Would you like to access hiking on remote islands? Are you looking for a boat to take you to remote rock climbing routes in Newfoundland or other distant locations? Are you a day sailor looking for some offshore experience? Would you like transportation for your film crew to access remote locations?
ALL TRIPS REQUIRE A 50% DEPOSIT TO RESERVE YOUR BERTH.
We offer custom trips while working around our scheduled ones, but they must be booked a good ways in advance so please email early to discuss your ideas. The bigger the adventure the more time in advance is needed. If a scheduled trip has no bookings you can use that time slot for your custom trip. We will work with you to design exactly what you're looking for. There is almost no place we wont go. Greenland to the Caribbean or any place in between.
For Trips under 2 weeks long the cost for the boat is $1,500.00 for the first 24 hours and $1,000.00 for each additional day. For longer missions, we drop the price of the daily rate depending on the duration. That is the cost for the boat not per person. Depending how much you like each other we can take up to 6 people (for those who sleep in two person tents, bivys or portaledges you may not mind the 6 person crowd to offset the price) but for those looking for more privacy 4 people is a more comfortable number.
We also offer a group discount. Groups of 2 receive a 5% discount and groups of 4 receive a berth that is 50% off.
In my opinion these trips can be life altering in the best way possible and I feel everyone should have the ability to experience them. Not just folks who are in a solid financial position. I know they are expensive and I’m trying to keep prices as reasonable as I can, but like any business there is a lot of overhead—docking, insurance, crew salary, boat maintenance, etc. That said, if you are struggling to afford a berth at full price please email me and I’ll do my best to work with you. I feel the world would be a better place if everyone could be humbled by the ocean at least once in their life. -Joe
2026 Trip Schedule and Rates
7/24/2026 - 7/31/2026
New Bedford, Massachusetts - Mid Coast Maine Hiking - New Bedford, Massachusetts
Hiking and Sailing the Maine Coast
Price Per Person: $2,500.00
This trip combines a relatively short offshore passage with a beautiful landfall. We leave New Bedford, head through the Cape Cod Canal, sail across Cape Cod Bay and across the Gulf of Maine. It s a great opportunity for someone looking to dip their toes into offshore sailing and get a feel for taking watch at night and passage planning . The trip is typically about 36 hours give or take depending on weather. We will then be focused on getting out hiking and exploring for a couple of days before our return passage back to New Bedford. Some places we visit are Long Island (Frenchboro), Isle Au Haut, Bar Harbor, Marshall Island, Holbrook Island Preseve, Somes Sound and Valley Cove, etc. If you have ever visited Bar Harbor by car you know how crazy the parking situation is. Visiting by boat is stress free. The shuttle buses are just a couple minute walk from the dinghy dock and will take you anywhere in the park for free! We can also access other areas of Acadia National Park via boat and tender in places like Somes Sound where the Valley Cove Trail meets the beach. These trips visit some of the most beautiful places I have ever been. The trip across the Gulf of Maine can throw us all kinds of conditions and it often comes with high chances of seeing whales and a guarantee we will see a variety of pelagic bird species. The offshore legs are relatively short, 180-ish miles or so across the Gulf of Maine, but it can throw us all kinds of conditions with it's bottom contours and tide.
Trip Is Full
All Meals Included.
Email us to start the booking process or fill out the Google form "Book a Trip"
8/8/2026 - 8/18/2026
New Bedford, Massachusetts - North Sydney, Nova Scotia
Price Per Person: $4,200.00
Our northern voyages are designed for sailors seeking remote coastlines, complex weather, and expedition-style travel beyond typical cruising routes.
This will be a long trip navigating the Gulf Of Maine, south coast of Nova Scotia, through the lock of the St. Peter's Canal and into the Bras d'Or Lake, a Unesco Biosphere Preserve. Then a few days sailing the lake on our way across Cape Breton to North Sydney where there is an airport for your return trip. It is an offshore passage that also offers some options to tuck in if needed as well. Kind of a unique scenario when it comes to this kind of sailing. It is a more desolate type journey for those looking for a bit more adventure. I can't explain how unique of a journey this one is. You have to sail it to understand it. You will be hard pressed to find another sailing adventure with as much variety as this.
