This seven-day sailing expedition in the Florida Keys is an opportunity for students to learn the science of sailing and the art of forming a finely-tuned crew. In quieter moments students will fish, swim and snorkel among the vibrant and distinct marine ecosystems thriving just below the surface. Emphasis is placed on technical skills training, leadership skills, teamwork, and environmental awareness. This customized expedition will integrate and compliment Brewster's values and vision. Outcomes will includes collaboration, creativity and communication and individual character growth, confidence and compassion.
In the blue tabs below you will find your Course Overview, Course Paperwork, Clothing & Gear List and Travel Information.
This custom course, designed specifically for students from Brewster Academy, will take place on a 30-foot open sailboat that will serve as both home and classroom on a journey through the tropical wilderness of the Florida Keys. You will travel through the Keys on shallow-draft vessels as you learn to navigate and discover the beautiful marine ecosystem. Learn sail handling and maneuvers such as tacking and jibing through the wind. When the breeze is calm, bring out the oars and row together to your evening anchorage.
Daily lessons cover navigation, small boat seamanship, weather, and anchoring to provide the tools you and your team will use to set and meet each day’s goal. Regular group discussions allow for reflection on each day and ensure that leadership and on board responsibilities are shared, and that every crew member is involved in planning the next day. For the final phase of the course, discover more in you than you knew when the vessel is "turned over to the crew", to put all the skills you’ve learned to the test and create an unforgettable journey.
The 30-foot open sailboat is your home and classroom. Our boats are very seaworthy, fun to operate, and perfect for a team adventure. The boats are rigged to take full advantage of the power of the subtropical trade winds, and when the winds do not cooperate, the boats can be rowed by two or four people pulling on oars. At night the boat can be configured as a sleeping platform and you and your watch mates will take turns doing anchor watch under brilliant night skies. Underway, you will learn to adjust sails properly for sailing at different angles to the wind and execute sailing maneuvers like tacking and gybing, which turn the boat through the wind. As you practice rowing, you will discover that by coordinating all of the rower’s movements so that the oars splash as one, you halve the effort it takes to travel on windless days. You will learn to navigate using a chart and compass and among the thick and similar-looking mangrove islands, precision in plotting your course and concentration on the environment around you will prove essential in arriving accurately at your destination. It takes an entire crew to sail or row the boat well; the whole crew must participate mentally and physically. In addition to the challenges of moving the boat, living together aboard this small vessel requires commitment to the support of your crew-mates, and your community as a whole. As your expedition progresses, your accomplishments in all these areas result in a truly memorable journey.
Open Boat Sailing Skills
Expedition Skills
Group Dynamics
The essential goal of any Outward Bound course is for the students to learn autonomy. Our expedition curriculum supports this happening in a progressive way.
During the first third of a course (a phase called “training expedition”), the instructors are very present in the group. They teach outdoor skills, the technical aspects of the activities and guide the students as they form a team.
In the middle third of the course (what we call the “main expedition”), the instructors take a step back so students may step forward. Students begin to teach what they’ve already learned to each other, and experiment with applying basic skills to bigger challenges. The instructors continue to coach and support as the students practice leadership roles. When the group meets a particular situation, environment or activity they haven’t learned about before, the instructors jump back in and teach. Each time this happens, the group reaches competency more quickly.
By the last third of the course (the “final expedition”), students are the stars of the show. They are applying what they know, leading each other, setting goals, and solving problems collaboratively. The instructors are close by and ready to step back in to prevent a safety issue from occurring but will let students find their own resiliency when they make mistakes, and ensure they feel the full spotlight of success when they meet their goals.
Your course area in the Florida Keys is home to numerous birds and abundant marine life, is rich with the confluence of water flowing out of the Everglades into inner Florida Bay and the Gulf of Mexico. The waterways are shallow and intricate, providing an exciting cruising area for Outward Bound’s nimble shallow-draft sailboats.
