Gain Miles, Gain Confidence: Premier Milebuilding Sailing Trips
Sign up for a Rubicon 3 Milebuilder sailing trip designed to enhance your sailing skills while accumulating valuable sea miles. These trips, usually running along the picturesque south coast of England and between Scotland and England, are the perfect way to build practical experience, improve your theory, and experience sailing on these iconic 60′ yachts. Whether you’re looking to build miles for certification, gain experience for personal confidence, or simply enjoy extended time at sea, our Milebuilder trips are the perfect option. With a focus on improving navigation, seamanship, night hours, and crew teamwork under the guidance of experienced skippers, you’ll have great sailing and navigate interesting passages, all while forging unforgettable memories and friendships. Read our full guide to sailing milebuilders here.
18 Items
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Masterclass
England-Scotland: Passage Making Masterclass
12 Days from £2,299
Go beyond RYA and ASA qualifications – because real learning starts after the certificates end. Learn from the Rubicon 3 skippers on the demanding passages between England and Scotland, mixing coastal and offshore sailing. Navigate tidal gates, shipping lanes, and challenging routes. Sail at night, anchor in unfamiliar waters, and learn to plan passages and make decisions for real. Turn theory into practice and gain the essential, hands-on experience every sailor needs to take the next step with real confidence.
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Available
Monday 28th September 2026 - Friday 9th October 2026 -
Experience: Day Skipper +
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Region: UK & Ireland
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Coastal
Sailing Skills & Mile Builder: Scotland - England
7 Days from £999
Sailing Mile Builder between Scotland's west coast & England. Wonderful sailing and a chance to learn sail trim, seamanship, navigation and seamanship from the expert Rubicon 3 skippers
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Join Waitlist
Saturday 3rd October 2026 - Friday 9th October 2026 -
Experience: None
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Region: UK & Ireland
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England to Ireland. Hybrid Masterclass & Mile Builder
7 Days from £949
This premium mile builder between England's south coast and Ireland’s east coast is designed for sailors who want serious sea time and skills development. Expect a more demanding mix of coastal and open water sailing, night passages, watch systems, tidal planning, radar use, commercial traffic and variable Channel and Irish Sea weather. Routes are weather dependent, but we typically sail around 400 miles. You will sail with and learn from the expert Rubicon 3 skippers, building real confidence and much improved seamanship.
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Join Waitlist
October 10 - 16 2026 -
Experience: Low to some
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Offshore
Crossing Biscay: The Offshore Masterclass
13 Days from Original price was: £2,499.£2,000Current price is: £2,000.
Cross the Bay of Biscay on an offshore sailing adventure from England to Spain. Train with Olympic meteorologist Simon Rowell and Rubicon 3 founder Bruce Jacobs, then put it all into practice: weather routing, night watches, offshore navigation, heavy-weather preparation and hundreds of miles at sea. This is the step from coastal sailor to confident passage maker, with Brest, Galicia and Cape Finisterre along the way. Ready to see what proper offshore sailing feels like?
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2 Places Available
Sunday 11th October 2026 - Friday 23rd October 2026 -
Experience: Low to some
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Region: Europe & the Baltic
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Coastal
Scotland to Ireland. Hybrid Masterclass & Mile Builder
7 Days from £949
This premium mile builder between Scotland’s west coast and Ireland’s east coast is designed for sailors who want serious sea time and skills development. Expect a more demanding mix of coastal and open water sailing, night passages, watch systems, tidal planning, radar use, commercial traffic and variable Irish Sea weather. Routes are weather dependent, but we typically sail 300 to 400 miles. You will sail with and learn from the expert Rubicon 3 skippers, building real confidence and much improved seamanship.
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Join Waitlist
October 17 - 23 2026 -
Experience: None
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Region: UK & Ireland
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Coastal
Scotland to Ireland. Hybrid Masterclass & Mile Builder
6 Days from £949
This premium mile builder between Scotland’s west coast and Ireland’s east coast is designed for sailors who want serious sea time and skills development. Expect a more demanding mix of coastal and open water sailing, night passages, watch systems, tidal planning, radar use, commercial traffic and variable Irish Sea weather. Routes are weather dependent, but we typically sail 300 to 400 miles. You will sail with and learn from the expert Rubicon 3 skippers, building real confidence and much improved seamanship.
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Available
Monday 10th May 2027 - Saturday 15th May 2027 -
Experience: None
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Region: UK & Ireland
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Coastal
Scotland to Ireland. Hybrid Masterclass & Mile Builder
6 Days from £949
This premium mile builder between Scotland’s west coast and Ireland’s east coast is designed for sailors who want serious sea time and skills development. Expect a more demanding mix of coastal and open water sailing, night passages, watch systems, tidal planning, radar use, commercial traffic and variable Irish Sea weather. Routes are weather dependent, but we typically sail 300 to 400 miles. You will sail with and learn from the expert Rubicon 3 skippers, building real confidence and much improved seamanship.
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Available
Monday 17th May 2027 - Saturday 22nd May 2027 -
Experience: None
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Region: UK & Ireland
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Coastal
Scotland to Ireland. Hybrid Masterclass & Mile Builder
6 Days from £949
This premium mile builder between Scotland’s west coast and Ireland’s east coast is designed for sailors who want serious sea time and skills development. Expect a more demanding mix of coastal and open water sailing, night passages, watch systems, tidal planning, radar use, commercial traffic and variable Irish Sea weather. Routes are weather dependent, but we typically sail 300 to 400 miles. You will sail with and learn from the expert Rubicon 3 skippers, building real confidence and much improved seamanship.