All Meals Included.
Email us to start the booking process or fill out the Google form "Book a Trip"
8/22/2026 - 8/31/2026
North Sydney, Nova Scotia - South Coast of Newfoundland-St. Pierre, France
Price Per Person: $4,200.00
Our northern voyages are designed for sailors seeking remote coastlines, complex weather, and expedition-style travel beyond typical cruising routes.
We leave North Sydney around dinner time and cross the Cabot Straight. We will make landfall along south coast of Newfoundland between 12 and 24 hours later depending where we decide to stop first and we will start to explore. The sailing can be challenging with a lot of land induced wind shifts contributing to the wind direction and speed. Wind funneling through the fjords can mean much higher wind speeds than forecasted keeping the sailing interesting and will have you, the crew, paying attention and actively trimming, raising, reefing, etc. At the end of each day we will be anchoring in sometimes challenging anchorages where again, wind direction and speed is variable and sometimes the bottom too deep to anchor. Here we will use shorelines to keep ourself secure. This is a great trip for a focus on rock climbing as well. There is endless FA potential and some established routes as well from single pitch to big walls. Gigantic waterfalls, long fjords with 1000 foot high cliffs, abandoned towns such as Grand Bruit, small fishing outports, lots of hiking in the tundra, moose, caribou, the list goes on. THE most wild and pristine place I have ever sailed. Jaw dropping beauty around every turn is not an over exaggeration. You will never forget this coastline. We end in St. Pierre which is a wonderful slice of Europe in the middle of nowhere. Great restaurants, bakeries, cheese and wine. A stark contrast for Newfoundland's wild south coast. There is an international airport with regular flights in and out. This trip is best suited for adventurous travelers who are comfortable being off the beaten path and value wild places over convenience.
All Meals Included.
Email us to start the booking process or fill out the Google form "Book a Trip"
9/4/2026 - 9/14/2026
St. Pierre, France - New Bedford, Massachusetts
Price Per Person: $4,200.00
Our northern voyages are designed for sailors seeking remote coastlines, complex weather, and expedition-style travel beyond typical cruising routes.
Departing St. Pierre for a roughly 700 nm passage. It is starting to be the shoulder season and there starts to up our chances for some heavy weather sailing. Under ideal conditions we have made this passage in 5.5 days, but weather is a big factor in September off the Canadian maritimes. I would recommend arriving in St. Pierre a day or two ahead of time as that city is a unique place to explore and shouldn't be missed. This trip covers all the bases of offshore sailing and it will certainly deliver for those looking for a real deal offshore passage in a desolate stretch of ocean. Cold water sailing and crossing Georges Bank and Stellwagon bank gives us lots of tide and bottom topography to talk about and how it effects wave patterns, wave length and steepness and how to think about these things when passage planning. This trip also presents amazing pelagic bird watching opportunities as well as high chances of plenty of marine mammal interactions. I have seen Orcas, Humpbacks and Fin Whales on plenty of occasions in this part of the world.
All Meals Included.
Email us to start the booking process or fill out the Google form "Book a Trip"
9/25/2026 - 10/2/2026
New Bedford, Massachusetts - Annapolis, Maryland
Price Per Person: $2,200.00
A fall offshore passage that takes us south of Long Island, over the Mud Hole and we will enter the Chesapeake via the Delaware Bay and C and D canal or we may enter the Chesapeake bay from the south depending on weather. This trip has the potential to be a heavy weather type trip as end of September and October tend to blow in this neck of the woods. Great for folks looking to make bigger hops on their own boat and to learn how to manage watch schedules, identifying weather windows and how we come to those conclusions and of course Annapolis is really neat place to explore once we get there. It will be boat show season so the town will bustling!
All meals on board are included
Email to start the booking process.
