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Sailing on a Whim
November 24, 2021
Sailing on a Whim

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!

Sailing on a Whim Journey and Videos Locations

Sailing on a Whim Latest Episode

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Sailing on a Whim Lastest Videos

Hurricane Dorian Aftermath | Sailing on a Whim Ep. 37
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
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
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
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
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
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...

Watch Sailing on a Whim From The Beginning!

Leaving the Snow for the Sun – Sailing On a Whim (Channel Trailer)
Leaving the Snow for the Sun – Sailing On a Whim (Channel Trailer)
We’re leaving the Snow for the Sun! On a Sailboat! Have you ever imagined yourself throwing caution to the wind and setting out on an adventure?? Well that's what we're about to do. My name is Dan and along with my friend Krista we have decided to buy a ...
Want to sail around the world? Step 1: Learn to Sail! | Sailing on a Whim Ep. 1
Want to sail around the world? Step 1: Learn to Sail! | Sailing on a Whim Ep. 1
Have you ever wanted to start an adventure? Well, we are going to try our best to show you how it's done! Join us at the very beginning, as we learn to sail! We want to share this journey with you so you can learn how to start living the life you want and ...
Want to sail around the world? Step 2: Go Sailing! | Sailing on a Whim Ep. 2
Want to sail around the world? Step 2: Go Sailing! | Sailing on a Whim Ep. 2
Our adventure continues as we continue to learn how to sail by crewing on races, take the helm for the first time, and overcome our nerves to take a boat out on a windy day on beautiful Lake Pepin. We still have no idea what we are going but we are having ...
Want to sail around the world? Step 3: Stop & Smell the Roses | Sailing on a Whim Ep. 3
Want to sail around the world? Step 3: Stop & Smell the Roses | Sailing on a Whim Ep. 3
On our way to take classes with the American Sailing Association, we take a road trip to Northern Minnesota stopping in Duluth to explore and have some fun before we learn to sail offshore on Lake Superior. This crazy adventure started in early 2018 as we...
Want to sail around the world? Step 4: Offshore Sailing | Sailing on a Whim Ep. 4
Want to sail around the world? Step 4: Offshore Sailing | Sailing on a Whim Ep. 4
To continue to learn more about sailing, we take an offshore sailing course with a few friends through Northern Breezes Sailing School in Bayfield, Wisconsin. We sailed on Lake Superior, took our ASA 103-104 course, and spent nearly a week staying on a sai...
Want to sail around the world? Step 5: BUY A SAILBOAT | Sailing on a Whim Ep.5
Want to sail around the world? Step 5: BUY A SAILBOAT | Sailing on a Whim Ep.5
On this episode of Sailing on a Whim, we travel from Minnesota to Florida to buy a sailboat! We finally get to see Whim in person, meet the current owner, and have a marine survey completed. Of course, we also run into some roadblocks like RUNNING AGROUND ...
WORK LIFE and our new SAILBOAT | Sailing on a Whim Ep.6
WORK LIFE and our new SAILBOAT | Sailing on a Whim Ep.6
On this episode of Sailing on a Whim, learn more about our work life as we take you along to see our biggest event of the year, the Crystal Ball New Year’s Eve in Minneapolis. In the midst of planning and running this HUGE event, we finalize the purchase...
MOVING ABOARD Our New SAILBOAT | Sailing on a Whim Ep.7
MOVING ABOARD Our New SAILBOAT | Sailing on a Whim Ep.7
On this episode of Sailing on a Whim, we say goodbye to our friends and family in Minnesota and drive all the way to Florida and move aboard our new sailboat. All the planning and hard work is starting to pay off and we cannot believe we are now living on ...
WORLD WAR C: Sailor vs. Cockroach| Sailing on a Whim Ep.8
WORLD WAR C: Sailor vs. Cockroach| Sailing on a Whim Ep.8
On this episode of Sailing on a Whim, we start living aboard our new sailboat only to find an invader! Watch us battle our uninvited guest as we learn about some of the challenges of living on a sailboat. This crazy adventure started in early 2018 as we ...
LIVING ABOARD: Sailboat Projects & Marina Life I Sailing on a Whim Ep.9