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Available
Monday 24th May 2027 - Saturday 29th May 2027 -
Experience: None
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Region: UK & Ireland
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Coastal
Scotland to Ireland. Hybrid Masterclass & Mile Builder
6 Days from £949
This premium mile builder between Scotland’s west coast and Ireland’s east coast is designed for sailors who want serious sea time and skills development. Expect a more demanding mix of coastal and open water sailing, night passages, watch systems, tidal planning, radar use, commercial traffic and variable Irish Sea weather. Routes are weather dependent, but we typically sail 300 to 400 miles. You will sail with and learn from the expert Rubicon 3 skippers, building real confidence and much improved seamanship.
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Available
Monday 31st May 2027 - Saturday 5th June 2027 -
Experience: None
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Region: UK & Ireland
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Masterclass
England-Scotland: Passage Making Masterclass
12 Days from £2,299
Go beyond RYA and ASA qualifications – because real learning starts after the certificates end. Learn from the Rubicon 3 skippers on the demanding passages between England and Scotland, mixing coastal and offshore sailing. Navigate tidal gates, shipping lanes, and challenging routes. Sail at night, anchor in unfamiliar waters, and learn to plan passages and make decisions for real. Turn theory into practice and gain the essential, hands-on experience every sailor needs to take the next step with real confidence.
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Available
Monday 7th June 2027 - Friday 18th June 2027 -
Experience: Day Skipper +
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Region: UK & Ireland
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Masterclass
England-Scotland: Passage Making Masterclass
12 Days from £2,299
Go beyond RYA and ASA qualifications – because real learning starts after the certificates end. Learn from the Rubicon 3 skippers on the demanding passages between England and Scotland, mixing coastal and offshore sailing. Navigate tidal gates, shipping lanes, and challenging routes. Sail at night, anchor in unfamiliar waters, and learn to plan passages and make decisions for real. Turn theory into practice and gain the essential, hands-on experience every sailor needs to take the next step with real confidence.
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Available
Tuesday 31st August 2027 - Saturday 11th September 2027 -
Experience: Day Skipper +
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Region: UK & Ireland
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Masterclass
England-Scotland: Passage Making Masterclass
12 Days from £2,299
Go beyond RYA and ASA qualifications – because real learning starts after the certificates end. Learn from the Rubicon 3 skippers on the demanding passages between England and Scotland, mixing coastal and offshore sailing. Navigate tidal gates, shipping lanes, and challenging routes. Sail at night, anchor in unfamiliar waters, and learn to plan passages and make decisions for real. Turn theory into practice and gain the essential, hands-on experience every sailor needs to take the next step with real confidence.
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Available
Monday 27th September 2027 - Friday 8th October 2027 -
Experience: Day Skipper +
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Region: UK & Ireland
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Coastal
Sailing Skills & Mile Builder: Scotland - England
7 Days from £999
Sailing Mile Builder between Scotland's west coast & England. Wonderful sailing and a chance to learn sail trim, seamanship, navigation and seamanship from the expert Rubicon 3 skippers
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Available
Saturday 2nd October 2027 - Friday 8th October 2027 -
Experience: None
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Region: UK & Ireland
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Offshore
Crossing Biscay: The Offshore Masterclass
13 Days from £2,499
Cross the Bay of Biscay on an offshore sailing adventure from England to Spain. Train with Olympic meteorologist Simon Rowell and Rubicon 3 founder Bruce Jacobs, then put it all into practice: weather routing, night watches, offshore navigation, heavy-weather preparation and hundreds of miles at sea. This is the step from coastal sailor to confident passage maker, with Brest, Galicia and Cape Finisterre along the way. Ready to see what proper offshore sailing feels like?
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Available
Sunday 10th October 2027 - Friday 22nd October 2027 -
Experience: Low to some
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Region: Europe & the Baltic
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Coastal
Scotland to Ireland. Hybrid Masterclass & Mile Builder
6 Days from £999
This premium mile builder between Scotland’s west coast and Ireland’s east coast is designed for sailors who want serious sea time and skills development. Expect a more demanding mix of coastal and open water sailing, night passages, watch systems, tidal planning, radar use, commercial traffic and variable Irish Sea weather. Routes are weather dependent, but we typically sail 300 to 400 miles. You will sail with and learn from the expert Rubicon 3 skippers, building real confidence and much improved seamanship.
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Available
Monday 2nd October 2028 - Saturday 7th October 2028 -
Experience: None
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Region: UK & Ireland
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England to Ireland. Hybrid Masterclass & Mile Builder
6 Days from £999
This premium mile builder between England's south coast and Ireland’s east coast is designed for sailors who want serious sea time and skills development. Expect a more demanding mix of coastal and open water sailing, night passages, watch systems, tidal planning, radar use, commercial traffic and variable Channel and Irish Sea weather. Routes are weather dependent, but we typically sail around 400 miles. You will sail with and learn from the expert Rubicon 3 skippers, building real confidence and much improved seamanship.
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Available
Monday 9th October 2028 - Saturday 14th October 2028 -
Experience: Low to some
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Offshore
Crossing Biscay: The Offshore Masterclass
12 Days from £2,499
Cross the Bay of Biscay on an offshore sailing adventure from England to Spain. Train with Olympic meteorologist Simon Rowell and Rubicon 3 founder Bruce Jacobs, then put it all into practice: weather routing, night watches, offshore navigation, heavy-weather preparation and hundreds of miles at sea. This is the step from coastal sailor to confident passage maker, with Brest, Galicia and Cape Finisterre along the way. Ready to see what proper offshore sailing feels like?
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Available
Monday 16th October 2028 - Friday 27th October 2028 -
Experience: Low to some
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Region: Europe & the Baltic
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Test product for IT purposes - please do not book!
246 Days from £2
TEST PRODUCT FOR IT PURPOSES ONLY
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Available
January 25 2029 - September 27 2029 -
Experience: None
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