Although the hardy crew of Windover are having fun, the winter is upon us and we need to move south. Follow along as we blast down the Chesapeake to get to ...

This week we celebrate Christmas, we enjoy some more perfect sailing in the Bahamas. It's technically our first Christmas ON the boat and Kika gets a gift she ...

http://www.TheSailingFamily.com - After a nice new year run on the uninhabited islands of Plana Cays we sailed downwind to Acklins Island, Crooked Island and ...

http://www.TheSailingFamily.com - From Turks & Caicos Islands we sailed to Mayaguana and the to the Plana Cays - some uninhabited islands, where we ...

Witness a real stick up. Windover and her crew leave the comfort of Waterford and make their way to the Hudson River and to the Hudson Boat Club to put the ...

Join us for a little tour around Green Turtle Cay as we hunt down the best Bahamian coconut bread around. After spending a little over a week here, we have ...

As we crossed over the gulf stream and into the Bahamas, averaging 9 kts, it was THE fastest sail of our lives. Now before you say anything, I know... there ...

Last day before we set sail to the Bahamas included stocking up for the next 3 months, and grabbing our free diving gear. Excited for some Spear fishing ;) ...

TREASURE CAY Sunset, How To Do Laundry at ANCHOR, and PARTY at Coco Beach Club! This week on SailAway, we say goodbye to Guana Cay and race to Treasure Cay. ...

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 ...

Cruising around ELOW CAY, BAHAMAS, Winning a Race, and Party at HOPETOWN INN!! This week we hit the race course for Race 1 of Regatta Time Abaco. We're of ...

On the HOOK in HOPETOWN, FREE RUM, and a SURPRISE SUNSET HIDEAWAY!! This week on SailAway, settle in at Hopetown Harbor, picking up a mooring ball and rowing ...

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 ...

TOWED in a RAIN STORM, BAR HOPPING, and POOL UFO's!! This week we cast off our mooring ball in Fisher Bay and sail down the Abacos to Hopetown on Elbow Cay. ...

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 ...

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 ...

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 ...

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 ...

This episode is all about our provisioning process for the Atlantic Crossing! We begin by getting essentials such as books and charging cables. We go to West ...

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 ...

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 ...

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 ...

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 ...

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 ...