2027 Trip Schedule and Rates
5/7/2027 - 5/12/2027
Kingston, NY to New Bedford, Massachusetts
Price Per Person: $1900.00
This trip is super varied as we sail down the Hudson River for almost 90 miles before either heading down the south coast of Long Island or the north shore depending on weather conditions. Either way, we will sail through NY Harbor, get some open water sailing in and anchor in a few beautiful anchorages. Possible options for port of calls are NYC, Port Jefferson, Block Island, Cuttyhunk or a few other locations based on weather. It's a great trip for those looking to gain experience coastal cruising, navigating busy shipping lanes, or just looking to enjoy sailing past the Hudson Highlands and enjoy being on multiple, unique bodies of water for an adventure.
All meals included.
Email us to start the booking process or fill out the google form 'Book a Trip'
5/21/2027 - 5/28/2027
New Bedford, Mass. - St. George's, Bermuda
Price Per Person: $4,800.00
A true offshore passage for those looking to access the offshore world and to sharpen their offshore skills. This trip can give us any kind of weather from strong gales to flat calms, navigating the Gulf Stream and making landfall in a new country. There is no more of an iconic landfall for an east coast sailor. Hearing Bermuda radio calling us as we get close and then coming through the cut and dropping anchor in that very Bermuda blue water is not something you'll soon forget.
All Meals Included.
Email us to start the booking process or fill out the Google form "Book a Trip"
6/3/2027 - 6/10/2027
St George's, Bermuda - New Bedford, Mass.
Price Per Person: $4,800.00
The return to New Bedford will give us the same challenges as the trip to Bermuda. It's true offshore sailing that can give us any kind of conditions and the ability to hone offshore sailing skills. The return leg puts us back in Buzzards Bay right as summer is just kicking off. Offshore, near the continental shelf things will start to feel New England like as the colder water and warm air often create fog giving us some time to really hone our radar skills. It is always a great feeling to be making landfall back home!
All Meals Included.
Email us to start the booking process or fill out the Google form "Book a Trip
6/22/2027 - 6/30/2027
New Bedford, Massachusetts - Mid Coast Maine Hiking - New Bedford, Massachusetts
Hiking and Sailing the Maine Coast
Price Per Person: $2,800.00
This trip combines a relatively short offshore passage with a beautiful landfall. We leave New Bedford, head through the Cape Cod Canal, sail across Cape Cod Bay and across the Gulf of Maine. It s a great opportunity for someone looking to dip their toes into offshore sailing and get a feel for taking watch at night and passage planning. The trip is typically about 36 hours give or take depending on weather. We will then be focused on getting out hiking and exploring for a couple of days before our return passage back to New Bedford. Some places we visit are Long Island (Frenchboro), Isle Au Haut, Bar Harbor, Marshall Island, Holbrook Island Preseve, Somes Sound and Valley Cove, etc. If you have ever visited Bar Harbor by car you know how crazy the parking situation is. Visiting by boat is stress free. The shuttle buses are just a couple minute walk from the dinghy dock and will take you anywhere in the park for free! We can also access other areas of Acadia National Park via boat and tender in places like Somes Sound where the Valley Cove Trail meets the beach. These trips visit some of the most beautiful places I have ever been. The trip across the Gulf of Maine can throw us all kinds of conditions and it often comes with high chances of seeing whales and a guarantee we will see a variety of pelagic bird species. The offshore legs are relatively short, 180-ish miles or so across the Gulf of Maine, but it can throw us all kinds of conditions with it's bottom contours and tide.
All Meals Included.
