What we do
Adventure beyond the horizon
Empowering Your Sailing Adventure
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At Outer Passage, we offer immersive sailing passages designed for curious beginners, aspiring cruisers, and future catamaran owners who want to build real skills while experiencing life at sea. Aboard our performance cruising catamarans, you’ll learn by doing; practicing sail trim, helming, anchoring, navigation, managing systems and the daily flow of boat life. Each passage blends hands-on seamanship with the experience of living aboard, exploring beautiful destinations, and embracing the cruising lifestyle. Whether you're preparing to own a boat or simply want a meaningful sailing adventure, we'll help you take the next step with towards your goals with confidence.
Offshore and coastal Sail Training
Planning
Every successful passage begins with a thorough plan. Take part in all tasks required prior to hosting the sails. Together, we will delve into weather forecasting, routing, and safety procedures
hands-on
You choose your level of involvement in furthering your sailing education. From putting you behind the helm, trimming sails, or making navigational decisions, we aim to expand your knowledge and confidence as a sailor.
adventure
We love sailing aboard, but the fun doesn’t stop there. After the anchor’s down, dive in for a snorkel, go for a hike, launch a kite or wing, or simply unwind and take in the view. Each destination offers a chance to explore, play, and embrace the cruising lifestyle.
Are you ready
for an adventure beyond
the horizon?
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Outer Passage is for anyone curious about life at sea, whether you're brand new to sailing or looking to gain real-world experience. Some of our guests are preparing to cruise on their own boats, others just want a hands-on taste of the lifestyle. We tailor each trip to your experience level and goals.
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passage /ˈpasij/
nounthe act or process of moving through, under, over, or past something on the way from one place to another.
We call each one of our trips a “passage” whether it’s coastal cruising or offshore passagemaking.
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On our coastal cruising passages, you can get as involved as you’d like. Learn the fundamentals of sailing and boat life, from trimming sails and anchoring to navigation and daily routines. There's also time to relax, swim, snorkel, or explore ashore at your own pace.
On our offshore passages, the sailing is nonstop, and everyone participates in shifts, day and night. You’ll experience what it’s like to truly live at sea, while diving deeper into offshore-specific topics like route planning, weather systems, safety at sea, and long-distance provisioning.
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You'll gain practical skills like helming, sail trim, anchoring, navigation, weather awareness, and daily seamanship routines. It’s not a classroom, it’s learning by doing, with real conditions and real decisions. Want to focus on something specific? Just let us know.
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Losing sight of shore isn’t for the faint of heart, but it’s one of the most rewarding and transformative sailing experiences out there. Offshore passages with Outer Passage offer a chance to truly live at sea, build skills, and contribute to life onboard. As part of the crew, you’ll participate in a rotating “watch” schedule serving 3–4 hour shifts, often with a watch partner based on your comfort and experience level.
Not sure if you’re ready? No problem. We also offer coastal cruising passages with all the hands-on sailing you can handle, plus the comfort of calm anchorages at the end of each day.
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Outer Passage offers coastal and offshore passages throughout the East Coast of the U.S.A., Bahamas, Caribbean, and across the Atlantic to the Mediterranean. Each passage has its own starting point, listed in the trip details, such as the nearest airport and where to meet the boat. From there, it’s up to you to choose the best route that fits your travel style. Check our scheduled passages to see where we’re sailing next!
To try the
liveaboard life?
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Sailing is the heart of it, but the adventure doesn’t stop there. You might snorkel a reef, go hiking, launch a kite or wing, or just relax at anchor with a good meal and sunset. We explore each destination actively and at your pace.
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We completely understand that travel planning can be complicated. Our dates may have some flexibility, so please don’t hesitate to reach out. If our posted dates don’t align with your itinerary, contact us directly, and we’ll do our best to accommodate you or even create a bespoke sailing adventure tailored to your schedule and sailing goals.
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All prices are listed in each passage, and are priced per cabin, which can accommodate up to two persons per cabin (your option) OR whole boat booking.
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Costs cover all expenses while on the boat, including food, drink, dockage, fuel and port fees. You will need to provide your own transportation to the port of departure and from the port of arrival. Depending on the port, the boat might be in a marina, mooring or on anchor. If we are out in the anchorage, we will pick you up via the dinghy.
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Our optional watersports package is for anyone looking to explore the wind and water sports that come with the cruising lifestyle. Whether you are completely new to wing foiling or e-foiling, or an experienced rider chasing clean sessions in world-class locations, this package meets you at your level.
We offer on-water coaching that adapts to your goals, from your very first ride to advanced skills and technique tuning. You will also learn practical, real-world methods for launching safely from the boat or beach, giving you the tools to integrate watersports into your own future adventures at sea.
For kiteboarding specifically, we recommend that guests be intermediate riders or above. While we offer support and launch guidance, this is not a setting for full beginner instruction.
This is about expanding your comfort zone, building confidence, and adding more fun to your time afloat.
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We take food very seriously aboard! We like to cook fresh and flavorful dishes, and simply eat good food. We believe this is a great way to keep the morale high!
We will create a menu for the passage based on your food preferences and dietary restrictions, and stock the cupboards with a variety of snacks and drinks. All food and beverages aboard are included, however meals ashore are not.
NOTE: For safety, we do not allow drinking alcohol on our offshore passages. So enjoy the journey, learn sailing and discover what the ocean has to offer…it’ll make your first cold one taste that much better when you’ve earned it!
Then Let’s
Go Sailing!
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Offshore life raft (8 person)
PFDs and tethers
ePIRB & satellite phone
We are trained in First Aid and CPR with a fully-stocked medical kit to handle various medical situations. Please be honest with us about any medical conditions you have in advance so that we can be better prepared should any health concerns arise.
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We strongly encourage you to pack light. Keep in mind the itinerary and the season. Once signed up we will provide a more detailed suggested packing list.
We supply bedding (pillow & sheets), towels, basic toiletries and personal flotation devices (PFDs).
So just bring your own personal items in a soft travel bag - duffel or backpack. Hard wheely suitcases are strongly discouraged as they are difficult to store onboard - think carry-on sizes.iption
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The number one concern about going on a boat is seasickness. Some people get it and some don’t, but when you do, it can feel like one of the worst experiences. Luckily, it does eventually go away, between 24-48h, and usually the best cure is just getting sick and over with it, but here are a few remedies that we have found to help prevent seasickness.
Avoid going inside the cabins. Fresh air and looking at the horizon go a long way to help your inner ear.
Drink plenty of water to stay hydrated.
Avoid alcohol, caffeine and spicy or acidic foods before departure.
Natural remedies such as ginger (chews, candies, ginger ale, tea etc)
Dramamine or other motion sickness drugs such as the patch - we tend not to use these because they can cause excessive drowsiness, however try taking these PRIOR to departure to see if this could work for you.
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Because this experience is very training-focused it is adults only. If you want to experience the boat life with your kids, we suggest a normal vacation yacht charter program. However, if you have an interested, eager and boating/sailing experienced teenager, we can discuss on a case by case basis.
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Take a look at our upcoming passages and fill out a new crew Sign Up form. If you have any questions or want to customize your experience please send us a message through the contact page.
