ABOUT YOUR SAILING COLLECTIVE JOURNEYYour journey will be crewed by a captain and chef who are not only trained professionals but explorers at heart. With diverse backgrounds as sailors, travelers, artists, gastronomes and academics Sailing Collective crew members offer a wealth of information and life experience to every journey. Your crew will work with you to build a customized day to day itinerary tailored to your group needs, interests, and desired activities.
This journey will be a laid back journey, new friends and old friends are all welcome to join us and invite your friends. Once we fill the 1st boat, we'll open up a second boat for this journey. If you have 4 or more friends and interested in organizing a private charter, you can sail along side the flotilla!
Solo cabins - one per boat: $3,100 (single occupancy)
Double cabins - SOLD OUT – TO INQUIRE ABOUT WAITLIST, EMAIL INFO@THESAILINGCOLLECTIVE.COM
Included in the Collective Package:
• Private Collective captain and chef (for some of the best food of your life)
• Travel support to help guide you on your journey
• Onboard family style meals with 7 breakfasts, 5 lunches, 3 dinners and snacks
• Marina fees and dockage
• Boat incidentals including fuel, water, bedding, towels, etc.
• And of course 7 days of unabashed adventure and epic memories...
50% due at booking, remaining balance due 90 days prior to departure
Please review cancellation, change, and insurance policy on the booking page before booking!
Born and raised in Key West, FL, Capt. Lilly has lived her life surrounded by saltwater. With over 20 years of boating experience, Lilly learned to operate her own boat - navigating it through the narrow channels and over the shallow waters of the Florida Keys backcountry years before she could drive a car. At 15 she sailed from Key West to Boston. Lilly is an avid angler and free diver, loves to surf, hike, and explore the many gifts Hawaii has to offer. In her lifetime of experience on the water Lilly has matured into a skilled boat handler with an emphasis on the safety of her crew and passengers, and a gift for sharing her love of the ocean. After graduating from the University of Florida, Lilly moved aboard a 125-ft gaff-rigged schooner that she crewed seasonally from Key West to Boston. In the Caribbean, Lilly worked with a fleet of boats including large catamarans and schooners. She has managed the fractional ownership business SailTime and the American Sailing Association School in Virginia Beach, where she maintained, operated, and taught sailing aboard a fleet of boats. She currently holds a 100-ton GRT Master Captains License with Sail and Tow endorsements and her teaching certification through the American Sailing Association.
Katja Tausig grew up in London - She is currently the head chef of London's Koya Soho. She has spent the past few years working and training in Japanese cuisine, but has a background of Italian food, learned at Trullo Restaurant in London. She has spent summers cooking full time for the Sailing Collective, which allowed her to connect her passions for travel and food. She enjoys learning new and unique recipes directly from the authentic source during her travels and adapts these recipes to her meals aboard using seasonal local produce provisioning locally and foraging when possible. Instagram: @katjatausig
Vivian grew up in a culture where eating well was equivalent to living well, the ultimate expression of care and warmth. From seemingly incongruent beginnings in fashion design to event production to the creation of a pop-up dinner series, she realized that her real passion was for building community through the serving and sharing of beautifully presented meals. She remains curious about various methods of cooking and international flavors, finding constant joy while shopping local farmers’ markets throughout her travels.
Dayyan Armstrong founded the Sailing Collective out of a passion for connecting people with the world through adventure and sailing. Having been raised with values based on multi-cultural awareness and the importance of global culture, Dayyan combined his enthusiasm for sailing and exploration to create an integrated sailing vacation organization open to adventures, explorers, and sailors alike. With a background in music performance, social theory, and a graduate degree in economics from the New School for Social Research, Dayyan is always excited to participate in discourse in topics of theory, art, adventure, and exploration. Outside sailing and exploration, Dayyan is passionate about cured meats, design, Maine, social theory, Cook’s Illustrated, a good museum, photography, Harper’s Magazine, and various types of cooking over fire or coals.
Sail Sicily journey will take place on a number of up to 55' modern design sailboats with up to 5 cabins per boat. Each boat will be skippered and crewed by Sailing Collective member captains who will take care of the itinerary and keep you safe as we sail throughout the Aeolian Islands for the week. Sail Sicily is a multi-boat book-by-the-cabin voyage with up to 5 boats sailing together in our flotilla, sailing side by side with group outings during the evening on shore. A sailing vacation with the Sailing Collective is a unique and exhilarating new way to travel. With a mix of sailing and land adventures, a sailing vacation is an alternative way of seeing secluded locations with a new perspective.