Email us to start the booking process or fill out the Google form "Book a Trip"
7/3/2027 - 7/11/2027
New Bedford, Massachusetts - Mid Coast Maine Hiking - New Bedford, Massachusetts
Hiking and Sailing the Maine Coast
Price Per Person: $2,800.00
This trip combines a relatively short offshore passage with a beautiful landfall. We leave New Bedford, head through the Cape Cod Canal, sail across Cape Cod Bay and across the Gulf of Maine. It s a great opportunity for someone looking to dip their toes into offshore sailing and get a feel for taking watch at night and passage planning. The trip is typically about 36 hours give or take depending on weather. We will then be focused on getting out hiking and exploring for a couple of days before our return passage back to New Bedford. Some places we visit are Long Island (Frenchboro), Isle Au Haut, Bar Harbor, Marshall Island, Holbrook Island Preseve, Somes Sound and Valley Cove, etc. If you have ever visited Bar Harbor by car you know how crazy the parking situation is. Visiting by boat is stress free. The shuttle buses are just a couple minute walk from the dinghy dock and will take you anywhere in the park for free! We can also access other areas of Acadia National Park via boat and tender in places like Somes Sound where the Valley Cove Trail meets the beach. These trips visit some of the most beautiful places I have ever been. The trip across the Gulf of Maine can throw us all kinds of conditions and it often comes with high chances of seeing whales and a guarantee we will see a variety of pelagic bird species. The offshore legs are relatively short, 180-ish miles or so across the Gulf of Maine, but it can throw us all kinds of conditions with it's bottom contours and tide.
All Meals Included.
Email us to start the booking process or fill out the Google form "Book a Trip"
7/13/2027 - 7/21/2027
New Bedford, Massachusetts - Mid Coast Maine Hiking - New Bedford, Massachusetts
Hiking and Sailing the Maine Coast
Price Per Person: $2,800.00
This trip combines a relatively short offshore passage with a beautiful landfall. We leave New Bedford, head through the Cape Cod Canal, sail across Cape Cod Bay and across the Gulf of Maine. It s a great opportunity for someone looking to dip their toes into offshore sailing and get a feel for taking watch at night and passage planning . The trip is typically about 36 hours give or take depending on weather. We will then be focused on getting out hiking and exploring for a couple of days before our return passage back to New Bedford. Some places we visit are Long Island (Frenchboro), Isle Au Haut, Bar Harbor, Marshall Island, Holbrook Island Preseve, Somes Sound and Valley Cove, etc. If you have ever visited Bar Harbor by car you know how crazy the parking situation is. Visiting by boat is stress free. The shuttle buses are just a couple minute walk from the dinghy dock and will take you anywhere in the park for free! We can also access other areas of Acadia National Park via boat and tender in places like Somes Sound where the Valley Cove Trail meets the beach. These trips visit some of the most beautiful places I have ever been. The trip across the Gulf of Maine can throw us all kinds of conditions and it often comes with high chances of seeing whales and a guarantee we will see a variety of pelagic bird species. The offshore legs are relatively short, 180-ish miles or so across the Gulf of Maine, but it can throw us all kinds of conditions with it's bottom contours and tide.
All Meals Included.
Email us to start the booking process or fill out the Google form "Book a Trip"
7/24/2027 - 7/31/2027
New Bedford, Massachusetts - Mid Coast Maine Hiking - New Bedford, Massachusetts
Hiking and Sailing the Maine Coast
Price Per Person: $2,800.00
This trip combines a relatively short offshore passage with a beautiful landfall. We leave New Bedford, head through the Cape Cod Canal, sail across Cape Cod Bay and across the Gulf of Maine. It s a great opportunity for someone looking to dip their toes into offshore sailing and get a feel for taking watch at night and passage planning . The trip is typically about 36 hours give or take depending on weather. We will then be focused on getting out hiking and exploring for a couple of days before our return passage back to New Bedford. Some places we visit are Long Island (Frenchboro), Isle Au Haut, Bar Harbor, Marshall Island, Holbrook Island Preseve, Somes Sound and Valley Cove, etc. If you have ever visited Bar Harbor by car you know how crazy the parking situation is. Visiting by boat is stress free. The shuttle buses are just a couple minute walk from the dinghy dock and will take you anywhere in the park for free! We can also access other areas of Acadia National Park via boat and tender in places like Somes Sound where the Valley Cove Trail meets the beach. These trips visit some of the most beautiful places I have ever been. The trip across the Gulf of Maine can throw us all kinds of conditions and it often comes with high chances of seeing whales and a guarantee we will see a variety of pelagic bird species. The offshore legs are relatively short, 180-ish miles or so across the Gulf of Maine, but it can throw us all kinds of conditions with it's bottom contours and tide.
