Watch Sailing & Boating Adventures Around the World
Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.
Showing 1-24 of 36 results
AMAZING snorkeling (and Pizza) spots! Sailing the Virgin Islands days 6-7
Sailing the Virgin Islands | Bareboat Charter USVI & BVI | Culebra, Buck Island, Sea Turtles, Christmas Cove Days 6 and 7 of our unforgettable bareboat sailing adventure through the U.S. and Spanish Virgin Islands were the perfect finale to an amazing trip. Day 6 we set sail from beautiful Cu...
Sailing the BVIs with NEW CREW!☀️ | SAILING THE CARIBBEAN
Join us this week while we sail from the USVI to the BVI! We pick up a couple of friends and explore the famous Willy T (a Floating pirate ship bar), Virgin Gorda, Saba Rock, and Anegada! Along the way, we rent a couple of non-traditional vehicles (safari trucks and a moke… which may or may not have...
EPIC Encounter From Our Stern | SailAway 193
It's NO SECRET that boat life can be CHALLENGING. Sometimes the little difficulties STACK UP in a short period. But it's also filled with AMAZING MOMENTS that are more than up to the task of balancing out the trials and tribulations. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT ...
When It Gets THIS GOOD…It’s TIME to LEAVE | SailAway 192
Sometimes THIS LIFE IS AMAZING. We find ourselves among BEAUTIFUL ISLANDS with INCREDIBLE SAILING and STIMULATING SIGHTS. And we also know it all like the BACK OF OUR HAND. We think we may have truly found our "home base" for the first time in 3 YEARS. And for us that means...it's...![What Would You Do on a Private Island? | Sailing Wisdom [S4 Ep9]](https://i.ytimg.com/vi_webp/Xbl6tRBY95k/mqdefault.webp)
What Would You Do on a Private Island? | Sailing Wisdom [S4 Ep9]
▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: The USVI has been a sailing dream come true but ...![Make YOUR BOAT BETTER For CHEAP? | Sailing Wisdom [S4 Ep8]](https://i.ytimg.com/vi_webp/Clahgfcbu8c/mqdefault.webp)
Make YOUR BOAT BETTER For CHEAP? | Sailing Wisdom [S4 Ep8]
▸ PAINTING COMMISIONS: [email protected] ▸ THE VIEW: Joy of Life Villa, St. John: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: Join H...![Sailing in the USVI | Sailing Wisdom [S4 Ep7]](https://i.ytimg.com/vi_webp/tZGW0JybuEU/mqdefault.webp)
Sailing in the USVI | Sailing Wisdom [S4 Ep7]
▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: What is it like to cruise in the USVI, the sailo...
5 BAYS in 5 DAYS!! – Our Last Week of Virgin Islands Sailing Life | SailAway 119 | Sailboat Living
RUM! SUN! FRIENDS! FUN! Tons of SAILING Then REPEAT! This week is our LAST WEEK in the US Virgin Islands as we prepare and stage ourselves for our Grenada passage and into quarantine for 2 weeks. So we admittedly lived it up a little! Okay, a lot. No apologies. Lol. With good friends from Ohi...
What’s It Like Living on a Sailboat With a Family? | Virgin Islands Cruising | SailAway 110
REAL LIFE of a CRUISING FAMILY! Sailing from MAGEN"S BAY to MAHO and hiking the ANNABERG PLANTATION RUINS! This week we start off by celebrating Mother's Day in true Loren style...we sail and fish!! She get's her catch which Eric fries up for the family, then the following day we h...
Cruising During Covid – A Sailing Family’s Life in the Virgin Islands | SailAway 108 | World Sailing
Sailing the USVI during COVID-19 Lockdown! Exploring St. Thomas! This week we give you a look at our life in the USVI as the pandemic lockdown was just starting to ease a bit. Most things were closed, but restaurants were serving and the weather was beautiful. So we got out the bikes and cruised...
SailAway 51 | EPIC .25 Knot Sailboat Crash! | Sailboat Living Sailing Vlog
EPIC .25 KNOT SAILBOAT CRASH!! ;-) Serious light wind racing, rum drinking, and drone flying!! This week we wrap up our Ohio sailing tour with some Wednesday night racing on Alum Creek Lake in Central Ohio. We just didn't have wind! But you can see how diehard racers do it, even when the bre...
SailAway 38 | Trading WINE for RUM and a SPARK PLUG | Sailboat Living Sailing VLog
MAN and BEER OVERBOARD, a WORKING outboard, and AMAZING GOODWILL among cruisers!! This week on SailAway we meet some amazing fellow cruisers who not only help us with our outboard motor, but also give us fish AND RUM!! We then head to Marsh Harbor and do a little onshore exploring, hit a lay day r...
