2025 Sailing Season
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 to learn how to navigate to Cuttyhunk or Block Island or elsewhere so you feel comfortable taking your own boat there? Are you a marine biologist looking for a boat to conduct research from? Would you like transportation for your film crew to access remote locations? Are you interested in doing a passage to Bermuda?
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 or 5 people is a more comfortable number.
10/1/2025 - 10/7/2025
10/12/2025 - 10/19/2025
First Ascents Sea Cliff Climbing Expedition in Maine.
All Meals Included.
Available Spaces: FULL
Email us to start the booking process or fill out the Google form "Book a Trip"
10/20/2025 - 10/27/2025
Rockland, Maine - Rockland, Maine
Hiking and Sailing the Maine Coast
Price Per Person: $2,200.00
We will be focusing on hiking the many islands in Maine where access by boat is the only way to visit. There are too many islands to choose from with established trails and beautiful, secluded scenery that we will pick based on weather conditions for the week. 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. We can tailor your trip to focus more on certain hiking certain locations if you would like or more focus on the sailing. These trips visit some of the most beautiful places I have ever been and the sailing is easy and mostly very sheltered with wildlife everywhere from Porpoise to Seals and Bald Eagles.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
11/1/2025 - 11/5/2025
Custom trip available
11/7/25 - 11/12/25
New Bedford, Massachusetts - Kingston, NY
Price Per Person: $900.00
This trip is super varied as we will get some open water sailing in and anchor somewhere for an evening at least once. Possible options for port of calls are Port Jefferson, Block Island, Cuttyhunk or a few other locations based on weather. We then get to NYC and sail about 90 miles up the Hudson River. 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.
Available Spaces: 3
Email us to start the booking process or fill out the google form 'Book a Trip'
2026 Trip Schedule and Rates
5/7/2026 - 5/12/2026
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 somewhere for an evening at least once. Possible options for port of calls are 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.
Available Spaces: 4
Email us to start the booking process or fill out the google form 'Book a Trip'
5/21/2026 - 5/29/2026
New Bedford, Mass. - St. George’s, Bermuda
Price Per Person: $3,100.00
This is a real deal blue water passage. We will be navigating across the infamous Gulf Stream which as a pelagic longline fisherman I have made my living in and around for many years totaling hundreds of days in the "Stream". This trip can be serious sailing, but it could also be surprisingly mellow. Either way you bring your A game and we will spend the first day on board with safety training on Resolution before departure. You do not have to be an experienced sailor to sign up for this trip, but you must have a resistance to seasickness or be able to manage it and a serious willingness to participate in managing the boat. There is nothing like seeing New England fade behind you on day one and then 600 miles later see the island of Bermuda with its electric blue water and coral reefs welcoming you through the town cut. That is a feeling that cannot be described. Only those who have been there understand.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
6/4/2026 - 6/12/2026
St. Georges, Bermuda - New Bedford, Mass.
Price Per Person: $3,100.00
This is a real deal blue water passage. We will be navigating across the infamous Gulf Stream which as a pelagic longline fisherman I have made my living in and around for many years totaling hundreds of days in the "Stream". This trip can be serious sailing, but it could also be surprisingly mellow. Either way you bring your A game and we will spend the first day on board with safety training on Resolution before departure. You do not have to be an experienced sailor to sign up for this trip, but you must have a resistance to seasickness or be able to manage it and a serious willingness to participate in managing the boat. Making landfall back home after watching the tiny Island of Bermuda sink over the horizon days before is absolutely magical. That is a feeling that cannot be described. Only those who have been there understand.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip
6/22/2026 - 6/30/2026
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 an overnight passage with a beautiful landfall. We will then be focused on getting out hiking 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 combined with a small taste of offshore sailing for those who may be looking to dip their toes in to longer passages or just like the idea of exploring Maine from a different perspective. 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.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
7/3/2026 - 7/11/2026
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 an overnight passage with a beautiful landfall. We will then be focused on getting out hiking 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 combined with a small taste of offshore sailing for those who may be looking to dip their toes in to longer passages or just like the idea of exploring Maine from a different perspective. 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.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
7/13/2026 - 7/21/2026
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 an overnight passage with a beautiful landfall. We will then be focused on getting out hiking 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 combined with a small taste of offshore sailing for those who may be looking to dip their toes in to longer passages or just like the idea of exploring Maine from a different perspective. 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.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
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 an overnight passage with a beautiful landfall. We will then be focused on getting out hiking 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 combined with a small taste of offshore sailing for those who may be looking to dip their toes in to longer passages or just like the idea of exploring Maine from a different perspective. 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.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
8/8/2026 - 8/18/2026
Rockland, Maine - North Sydney, Nova Scotia
Price Per Person: $3,100.00
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. 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.
