SailingBritican
SailingBritican documents the technical maintenance, offshore passages, and professional charter operations aboard an Oyster 56 to help families transition into the cruising lifestyle.
I inspire couples and families through adventure and freedom to become sailing cruisers. In 2013, my wife and 3 1/2-year-old daughter purchased the largest boat we could and sailed over 45,000 miles through the Mediterranean, crossing the Atlantic, all over the Caribbean, and along America's east coast. My wife and daughter are taking a break from sailing so our daughter can go to school. In the m…
Simpson Bay, Sint Maarten· Apr 2023
337 videos· 4 deeply analyzed
Ex Boat Kid Wants Boat Life BackSienna, a former liveaboard, joins Sailing Britican charters to assist families and provide youth-focused sailing instruction.Jul 8, 2025
Oyster 56' Yacht Tour - Britican is For SaleThe 2003 Oyster 56 Britican features a 105-pound Mantis anchor, electric winches, and an all-electric galley.May 23, 2023
Sailing, Boat Maintenance, and a Green Flash - A Sailing Britican Channel UpdateThe crew installs a new Rettman furler and performs hull maintenance after a 100-mile passage to St. Martin.Apr 25, 2023 · Simpson Bay, Sint Maarten
Most Important Sailing Experience Lesson LearnedThe 850-nautical-mile voyage aboard Britican highlights the necessity of mutual aid within the sailing community.Apr 5, 2023Sort
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Follow the story in order — episodes we've analyzed play right here; the rest open on YouTube.
Start The Beginning - All Our Videos309 episodes
- 1
Sell Up & Sail Away - Part 1 - 1
Sailing up the southwest coast of Italy - Part 1 - 1
Atlantic Crossing Part 1 - 1
Dominica - The Caribbean's Biggest Secret - Part 1 of 2 - 1
Dominica - The Caribbean's Biggest Secret - Part 1 of 2 - 1
Oyster Antigua Regatta - Sailing Britican - Part 1 - 1
How to Provision & Prepare Your sailboat for Passage - Sailing to BERMUDA #1 - 1
Sailing Georgetown The Bahamas - Part 1 of 2 - 1
CopperCoat Antifouling Experience Part 1 of 5 | Sailing Britican - 1
Marine Boat Batteries Explained - AGM, Flooded, Lead-Acid, Gel & Lithium LiFePO4 (Part 1 of 3) - 1
Catamarans vs Monohulls - Livability (Part 1 of 3) - 2
Sell Up & Sail Away - Part 2 - 2
Sailing up the southwest coast of Italy - Part 2 - 2
Atlantic Crossing with the ARC Part 2 - 2
Oyster Antigua Regatta - Sailing Britican - Part 2 - 2
Sailing to Bermuda - 5 Day Sail | Sailing Britican #2 - 2
Hurricane Irma Update #2 | Sailing Britican #12 - 2
Sailing Georgetown The Bahamas - Part 2 of 2 - 2
CopperCoat Antifouling Experience Part 2 of 5 | Sailing Britican - 2
Monohull versus Catamaran (Part 2 of 3) - 3
Sell Up & Sail Away - Part 3 - 3
Crossing The Atlantic Ocean On A Boat - Part 3 - 3
Sailing in Bermuda - Anchored in St George's Harbor | Sailing Britican #3 - 3
CopperCoat Antifouling Experience Part 3 of 5 | Sailing Britican - 3
Monohull and Catamaran (Part 3 of 3) - 4
Bermuda - St. George's | Sailing Britican #4 - 4
CopperCoat Antifouling Experience Part 4 of 5 | Sailing Britican - 5
Hamilton Bermuda By Boat | Sailing Britican #5 - 6
Bermuda - Anchored in Hamilton | Sailing Britican #6 - 7
Sailing the Atlantic Ocean | Sailing Britican #7 - 11
Hurricane Irma Update | Sailing Britican #11 - 13
Sailboat Fails - Why we dragged | Sailing Britican #13 - 14