Sailing courses cruise in three general areas. The backcountry offers challenging shoal draft navigation and the opportunity to explore mangrove keys, tidal flats and coral patch reefs. The Atlantic side offers excellent snorkeling at the outer reefs and open water sailing. The Everglades has beautiful sand beaches and a maze of rivers and bays to explore. Throughout the region, the turquoise waters, warm temperatures and prevailing easterly winds provide exceptional sailing, both day and night! Actual itineraries are based on weather, currents and length of course.
In Florida the HIOBS course area regions are the ancestral lands of the Seminole, Matecumbe, Cuchiyaga and Guarungumbe nations.
Medical and Liability Release Form
Next Steps: Within a few days of submitting the Medical and Liability Release Form, you will receive a Welcome Email with a link to your Student Portal. Your Student Portal will have links to follow-up medical forms which are part of our screening process. Please be aware that we cannot clear you for participation without the medical screening process being complete, so timely return of these forms is critical.
Note about Medical Screening: Safety is our top priority. All students undergo a medical screening process to make sure they are safe and ready for their specific course. Occasionally, we are unable to clear a student to participate due to their medical history.
You are welcome to bring extras of the items marked with a plus (+) sign. Where a range of quantities is indicated, e.g., “1-2” bring the smaller quantity if you are on a one-week course, and the larger quantity if your course is 10 days or longer. There are multiple brand name options available at varying prices. The clothing and equipment on this list is widely available in many places. Specialty outdoor stores like L.L.Bean, REI, Campmorand Eastern Mountain Sportswill have a range of appropriate items to choose from. Discount retailers, like Sierra Trading Postand the REI Garage often have good prices on name-brand gear and clothing. You may also locate many first- quality clothing and equipment items at military surplus stores and area consignment stores and thrift stores, such as Goodwilland The Salvation Army.
The HIOBS website has some great items. A complete collection of HIOBS-recommended-for-course items can be found HERE. Please contact your course advisor for suggestions.
Packing several light layers rather than fewer heavier layers allows you more flexibility as the weather and workloads change. Inner layers should fit closely, middle layers should fit loosely and outer layers should be just a little bit baggy. When shopping or packing, it is a good idea to try on your layers together.
Before your expedition, your instructors will check your gear; they will assess your clothing with the actual route and the anticipated weather in mind. Items you don’t take on expedition will be stored safely at base. We suggest leaving the tags on any items you purchase in case you don’t actually pack them for expedition, but please note that you should check with each store to see what their return policies are. If there are items that you would like to bring but which are not mentioned on this list, feel free to call and ask your course advisor at 855-802-0307.
Tick- and mosquito-borne diseases are an increasing risk of traveling in the wild regions of the Americas, including our course areas in Maine, New Hampshire, Florida, the Bahamas, and Costa Rica. Fortunately, there are prevention steps that are very effective and, in most cases, treatment is relatively simple and recovery complete, so long as the diagnosis is made early. Students and their families should educate themselves on the risks, prevention measures, and signs and symptoms of tick-borne illnesses.
Since prevention is always better than treatment, we STRONGLY recommend pre-treating your footwear, long pants, long-sleeve shirts, jackets and hats with a chemical barrier containing permethrin, at least two days before traveling to your course. Applied correctly and allowed to dry before wearing, the treatment remains effective for up to a month. For even longer-lasting protection, you can either purchase clothing with permethrin embedded within it, or send your clothes to Insect Shield®, who will treat them and ship them back to you, ready for your course. Use the Coupon Code “HIOBS” to receive a 15% discount on both clothing and treatment services at this website (please note that you need to use the coupon separately for products/ service).
Permethrin spray is readily available at many retailers, including Dick's Sporting Goods, Campmor, and Walgreen's.
For more information, please download our Vector-Borne Disease General Fact Sheet.
Florida is generally warm and sunny, but during the winter cold fronts are common and there is usually plenty of wind, so you will need to bring warm clothes. The sun can be intense, making sun protection (sun screen & clothing) very important. Temperatures at night can fall to the 40s and even lower in December and January. Daytime temperatures range from the 50s to 80s from December to April, so come prepared for all possibilities.
These are NOT required items. Please only buy them if you plan to use them outside of your course.
Please note that Outward Bound provides all other equipment, including (but not limited to):
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