Available Spaces: 4
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 - Port Aux Basque, Newfoundland
Price Per Person: $3,100.00
We leave North Sydney around dinner time and cross the Cabot Straight. We will make an early morning landfall along south coast of Newfoundland and we will start to explore. This as 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. At the end of our trip we return to Port Aux Basque where you can find a room or take public transportation to the airport just outside of Corner Brook.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
9/4/2026 - 9/14/2026
Port Aux Basque, Newfoundland - St. Pierre, France
Price Per Person: $3,100.00
Exploring the south coast of Newfoundland! Gigantic waterfalls, long fjords with 1000 foot high cliffs towering on either side, abandoned towns to explore such as Grand Bruit, small active fishing outports, lots of hiking in the tundra, moose, caribou, the list goes on. This trip can also easily be tailored for climbing as there are endless FA possibilities from single pitch stuff to big walls. There is also some established stuff on Blow Me Down as well. We can operate as base camp and support for bigger missions also so feel free to ask about a more customized trip there. Jaw dropping beauty around every turn is not an over exaggeration. You will never forget this coastline. This is a trip for the adventurous soul. No destination is a guarantee on this trip as the weather up there can have a mind of it's own, but there are no wrong turns up there. Beauty and adventure await all around us. Then we make the culture shock of a leap to St. Pierre. It is like we teleported across the Atlantic to Europe. Modern city with great restaurants, amazing bakeries all the French wine and cheese you can handle and beautiful, rugged scenery. It is a territory of France and not French Canadian. It is a really unique and rugged outpost of the country. It is a must visit location in this part of the world.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
9/16/2026 - 9/26/2026
St. Pierre, France - Rockland, Maine
Price Per Person: $3,100.00
Departing St. Pierre for a roughly 650 nm passage. It is starting to be the shoulder season and there are good chances for some heavy weather. Under ideal conditions we have made this passage in 5.5 days, but weather is a big factor in late 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. Rockland is a really great city to explore as well so time on the back end of the trip may be desirable for you too. This trip covers all the bases of offshore sailing and it will deliver for those looking for a real deal offshore passage.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
10/1/2026 - 10/7/2026
Rockland, Maine - Rockland, Maine
Hiking and Sailing the Maine Coast
Price Per Person: $2,500.00
We will be focusing on hiking the many islands in Maine where access by boat is the only way to visit. There are too many islands to choose from with established trails and beautiful, secluded scenery that we will pick based on weather conditions for the week. 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. We can tailor your trip to focus more on certain hiking certain locations if you would like or more focus on the sailing. These trips visit some of the most beautiful places I have ever been and the sailing is easy and mostly very sheltered with wildlife everywhere from Porpoise to Seals and Bald Eagles.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
10/10/2026 - 10/17/2026
Rockland, Maine - Rockland, Maine
Hiking and Sailing the Maine Coast
Price Per Person: $2,500.00
We will be focusing on hiking the many islands in Maine where access by boat is the only way to visit. There are too many islands to choose from with established trails and beautiful, secluded scenery that we will pick based on weather conditions for the week. 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. We can tailor your trip to focus more on certain hiking certain locations if you would like or more focus on the sailing. These trips visit some of the most beautiful places I have ever been and the sailing is easy and mostly very sheltered with wildlife everywhere from Porpoise to Seals and Bald Eagles.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
10/20/2026 - 10/27/2026
Rockland, Maine - Rockland, Maine
Hiking and Sailing the Maine Coast
Price Per Person: $2,500.00
We will be focusing on hiking the many islands in Maine where access by boat is the only way to visit. There are too many islands to choose from with established trails and beautiful, secluded scenery that we will pick based on weather conditions for the week. 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. We can tailor your trip to focus more on certain hiking certain locations if you would like or more focus on the sailing. These trips visit some of the most beautiful places I have ever been and the sailing is easy and mostly very sheltered with wildlife everywhere from Porpoise to Seals and Bald Eagles.
All Meals Included.
Available Spaces: 4
Email us to start the booking process or fill out the Google form "Book a Trip"
11/7/26 - 11/12/26
New Bedford, Massachusetts - Kingston, NY
Price Per Person: $1,900.00
This trip is super varied as we will get some open water sailing in and anchor somewhere for an evening at least once. Possible options for port of calls are Port Jefferson, Block Island, Cuttyhunk or a few other locations based on weather. We then get to NYC and sail about 90 miles up the Hudson River. 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.
Available Spaces: 4
Email us to start the booking process or fill out the google form 'Book a Trip'
RATES FOR CUSTOM TRIPS:
We can take a maximum of 6 people.
(Please see the section on boat interior to view sleeping options for overnight trips.)
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The cost to reserve the boat for a full day is $1200 and $800 each additional day.
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A half day sail (4 hours) is $500 for the boat (max. of 6 people)
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Trips generally leave from New Bedford, MA or Kingston, NY
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Rates for overnight trips include all meals