Living Aboard A Sailboat | Sailing Britican #14 - 15
CopperCoat, Mantus Anchor and More | Sailing Britican #15 - 16
Liveaboard Life - Here's what life is like living on a Sailboat | Sailing Britican #16 - 17
Time Away From The Boat | Sailing Britican #17 - 18
Soon To Be Sailing Away | Sailing Britican #18 - 19
Preparing To Set Sail | Sailing Britican #19 - 20
Sailing to Florida - Amelia Island | Sailing Britican #20 - 21
Sailing to Florida - St Augustine | Sailing Britican #21 - 22
Sailing to Florida - Cape Canaveral | Sailing Britican #22 - 23
West Palm Beach | Sailing Britican #23 - 24
Intracoastal Waterway Florida | Sailing Britican #24 - 25
Fort Lauderdale via the ICW | Sailing Britican #25 - 26
Windlass Issues & More | Sailing Britican #26 - 46
The reasons I decided to sell up and sail away - 47
No - we did not win the lottery! - 48
Dolphins after leaving Gibraltar! - 49
Scottish dancing on the aft deck! - 50
Manoel Island, Malta - Our Mooring - 51
Sailing from Malta to Sicily - 52
Living the dream of sailing around the world - 1 month - 53
Loryn helming Britican out of Syracuse, Sicily - 54
Dolphins while sailing in Italy - 55
Hubby and Sienna dancing to 'Happy' on the aft deck - 56
Sailing through the Corinth Canal on Britican - 57
A break from sailing - a visit to a Kos Town ruin - 58
Vai Beach Crete - Sienna finally swims unassisted - 59
How to make a bottle knot - 60
A Panorama Knidos Turkey - 61
Sicilian Fishing Boat - 62
What's it like to live full time on a sailboat? Year 1 - 63
How To Reseal A Topside Hatch Window On A Boat - 64
Sunset over Marina di Ragusa - 65
Preveza Greece Refit of our Oyster 56' - 66
Lefkas Canal by Sailboat - Greek Ionian - 67
Quick Release Knot for Tenders - 68
What's it like to be a 5 year old living on a sailboat? - 69
Port Kastos Greek Ionian - A 360 View - 70
Sailing to Riposto Marina, Sicily - 71
One House Bay in Nisis Atoko, Greek Ionian Islands - 72
Sailing into Bonifacio on the French Island of Corsica - 73
Sailing Around Minorca Spain - 74
Bequia Island - St Vincent Grenadines - 75
Sailing to Mustique in the Grenadines - 76
Tobago Cays - St Vincent & the Grenadines - 77
Sailing around Union Island, St Vincent Grenadines - 78
The 12 things To Do When At A Marina - 79
Martinique - Sailing & Sightseeing - 80
SPERM WHALES in Dominica! - 81
Why Support Sailing Britican On Patreon? - 82
Sailing around St Lucia - 83
Sailboat Gooseneck Repair - 84
Rigging, Sails and Reefing Our Sailboat - 85
Sailing The British Virgin Islands - 86
Sailing With A Gennaker - 87
Tanker Turning On Cape Fear River - 88
Puerto Rico Sailing & Sightseeing - 89
Grand Turk Sailing & Sightseeing - 90
Downwind Sailing - How To Pole Out The Jib - 91
Provo, Caicos Sailing & Sightseeing - 92
Sailing To Hogsty Reef - 93
Sailing From Hogsty Reef to Fort Lauderdale Florida - 94
Sailing from Ft Lauderdale Florida to Wilmington North Carolina - 95
Getting a CopperCoat Antifoul and Servicing - Our Original Application - 96
How To Survive A Hurricane In A Marina - 97
How to fix a Gebo portlight window knob (Video 66) - Sailing Britican - 98
Moving Our Boat in Preparation For A Hurricane - Heading Up A River - 99
Teak Deck Maintenance using Boracol (Video 68) - Sailing Britican - 100
Charleston - Sightseeing and Sailing - Sailing Britican - 101
Decorating our mast for Christmas - Sailing Britican - 102