Option 1) Fly into Catania and take a 2-hour taxi to Marina Portorosa.
Option 2) Fly into Palermo and take a 3-hour train to Milazzo, from Milazzo, take a 20- minute taxi to Marina Portorosa.
Once we are all booked, the group will coordinate together with the travelers coming from both Palermo and Catania.
Arrival aboard at the Marina di Portorosa in Tonnarella is after 7 pm on Saturday day 1. Meeting location is the Sailing Sicily charter office where you will be greeted by your captain and chef. Once you get aboard and shown your cabins, your captain will give a 45 minute briefing before departure to the first island.
Upon your return, you will return back to port by 5 or 6 pm on Friday evening and you must disembark by 9 am the final Saturday. Taxis can be arranged to take you to the airport, train station, car rental location, or elsewhere in Sicily. Arrangments must be made in advanced and your captain will facilitate.
Marina di Portorosa is 2 to 3 hours from Catania and Palermo, the two main cities in Sicily and care must be paid to your travel itienrary to make sure you have a smooth and successful arrival. We highly suggest arriving in Sicily on Saturday and making your way towards the marina and staying nearby on Saturday night. Here are a few useful optoins:
a) Stay at a hotel near Marina di Portorosas, Tonnarella and we suggest using Bookings.com or Kayak.com for hotel availability.
b) Stay in Milazzo at an AirBnB or hotel. Milazzo is a pleasent seaside town 45 minutes from the marina. You can get to Milazzo via train from Catania and Palermo. Milzzo is a 45 minute taxi from the marina and will cost about 50 euros.
c) By request, you can stay aboard the sailbaot at Marina di Portorosa Saturday evening. Boarding is after 8 pm after your captain and chef have the boat set up. Please contact us for details.
a) Taxi - 200 euro from Catania and Palermo and can be made in advanced.
b) Train - Train takes 3 hours from Palermo to Falcone Station. Taxis can be arranged to the marina or the hotel. Trains is about 2 hours from Catania.
c) Rental car - Car rentals in Sicily is affordable and there is free parking at the marina and often renting a car from Catania and Palermo for a week can often be more affordable than the taxi.
Please ensure your passport is valid for the period of travel and for six months after you return. Your passport name must match the name on the flight ticket otherwise you may not be able to travel and insurance may be invalid.
It is the responsibility of each individual to ensure relevant visas are obtained where necessary. The Sailing Collective cannot be held responsible for refusal of entry or travel due to lack of visas. If you are in any doubt please contact your Embassy for full details.
Throughout the month of June daytime temperatures will generally reach highs of around 27°C that's about 80°F. At night the average minimum temperature drops down to around 20°C, that's 68°F. The average daily wind speed in June has been around 11 km/h, that’s the equivalent to about 7 mph, or 6 knots. In June, for the nearest coastal location, the temperature of the sea averages around 22°C, that's 72° Fahrenheit.
Sailing Collective will provision your journey with local foods and produce. Cooking Aboard: Your Sailing Collective chef/crew is incredibly talented and can handle the group's needs with ease. We are all about participation and learning, so if you'd like to help, just ask and we'll get you involved! Collective groups may choose to dine out more times than scheduled if the group or individuals choose.
Dietary Restrictions: Important to notify your Sailing Collective representative of any dietary restrictions ahead of time and fill out details in Guest Form
Collapsible bags in place of large rigid suitcases are advised for ease of transport on and off the boat.Loading and unloading from the dingy can be a wet activity, a pair of shoes such as flip flops that you can get wet if we are landing on a beach.
During days on the water, you’ll want to be wearing light and comfortable clothing. As the vast majority of your time will be spent outside, prepare for elements - bring a light rain coat just in case, a hat to shield yourself from the sun, and a set of warm clothing. Throughout the week we may dine out at a nice restaurant, so bring gear that you’ll look nice in and suits your style. Loading and unloading from the dingy can be a wet activity, a pair of shoes that you can get wet is recommended.
Starting port: Portorosa
Designed by world-renowned naval architect, Philippe Briand, the new Sun Odyssey 519 incorporates of all the latest design developments and innovations. Each detail has been carefully studied to offer high functionality and aesthetic appeal.
Explore photos from our past journeys