All Meals Included.
Email us to start the booking process or fill out the Google form "Book a Trip"
8/8/2027 - 8/18/2027
New Bedford, Massachusetts - North Sydney, Nova Scotia
Price Per Person: $6,100.00
Our northern voyages are designed for sailors seeking remote coastlines, complex weather, and expedition-style travel beyond typical cruising routes.
This will be a long trip navigating the Gulf Of Maine, south coast of Nova Scotia, through the lock of the St. Peter's Canal and into the Bras d'Or Lake, a Unesco Biosphere Preserve. Then a few days sailing the lake on our way across Cape Breton to North Sydney where there is an airport for your return trip. It is an offshore passage that also offers some options to tuck in if needed as well. Kind of a unique scenario when it comes to this kind of sailing. It is a more desolate type journey for those looking for a bit more adventure. I can't explain how unique of a journey this one is. You have to sail it to understand it. You will be hard pressed to find another sailing adventure with as much variety as this.
All Meals Included.
Email us to start the booking process or fill out the Google form "Book a Trip"
8/22/2027 - 8/31/2027
North Sydney, Nova Scotia - South Coast of Newfoundland-St. Pierre, France
Price Per Person: $6,100.00
Our northern voyages are designed for sailors seeking remote coastlines, complex weather, and expedition-style travel beyond typical cruising routes.
We leave North Sydney around dinner time and cross the Cabot Straight. We will make landfall along south coast of Newfoundland between 12 and 24 hours later depending where we decide to stop first and we will start to explore. The sailing can be challenging with a lot of land induced wind shifts contributing to the wind direction and speed. Wind funneling through the fjords can mean much higher wind speeds than forecasted keeping the sailing interesting and will have you, the crew, paying attention and actively trimming, raising, reefing, etc. At the end of each day we will be anchoring in sometimes challenging anchorages where again, wind direction and speed is variable and sometimes the bottom too deep to anchor. Here we will use shorelines to keep ourself secure. This is a great trip for a focus on rock climbing as well. There is endless FA potential and some established routes as well from single pitch to big walls. Gigantic waterfalls, long fjords with 1000 foot high cliffs, abandoned towns such as Grand Bruit, small fishing outports, lots of hiking in the tundra, moose, caribou, the list goes on. THE most wild and pristine place I have ever sailed. Jaw dropping beauty around every turn is not an over exaggeration. You will never forget this coastline. We end in St. Pierre which is a wonderful slice of Europe in the middle of nowhere. Great restaurants, bakeries, cheese and wine. A stark contrast for Newfoundland's wild south coast. There is an international airport with regular flights in and out. This trip is best suited for adventurous travelers who are comfortable being off the beaten path and value wild places over convenience.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
9/4/2027 - 9/14/2027
St. Pierre, France - New Bedford, Massachusetts
Price Per Person: $6,100.00
Our northern voyages are designed for sailors seeking remote coastlines, complex weather, and expedition-style travel beyond typical cruising routes.
Departing St. Pierre for a roughly 700 nm passage. It is starting to be the shoulder season and there starts to up our chances for some heavy weather sailing. Under ideal conditions we have made this passage in 5.5 days, but weather is a big factor in September off the Canadian maritimes. I would recommend arriving in St. Pierre a day or two ahead of time as that city is a unique place to explore and shouldn't be missed. This trip covers all the bases of offshore sailing and it will certainly deliver for those looking for a real deal offshore passage in a desolate stretch of ocean. Cold water sailing and crossing Georges Bank and Stellwagon bank gives us lots of tide and bottom topography to talk about and how it effects wave patterns, wave length and steepness and how to think about these things when passage planning. This trip also presents amazing pelagic bird watching opportunities as well as high chances of plenty of marine mammal interactions. I have seen Orcas, Humpbacks and Fin Whales on plenty of occasions in this part of the world.
All Meals Included.
Email us to start the booking process or fill out the Google form "Book a Trip"
