heather's yoga classes where perfect too. She was able to cater to people who were either experienced or inexperienced in yoga. All in all it was hands down one of the best experiences I've had. And the beautiful part is there are so many other places I can sail to and explore with there company. The gift that keeps on giving. BOOM. read more

I decided to go on this sailing trip despite knowing nothing about sailing and being a terrible swimmer. Although the idea seemed intimidating under those circumstances, the trip ended up being one of the best vacations I've ever been on. After a busy year, it was perfect to unwind on a secluded island with only the moon as your source of light. The surreal scenery and crystal clear waters made it really easy to get away from work and the outside world. It was an extra plus to be able to be on vacation without the stress of figuring out your daily itinerary and dealing with overpopulated tourist sites. The trip was well planned and there were always different options for crew members to do different things according to their mood. It was great that I could sleep on the boat for the whole day if I wanted to, and wasn't pressured to do otherwise. The food was also great on this trip. Max and Dayyan made incredible paella and taco dishes, and we went to some great restaurants as well. I was pretty nervous about living on a boat for a week because of my motion sickness, but I quickly got used to it and easily fell asleep at night, to my surprise. The biggest success of my trip was that I learned how to snorkel and somewhat fixed my terrible swimming skills. Wohoo! I would recommend this trip to anyone who's looking for an affordable vacation and a one of a kind adventure. read more

When we decided to book a sailing trip with The Sailing Collective to the BVI, I had a fantasy of what that would be like ... crystal-clear turquoise water, white sand beaches, palm trees, lounging on a luxurious sailboat, wind in my hair, drink in my hand ... and this trip didn't disappoint. It was one of my all time favorite vacations and sailing is now my new favorite way to travel! While my husband's idea of a perfect vacation is often different from mine (I believe visions of pirates and swashbuckling danced in his head when I suggested we go sailing) we both got exactly the vacation we wanted. This trip was the perfect blend of relaxation and adventure. Captain Dayyan was a wonderful teacher and guide (and chef) and really made the trip amazing. We were already planning our next trip with The Sailing Collective before we even left the boat. Now that we've returned home, all of my friends and family are sick of me talking about my vacation and my husband is recommending it to everyone he talks to. If you're considering doing this, my only advice is "just do it" you won't regret it! read more

I had been on two sailing vacations before this one, with a friend's family. Though we went to some amazing Mediterranean destinations on those trips, this trip was still the best. The boats were comfortable, the destinations were great (we slept in the harbor of a desert island!), and, most importantly, the captains and the company were fantastic. When you're going to be on a boat with a handful of other people day in and day out for a week, it's *extremely* important that everyone basically get along. The Collective made the effort to not only chat with or meet everyone on the trip in person, they even arranged some get-togethers before the trip so that we all had a chance to get to know each other as well. Because of that, not only am I going on another one of their trips this June, but I feel like I really made some new friends on the first one. read more

Hands down the best vacation I've ever been on! We spent 8 days sailing through the British Virgin Islands - swimming, snorkeling, doing Yoga on the beach each morning, and enjoying cocktails and great food each evening! Having never sailed before, I was a little nervous about what living on a boat with 7 other people would be like for a week - it turned out to be incredible. Our Captain was very knowledgeable, and helped those who were interested learn sailing basics. He encouraged participation, and also helped keep the atmosphere on the boat laid-back and fun. He also knew all the best snorkeling locales, beachside bars for 'Painkillers', and local restaurants for just-caught seafood. I can't wait to participate in another Sailling Collective trip - hopefully with some of the same crew! read more

We went on our first sailing trip last November in the BVIs with Captain Dayyan and had one of the most blissful vacations of our lives. The days were spent sailing, snorkeling, swimming, cooking, feasting, lounging, beaching, reading, gaming, and generally unraveling from intense NYC living. At night, we took the dinghy to land to explore the local islands. I loved being rocked to sleep on the sailboat. I'm easily carsick and feared that boat life would be difficult for me but was relieved and pleased to learn that I could even read on the boat without getting nauseous! Captain Dayyan was calm, confident, knowledgeable, pleasant company, and has a deep appreciation for good food. I would very highly recommend the Sailing Collective and hope to have the opportunity to do it again. read more

My girlfriend and I took our second Sailing Collective trip in 2016, this one to St. Martin, Anguilla and St. Barths. From turtles to disco buses, adventure dinghy rides to gourmet meals, angry French sailors to incredible luxury, our trip had it all. An amazing, special, memorable 7 days. While the ride in a catamaran might not have been as thrilling as a monohull, we certainly appreciated the roominess and stability on a couple of rough days into the wind. The crew was FANTASTIC and accommodating. Great food, good conversation, and always attention to our comfort. And all they did to make a birthday celebration and a marriage proposal happen won't be forgotten. Just go. read more

Trip was absolutely wonderful. Dayyan was our captain and his easy-going, yet completely in control personality made the trip a delight. When you are on a small boat for a week, the personality of the captain is critical and I can't say enough about how wonderful it was to travel with Dayyan. And as a vacation . . . those who haven't tried it yet should . . . it's a vacation like no other. The beauty, serenity and the chance to really get away from it all can't be beat. Heather McRay read more

Ross was a perfect captain. Lead with expertise but allowed the trip flexibility to pander to our almost certainly frustrating vacillation of plans. A great experience with exceptional professionalism and far more fun than I could have hoped for. Can't recommend it enough. Exceptional planning and a route that was tailored to exactly what we wanted, day by day. This trip far exceeded expectations! Many thanks. read more

Fun and exciting sailing vacation! Great way to see new places with a very unique perspective! The sailboat was very roomy and all the passengers got a long great, definitely recommend the Sailing Collective if you are looking to do an exciting and affordable vacation in the Caribbean this winter. read more

Best trip - Capt Ross & Rob were immensely knowledgable about BVIs plus the food was delicious. Would recommend any going sailing to book with the Collective - they help make memories that last forever. read more