LIVING ABOARD: Sailboat Projects & Marina Life I Sailing on a Whim Ep.9
LIVING ABOARD: Sailboat Projects & Marina Life I Sailing on a Whim Ep.9 On this episode of Sailing on a Whim, we start to tackle our never-ending list of sailboat projects and get a taste of what marina life is like in Florida. This crazy adventure s...
LIVING ABOARD: When the REALITY starts to set in… I Sailing on a Whim Ep.10
LIVING ABOARD: When the REALITY starts to set in… I Sailing on a Whim Ep.10
On this episode of Sailing on a Whim, we continue to tackle our never-ending list of sailboat projects and that’s when the reality starts to set in that getting the boat ready for cruising life is more work than we realized. In need of a break, we check ...
Catching Fish and Boat Repairs I Sailing on a Whim Ep.11
Catching Fish and Boat Repairs I Sailing on a Whim Ep.11
On this episode of Sailing on a Whim, we explore take the dinghy out to try our hand at catching fish in the Everglades and take an air boat ride to explore the heart of alligator country. Of course, the boat projects continue and our rigging is finally co...
SAILBOAT LIFE: Boat Projects and Manatee Rescue I Sailing on a Whim Ep.12
SAILBOAT LIFE: Boat Projects and Manatee Rescue I Sailing on a Whim Ep.12
On this episode of Sailing on a Whim, we take a road trip across Florida to check out Sailorman’s selection of marine consignment, witness a manatee being released back into the wild at our marina, and of course, boat projects! This crazy adventure sta...
BOARDED by the US Coast Guard – It’s Safety Inspection Time I Sailing on a Whim Ep.13
BOARDED by the US Coast Guard – It’s Safety Inspection Time I Sailing on a Whim Ep.13
On this episode of Sailing on a Whim, we spring a leak while we are away from the boat and the Coast Guard stops by to tell us what we are doing right and what we are doing WRONG on our boat. This crazy adventure started in early 2018 as we started resear...
Boat Project FAIL I Sailing on a Whim Ep.14
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...
Sailing on our own for the FIRST TIME I Sailing on a Whim Ep.15
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...
Finally Starting our Adventure | Sailing on a Whim Ep.16
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...
Life on the Hook | Good and the Bad | Sailing on a Whim Ep. 17
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...
OUR FIRST SCARY MOMENT | Sailing on a Whim Ep. 18
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...
Waiting it out in the Keys | Sailing on a Whim Ep. 19
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 ...
There’s a First Time for Everything| Sailing on a Whim Ep. 20
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...
From Sunshine to SCARY STORMS | Sailing on a Whim Ep. 21
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...
We Found Paradise | Sailing on a Whim Ep. 22
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 ...
Living the Bahamas Life | Sailing on a Whim Ep. 23
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...
Offshore Fishing Adventure | Sailing on a Whim Ep. 24
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...
Exploring the Beaches of the Abacos | Sailing on a Whim Ep. 25
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 ...
Adventure to Little Harbour | Sailing on a Whim Ep. 26
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...
Epic Party in the Bahamas | Sailing on a Whim Ep. 27
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...
Three Passages and a Funeral | Sailing on a Whim Ep. 28
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...
Hauling Tail and Hauling Out | Sailing on a Whim Ep. 29
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...
EPIC Road Trip in the USA| PART 1 | Sailing on a Whim Ep. 30
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...
EPIC Road Trip in the USA pt. 2 | Sailing on a Whim Ep. 31
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...
The Whim Crew goes to Colorado | EPIC Road Trip Part 3 | Sailing on a Whim Ep. 32
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...
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. 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...
WE’RE DOING IT AGAIN! Returning to the Bahamas | Sailing on a Whim Ep. 34
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,...
Cruising Life, it’s not just about Sailing! | Sailing on a Whim Ep. 35
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 ...