Marine Diesel Westerbeke Generator Engine Starting Problem - Sailing Britican - 103
"Changing Lifestyles - Trading in the Rat Race for a sail around the world" - my new book! - 104
How to use a Stovetop Espresso Maker on a boat - Sailing Britican - 105
How To Make Boat Pillows - Indoor / Outdoor Pillow Throws - Sailing Britican - 106
How to clean your boat water tank - Sailing Britican - 107
How did we get into Sailing? | Sailing Britican (Video 1) - 108
Leave the boat short term - Sailing Britican - 109
How we sold up & sailed away | Sailing Britican (Video 2) - 110
Voyaging with Kids - Homeschooling | Sailing Britican (Video 3) - 111
Gelcoat Repair | Sailing Britican - 112
Why we sold up & sailed away | Sailing Britican (Video 4) - 113
Picking the best dinghy anchor | Grapnel, Claw or Mantus Anchor? - 114
5 Lessons Learned Sailing | Sailing Britican (Video 5) - 115
Choosing A Marina | Sailing Britican - 116
Storage & Organization | Sailing Britican - 117
How to make port window screens | Sailing Britican - 118
Sailing Questions Answered | Sailing Britican (Video 6) - 119
Sailing in Storms - 120
Installing a Stabilizer Fin on an Outboard Motor
Channel Update55 episodes
- 1
Where Can We Sail To Escape Lock Down?! - 2
Life Under Lock Down On A Boat | Sailing Britican Channel Update - 3
Britican Channel Update: What To do About This Virus Issue? - 4
Channel Update: What It's Like To Charter Our Own Boat - 5
Lockdown We Got Off The Boat | A Sailing Britican Channel Update - 6
Boat Life: Living On A Sailboat In A Marina - It Beats Life On Land - 7
Tropical Storm Gonzalo - Our Sailing Channel Video Update - 8
Boat Life: Sailing Channel Video Update - 9
WE'RE SAILING AGAIN!!! A Britican Sailing Channel Video Update! - 10
BOAT LIFE: OUR FIRST LONG SAIL IN A LONG TIME - Our Sailing Channel Update - 11
Boat Life: Will We Make It To St Martin? - 12
The Best Caribbean Island To Sail Without Having To Quarantine - 13
Boat Life As A Sailing Family - A Britican Sailing Lifestyle Channel Update - 14
Boat Life: How Bad Can Boat Problems Get? - 15
Family Boat Life: Everything Except Boat Problems | Sailing Britican Sailing Channel Update - 16
The Variety Of Boat Life - 17
Preparing for Tropical Storm Elsa | Sailing Britican Reporting from St Martin - 18
Boat Life: Hurricane Elsa - A Sailing Cruiser Experience - 19
Boat Life: Non-Stop Sailing Passage - Squalls, High Winds, Big Seas - 20
Boat Life Sailing Family Update - Arriving in Grenada for Hurricane Season - 21
Boat Life EMERGENCY REPAIR - A Sailing Britican Update - 22
Boat Life - It's Not Looking Good In Grenada - 23
Boat Life - Heading North Before Hurricane Season Ends! - 24
Sailing Disaster - 50 Knot Gust, Shredded Sails & Steering Cable Snapped - 25
Tragedy Off The Boat - A Sailing Britican Update - 26
Boat Life Highs & Lows - Tragedy Hits Again! - 27
Boat Life Family Matters - Saying Goodbye to Simon's Dad - 28
Sailing St Barth's - Super & Mega Yachts, a Spectacular Anchorage & a Rockefeller Ruin - 29
Sailing, Rescue At Sea, & OUR BIG NEWS - A Britican Channel Update Sailing Video - 30
Family Sailing Vlog - Who is our Mystery Visitor? | Sailing Britican Update - 31
Sailing Open Ocean - Sailing Britican Channel Update - 32
Open Ocean Sailing - Sailing Channel Update - 33
Britican Preparing for USA to Bermuda Passage - A SAILING BRITICAN CHANNEL UPDATE! - 34
