Sailing on a Whim

Join Dan, Krista, Lilly, and crew as we leave the frigid north and head south to tropical waters in our new sailboat, Whim! We are excited to set off on our adventures and take you with us. We are just getting started, so buckle-up and come along with us as we begin our new adventure!

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Watch Sailing on a Whim Latest videos

Showing 1-24 of 38 results
Hurricane Dorian Aftermath | Sailing on a Whim Ep. 37
Sailing on a Whim
Hurricane Dorian Aftermath | Sailing on a Whim Ep. 37
On this episode of Sailing on a Whim, we visit Marsh Harbour in the Abacos and witness the aftermath of Hurricane Dorian first-hand. Marsh Harbour was the hardest hit area during the hurricane and the damage that remained six months after the hurricane was...
ANOTHER SCARY NIGHT | Sailing on a Whim Ep. 36
Sailing on a Whim
ANOTHER SCARY NIGHT | Sailing on a Whim Ep. 36
On this episode of Sailing on a Whim, we learn why examining your engine on a regular basis is very important and why you do not turn off your anchor alarm, even if it is going off frequently due to crazy wind changes because you might just start dragging ...
Cruising Life, it’s not just about Sailing! | Sailing on a Whim Ep. 35
Sailing on a Whim
Cruising Life, it’s not just about Sailing! | Sailing on a Whim Ep. 35
On this episode of Sailing on a Whim, we're spending time at one of our favorite islands in the Bahamas, Manjack Cay in the Abacos. Cruising life is not just about sailing and in this episode of Sailing on a Whim we spend our time on the island working on ...
WE’RE DOING IT AGAIN! Returning to the Bahamas | Sailing on a Whim Ep. 34
Sailing on a Whim
WE’RE DOING IT AGAIN! Returning to the Bahamas | Sailing on a Whim Ep. 34
On this episode of Sailing on a Whim, we’re doing it again! We travel the ICW and cross over the Gulf Stream to the Bahamas. Of course, along the way we run into some “engine problems” and experience our roughest passage yet! Despite the rough start,...
WE’RE BACK! Returning to our Boat After 6 Months | Sailing on a Whim Ep. 33
Sailing on a Whim
WE’RE BACK! Returning to our Boat After 6 Months | Sailing on a Whim Ep. 33
WE’RE BACK! Returning to our Boat After 6 Months | Sailing on a Whim Ep. 32 On this episode of Sailing on a Whim, we finally return to Whim after six months on the hard in Florida. Upon our arrival we are surprised to find lots of mold and a few bugs th...
The Whim Crew goes to Colorado | EPIC Road Trip Part 3 | Sailing on a Whim Ep. 32
Sailing on a Whim
The Whim Crew goes to Colorado | EPIC Road Trip Part 3 | Sailing on a Whim Ep. 32
On this episode of Sailing on a Whim, the Whim Crew goes to Colorado as we continue our EPIC road in Colorado exploring so many places including Pike’s Peak, Rocky Mountain National Park, Sand Dunes National Park and Reserve, and even go sailing in the R...
EPIC Road Trip in the USA pt. 2 | Sailing on a Whim Ep. 31
Sailing on a Whim
EPIC Road Trip in the USA pt. 2 | Sailing on a Whim Ep. 31
On this episode of Sailing on a Whim, we continue our EPIC road trip starting with the magnificent Yellowstone National Park and onto Grand Teton National Park, Flaming Gorge National Recreation Area, and the Maroon Bells. Along the way we join up with sai...
EPIC Road Trip in the USA| PART 1 | Sailing on a Whim Ep. 30
Sailing on a Whim
EPIC Road Trip in the USA| PART 1 | Sailing on a Whim Ep. 30
On this episode of Sailing on a Whim, we begin our EPIC road trip in the USA to visit national parks, explore the west, and make the most of our time away from Whim. Join us as check-out the Sturgis Rally Motorcycle, make a quick stop through Devil’s Tow...
Hauling Tail and Hauling Out | Sailing on a Whim Ep. 29
Sailing on a Whim
Hauling Tail and Hauling Out | Sailing on a Whim Ep. 29
On this episode of Sailing on a Whim, in the race to beat hurricane season, we travel on the Atlantic Intracoastal Waterway for the first time on our journey to prepare Whim for hurricane season. It’s a mad dash to pack up the boat, dodge storms, and com...
Three Passages and a Funeral | Sailing on a Whim Ep. 28
Sailing on a Whim
Three Passages and a Funeral | Sailing on a Whim Ep. 28
On this episode of Sailing on a Whim, we make our way through the northern Abacos in our journey back to Florida. Along the way, we stop at some unique spots and encounter our fair share of summer storms. It’s bittersweet that this chapter of our journey...
Epic Party in the Bahamas | Sailing on a Whim Ep. 27
Sailing on a Whim
Epic Party in the Bahamas | Sailing on a Whim Ep. 27
On this episode of Sailing on a Whim, we experience the most epic party in the Bahamas, Cheeseburger in Paradise. Thousands of people come together in the Abacos to raise money for the Green Turtle Foundation and party the day away on Fiddle Cay. It was th...
Adventure to Little Harbour | Sailing on a Whim Ep. 26
Sailing on a Whim
Adventure to Little Harbour | Sailing on a Whim Ep. 26