SailAway | “Southern Cross” LIVE – a Sailboat, a Sunset, and a Song | Sailboat Living Sailing Vlog
SOUTHERN CROSS LIVE re-release!! It's been a minute since we made this very first "a Sailboat, a Sunset, and a Song" video, so we've taken the original down and rebranded it with our current logo, plus made a few OCD tweaks, and now it's back on the playlist. So YES, you ma...
SailAway 34 | Bahamas Sailing – Best Beach Bar in the Abacos? | Sailboat Living Sailing Vlog
UP THE MAST for REPAIRS, dodgy WHALE CAY CUT, and THE PERFECT ISLAND BAR! This week on SailAway, we continue our cruise down the Abacos, Bahamas island chain with a destination of Regatta Time Abaco to do some racing. But a pesky jib furler issue has Eric up the mast and slicing and dicing some li...
SailAway | New Sailing Merch and New Patreon Shoutout | Sailboat Living Sailing Vlog
BONUS video - NEW SailAway MERCHANDISE and our FIRST PATREON SHOUTOUT! In this, our very first "REDCUPdate" we want to announce our brand new t-shirts and stickers, available now on our website! And even more importantly, we've got PATREON PATRONS to thank! This is HUGE. Producing ...
SailAway 33 | SAILING ACROSS the GULF STREAM to ABACOS, BAHAMAS! | Sailboat Living Sailing Vlog
We sail off into the night, CROSS the GULF STREAM, enter the BAHAMA BANK, and check in at SPANISH CAY, ABACO, BAHAMAS!! After setting ourselves up for the crossing at Lake Worth Inlet, Florida, we head to the Bahamas at about 11:00PM. This location would give us a due east approach to the Bahamas,...
SailAway 32 | Bahamas Bound! Sailing To The Jumping Off Spot | Sailboat Living Sailing Vlog
BAHAMAS BOUND, a half dozen draw bridges, and a midnight departure to the Gulf Stream!! This week we finish up our final details for shoving off - vet visits, provisioning, and fueling up. But we're soon sailing down the Intracoastal Waterway towards Palm Beach to stage ourselves for a hope...
SailAway 31 | Final BAHAMAS Sailing Prep! Lazy Bag Install | Sailboat Living Sailing Vlog
Bahamas Crossing Imminent! Final Prep - Lazy Bag Install! With our Bahamas Gulf Stream crossing only a couple days away, we're ticking things off the list to make sure the boat's in top shape for offshore sailing. The last major item is our mainsail stowage. Currently we're using a...
SailAway | One Angry Motor! Water Pump Replacement | Sailboat Living Sailing Vlog
MAN vs. MOTOR!! Who will prevail?! In this week's BONUS episode of sailboat living with SailAway, we present another "Maintenance Short". You may have seen last week's regular episode "Every Sailboat Needs a Friend" detailing the testing of our new dinghy and motor,...
SailAway 30 | Every Sailboat Needs a Friend…New Dinghy! | Sailboat Living Sailing Vlog
Loren's DARK DINGHY SECRET, new tender complications, and our MARINA TOUR! In this episode of sailboat living with SailWay, we prepare for our upcoming sailing trip to the Bahamas by buying a new, to us, dinghy. Unfortunately it doesn't go as smoothly as we would like, with a motor that...
SailAway 29 | Sailing With Manatees Discovery Channel Style! | Sailboat Living Sailing Vlog
A swinging manatee party and dodging boats at "The Crossroads"! In this episode of sailboat living on SailAway, we complete our sailing journey south to our temporary home base of Harbor Inn and Marine in Stuart, Florida. Along the way we come across some matatee lovin' Discovery Cha...
SailAway 28 | Docking in a Downpour PLUS a Magical Beach | Sailboat Living Sailing Vlog
Docking in a downpour, an elated beach dog and *gasp* a double rainbow!! In this episode of sailboat living on SailAway we continue our permanent voyage south from St. Augustine, Florida to Adventure Yacht Harbor, where we dock in a torrential downpour, then discover a truly magical post-storm beac...
SailAway 27 | ICW Sailing to St. Augustine | Sailboat Living Sailing Vlog
Recovering from our near disaster, a reward of beautiful sailing, and lovely St. Augustine! In this week's episode of sailboat living with SailAway, we enjoy a day of recovery and sleep from our harrowing offshore night and entry to Jacksonville, then meander down the ICW for a day of sailing ...