Pre Sailing Passage Preparation - Sailboat Britican Update - 35
The Reality of Long Passage Sailing - Sailing Britican - 36
Exploring Bermuda - The Britican Crew Tour Hamilton and Discover History - 37
Five Days Sailing At Sea - Rough Seas, Seasickness, & One Big Open Ocean! - 38
Learn To Sail - Tacking Practice on Sailboat Britican - 39
Do You Have A Wife That Doesn't Like to Sail - Do a Guy's Sailing Week! - 40
New Sailing Crew - Trapeze Artist REPLACES Kim - 41
Are You Too Old For Sailing - 42
Mastering Boat Maintenance - Essential Fixes from Last Week - 43
Britican Crew Jumps Ship For A Catamaran - 44
Most Important Sailing Experience Lesson Learned - 45
Our Biggest News Ever - Sailing Britican Channel Update - 46
Britican FOR SALE, Bequia Gone Lawless, & New Crew - A Sailing Britican Update - 47
Sailing, Boat Maintenance, and a Green Flash - A Sailing Britican Channel Update - 48
Boat Life Without My Wife - A Sailing Britican Channel Update - 49
Busted Propeller, Beached Pigs, and a Magic Boat | Sailing Britican Channel Update - 50
Sailing Britican Update in Antigua | Boat Sale and Life After Britican - 51
Oyster 56' Yacht Tour - Britican is For Sale - 52
Retired Pilot Test Drives Sailing Cruising Life | Britican - 53
Sailing Life - The Final Chapter On Britican - 54
Getting Sailing Experience in Sailing Cruiser Yachts - Does Reality Match Expectations? - 55
What Happened To Sailing Britican?
All About The Sailing Lifestyle40 episodes
- 1
Catamarans vs Monohulls - Livability (Part 1 of 3) - 2
A First Time Sailor - What's The Sailing Lifestyle Like For Her? - 3
Don't Sail Without A Buddy Boat - 10 Reasons! - 4
Cruisers Can Cruise AND Race Their Own Sailboat! - 5
Top 10 The Reality Of Boat Life - 6
Boat Life Problems That Are NOT Boat Related - Sailing Britican - 7
Sailing Experience - Taking On Water While Sailing Through A Squall - 8
Sailing Life, Making Money Chartering Our Sailboat & More - 9
Surviving A Tropical Storm | Sailing Britican - 10
Sailboat Cruising Lifestyle - The Roles - Who Does What? - 11
Rescue at Sea, A Dragging Boat, 50 Knot Winds & A Lightning Strike (almost) - 12
Boat Life, Caribbean Sailing, High Winds & Taking On Water - 13
Boat Life - A Kids View - 14
Rescue At Sea - How We Saved Two Men From Drowning At Sea - 15
Cooped Up Kid Turns 10 While Stuck On A Sailboat In Paradise - 16
Boat Life: Sailing Channel Video Update - 17
Sailing Channel Update - Broken Computer, Ladies High Tea & 1st Place For Britican - 18
Boat Life As A Sailing Family - A Britican Sailing Lifestyle Channel Update - 19
Boat Life Tips - Top 10 Sailboat & Sailing Must-Know Tips & Tricks - 20
Boat Life - Sailboat Living, Family Update. Find Out Why We're Out Of Commission For 3 Weeks! - 21
Boat Life: How Bad Can Boat Problems Get? - 22
A Sailing Family Interview - Discover why we Decided to Sail Away! - 23
Family Boat Life: Everything Except Boat Problems | Sailing Britican Sailing Channel Update - 24
The Variety Of Boat Life - 25
Boat Life - Heading North Before Hurricane Season Ends! - 26
Become A Sailing Cruiser - 10 Signs YOU Need to do it NOW! - 27
Is Living On A Sailboat For You? PLUS Sailing Experience Needed & How to Get It! - 28
SAILING FAMILY SEPARATE! Kim & Sienna have left Britican! - 29
Pre Sailing Passage Preparation - Sailboat Britican Update - 30
The Reality of Long Passage Sailing - Sailing Britican - 31