On this episode of Sailing on a Whim, we welcome a guest on board to sail and explore the Abacos together to find new places and adventures. We head out to check out the mangroves, discover a shipwreck, and even venture into a cave. Of course, we spend som...
Exploring the Beaches of the Abacos | Sailing on a Whim Ep. 25
Sailing on a Whim
Exploring the Beaches of the Abacos | Sailing on a Whim Ep. 25
On this Episode of Sailing on a Whim, we head south through the Abacos and check out the other side of island life by exploring beaches, spending time with friends on the hook, and reuniting with civilization. We learn that it may be better in the Bahamas ...
Offshore Fishing Adventure | Sailing on a Whim Ep. 24
Sailing on a Whim
Offshore Fishing Adventure | Sailing on a Whim Ep. 24
On this episode of Sailing on a Whim, we venture to the other side of the barrier reef for some offshore fishing in a sailboat! We spend the day learning the basics of offshore fishing from experienced fishermen and enjoy a beautiful day in the Bahamian su...
Living the Bahamas Life | Sailing on a Whim Ep. 23
Sailing on a Whim
Living the Bahamas Life | Sailing on a Whim Ep. 23
On this episode of Sailing on a Whim, we start living the Bahamas life by taking advantage of everything the islands have to offer by diving, catching conch, and…pizza? Along the way we make some lifelong friends and acquire a vast amount of knowledge ab...
We Found Paradise | Sailing on a Whim Ep. 22
Sailing on a Whim
We Found Paradise | Sailing on a Whim Ep. 22
On this episode of Sailing on a Whim, we find paradise on an island in the Abacos of the Bahamas. Blue water, amazing people, and lots of new adventures. We never knew places like this really existed but we definitely found paradise! This crazy adventure ...
From Sunshine to SCARY STORMS | Sailing on a Whim Ep. 21
Sailing on a Whim
From Sunshine to SCARY STORMS | Sailing on a Whim Ep. 21
On this episode of Sailing on a Whim, the beautiful sunshine of the Bahamas quickly changes to scary storms as we finally make it to Abaco! Of course, there are adventures and misadventures along the way including exploring the abandoned Gin Sur Mer develo...
There’s a First Time for Everything| Sailing on a Whim Ep. 20
Sailing on a Whim
There’s a First Time for Everything| Sailing on a Whim Ep. 20
On this episode of Sailing on a Whim, there is a first time for everything and we certainly experience a lot of firsts! We sail from Florida to the Bahamas on our FIRST EVER ocean crossing and check into the Bahamas to start exploring! We also meet some am...
Waiting it out in the Keys | Sailing on a Whim Ep. 19
Sailing on a Whim
Waiting it out in the Keys | Sailing on a Whim Ep. 19
On this episode of Sailing on a Whim, we are waiting it out in the Keys in preparation for our Bahamas Crossing AGAIN! While working on our NEW projects that came about from “the incident,” we make new friends and spend time with some old ones who are ...
OUR FIRST SCARY MOMENT | Sailing on a Whim Ep. 18
Sailing on a Whim
OUR FIRST SCARY MOMENT | Sailing on a Whim Ep. 18
On this episode of Sailing on a Whim, we learn the hard way that we have no idea what we are doing when it comes to anchoring and have our first scary moment! We have a nightmare of dragging anchor in a rocky anchorage and delay our trip to the Bahamas, f...
Life on the Hook | Good and the Bad | Sailing on a Whim Ep. 17
Sailing on a Whim
Life on the Hook | Good and the Bad | Sailing on a Whim Ep. 17
On this episode of Sailing on a Whim, we begin to learn more about life on the good and the good and the bad that comes with it. The boat projects, errands, and phone calls are never ending but we keep pushing through so that we can jump over to the Bahama...
Finally Starting our Adventure | Sailing on a Whim Ep.16
Sailing on a Whim
Finally Starting our Adventure | Sailing on a Whim Ep.16
On this episode of Sailing on a Whim, we finally leave the marina to start our cruising adventure. First stop? The Florida Keys! Lots of preparation have finally paid off and our sailing adventure truly begins. And we absolutely love it! This crazy adven...
Sailing on our own for the FIRST TIME I Sailing on a Whim Ep.15
Sailing on a Whim
Sailing on our own for the FIRST TIME I Sailing on a Whim Ep.15
On this episode of Sailing on a Whim, we dive into our final preparations to go cruising but first we head out for the first time on Whim! But of course, we run aground again and almost start a fire! Oh, the joys of owning a sailboat… This crazy advent...
Boat Project FAIL I Sailing on a Whim Ep.14
Sailing on a Whim
Boat Project FAIL I Sailing on a Whim Ep.14
On this episode of Sailing on a Whim, we have yet another boat project fail as we attempt to complete the installation of our solar panels and try to finish some of our final projects before heading off to go cruising! This crazy adventure started in ear...

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