The Cost and Effort of Sailing Full Time | Sailboat Britican - 32
Sail Furling System, a Whale, and flying the Gennaker | Sailing Britican Channel Update - 33
Britican Crew Jumps Ship For A Catamaran - 34
Most Important Sailing Experience Lesson Learned - 35
Britican FOR SALE, Bequia Gone Lawless, & New Crew - A Sailing Britican Update - 36
Sailing, Boat Maintenance, and a Green Flash - A Sailing Britican Channel Update - 37
Boat Life Without My Wife - A Sailing Britican Channel Update - 38
Busted Propeller, Beached Pigs, and a Magic Boat | Sailing Britican Channel Update - 39
New Catamaran Owner Test Drives Sailing Cruiser Life on Britican - 40
Sailing Life - The Final Chapter On Britican
Caribbean Sailing31 episodes
- 1
Sailing to Mustique in the Grenadines - 2
Sailing To Turks & Caicos - 3
Sailing to Dominican Republic - 4
Sailing Across The Mona Passage - Dominican Republic to Puerto Rico - 5
Sailing Puerto Rico - Cabo Rojo - 6
Sailing The South Coast of Puerto Rico - 7
Sailing To Palmas Del Mar Puerto Rico - 8
Culebra Puerto Rico - 9
Sailing The Spanish Virgin Islands - 10
Sailing St John Virgin Islands - 11
Sailing The British Virgin Islands (1 of 2) - 12
Sailing The British Virgin Islands (2 of 2) - 13
Sailing to the Caribbean Island of Saba - 14
Sailing St Kitts & Nevis - 15
Sailing to Montserrat & Touring The Exclusion Zone - 16
Antigua Sailing - 17
Muddy, Wet & Underwater - Sailing Guadeloupe - 18
Life On A Boat - Dominica & Martinique - 19
Boat Life With Boat Buddies - Martinique - 20
Is It Safe To Sail To St Vincent & The Grenadines? - 21
Sail Bequia St Vincent - 22
Sailing To Union Island, Grenadines - 23
Sailing To Carriacou - 24
Sailing Grenada To Trinidad - 25
Haul Out in Trinidad & Tobago, Med Mooring & CopperCoat Update - 26
Boat Life - On The Hard, In The Water & A Mast Hitting Swell - 27
Boat Life - Dirty Water, Loud Music & Engine failure - 28
Boat Life: Troubles in Trinidad and Tobago - 29
A Spontaneous Sail to St Martin at The Start of Hurricane Season - 30
Tintamarre Island St. Martin - 31
St Martin's Best Anchorage - Sailing Britican
Sailing around the Mediterranean (Our First Year!)26 episodes
- 1
Sailing up the southwest coast of Italy - Part 1 - 2
Sailing up the southwest coast of Italy - Part 2 - 3
Dolphins after leaving Gibraltar! - 4
Scottish dancing on the aft deck! - 5
Manoel Island, Malta - Our Mooring - 6
Sailing from Malta to Sicily - 7
Loryn helming Britican out of Syracuse, Sicily - 8
Dolphins while sailing in Italy - 9
Sailing through the Corinth Canal on Britican - 10
A break from sailing - a visit to a Kos Town ruin - 11
Vai Beach Crete - Sienna finally swims unassisted - 12
A Panorama Knidos Turkey - 13
Sunset over Marina di Ragusa - 14
Lefkas Canal by Sailboat - Greek Ionian - 15
Port Kastos Greek Ionian - A 360 View - 16
Sailing to Riposto Marina, Sicily - 17
One House Bay in Nisis Atoko, Greek Ionian Islands - 18
Sailing into Bonifacio on the French Island of Corsica - 19
Sailing Around Minorca Spain - 20
Living the dream of sailing around the world - 1 month - 21
Hubby and Sienna dancing to 'Happy' on the aft deck - 22
Sicilian Fishing Boat - 23
What's it like to live full time on a sailboat? Year 1 - 24
Preveza Greece Refit of our Oyster 56' - 25
Quick Release Knot for Tenders - 26
What's it like to be a 5 year old living on a sailboat?
Sailing vLog 201721 episodes
- 1
How to Provision & Prepare Your sailboat for Passage - Sailing to BERMUDA #1 - 2
Sailing to Bermuda - 5 Day Sail | Sailing Britican #2 - 3
Sailing in Bermuda - Anchored in St George's Harbor | Sailing Britican #3 - 4
Bermuda - St. George's | Sailing Britican #4 - 5
Hamilton Bermuda By Boat | Sailing Britican #5 - 6
Bermuda - Anchored in Hamilton | Sailing Britican #6 - 7
Sailing the Atlantic Ocean | Sailing Britican #7 - 13
Sailboat Fails - Why we dragged | Sailing Britican #13 - 14
Living Aboard A Sailboat | Sailing Britican #14 - 15
CopperCoat, Mantus Anchor and More | Sailing Britican #15 - 16
Liveaboard Life - Here's what life is like living on a Sailboat | Sailing Britican #16 - 18
Soon To Be Sailing Away | Sailing Britican #18 - 19
Preparing To Set Sail | Sailing Britican #19 - 20
Sailing to Florida - Amelia Island | Sailing Britican #20 - 21
Sailing to Florida - St Augustine | Sailing Britican #21 - 22
Sailing to Florida - Cape Canaveral | Sailing Britican #22 - 23
West Palm Beach | Sailing Britican #23 - 24
Intracoastal Waterway Florida | Sailing Britican #24 - 25
Fort Lauderdale via the ICW | Sailing Britican #25 - 26
Windlass Issues & More | Sailing Britican #26 - 21
Sailing in Rough Seas - 16 Squalls, two Knock-Down's & 60+ Knot Winds in the Bermuda Triangle
Sailing Britican Episodes 202021 episodes
- 3
CopperCoat Antifouling Experience Part 3 of 5 | Sailing Britican - 2
Boat Life Problems That Are NOT Boat Related - Sailing Britican - 3
Boat Life - The Best Place To Spend Hurricane Season Is?!?!?! - 4
Top 10 The Reality Of Boat Life - 5
Cruisers Can Cruise AND Race Their Own Sailboat! - 6
Britican Channel Update: What To do About This Virus Issue? - 7
Where Can We Sail To Escape Lock Down?! - 8
Don't Sail Without A Buddy Boat - 10 Reasons! - 9
A First Time Sailor - What's The Sailing Lifestyle Like For Her? - 10
Life Under Lock Down On A Boat | Sailing Britican Channel Update - 11
Lockdown We Got Off The Boat | A Sailing Britican Channel Update - 12
Rescue At Sea - How We Saved Two Men From Drowning At Sea - 13
Cooped Up Kid Turns 10 While Stuck On A Sailboat In Paradise - 14
Boat Life: Living On A Sailboat In A Marina - It Beats Life On Land - 15
Tropical Storm Gonzalo - Our Sailing Channel Video Update - 16
Boat Life: Sailing Channel Video Update - 17
Sailing Channel Update - Broken Computer, Ladies High Tea & 1st Place For Britican - 18
WE'RE SAILING AGAIN!!! A Britican Sailing Channel Video Update! - 19
BOAT LIFE: OUR FIRST LONG SAIL IN A LONG TIME - Our Sailing Channel Update - 20
Boat Life: Will We Make It To St Martin? - 21
The Best Caribbean Island To Sail Without Having To Quarantine
Sailing around the Caribbean 201619 episodes
- 1
Dominica - The Caribbean's Biggest Secret - Part 1 of 2 - 1
Dominica - The Caribbean's Biggest Secret - Part 1 of 2 - 1
Oyster Antigua Regatta - Sailing Britican - Part 1 - 2
Oyster Antigua Regatta - Sailing Britican - Part 2 - 5
Bequia Island - St Vincent Grenadines - 6
Sailing to Mustique in the Grenadines - 7
Tobago Cays - St Vincent & the Grenadines - 8
Sailing around Union Island, St Vincent Grenadines - 9
Martinique - Sailing & Sightseeing - 10
SPERM WHALES in Dominica! - 11
Sailing around St Lucia - 12
Sailing The British Virgin Islands - 13
Grand Turk Sailing & Sightseeing - 14
Puerto Rico Sailing & Sightseeing - 15
Provo, Caicos Sailing & Sightseeing - 16
Sailing To Hogsty Reef - 17
Sailing from Ft Lauderdale Florida to Wilmington North Carolina - 18
Sailing From Hogsty Reef to Fort Lauderdale Florida - 19
Getting a CopperCoat Antifoul and Servicing - Our Original Application