Watch Sailing & Boating Adventures Around the World – Page 4 of 7

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What you’ll never see on vacation!! Guna Yala Revolución Celebration(Calico Skies Sailing 131)
Calico Skies Sailing

What you’ll never see on vacation!! Guna Yala Revolución Celebration(Calico Skies Sailing 131)

Isla Tigre, a San Blas island with a population of fifteen hundred is celebrating Independence Day and they are happy to have us participate . We spend a day at the festival which begins with a reenactment of the revolution that secured for the Guna people their independence from the Panamanian auth...
Sailors Beware: This Place is Chock FULL of Coral Reefs (Calico Skies Sailing Ep. 129)
Calico Skies Sailing

Sailors Beware: This Place is Chock FULL of Coral Reefs (Calico Skies Sailing Ep. 129)

Though our current spot in San Blas is pretty sweet - We get regular deliveries from veggie boats, where we load up on fresh fruits & veg, booze and chicken at great prices - it's time to check out the infamous 'Hot Tub', an anchorage just 7 miles from our current location. That m...
You Won’t Believe What It Costs to Sail Here!!!! (Calico Skies Sailing Ep. 128)
Calico Skies Sailing

You Won’t Believe What It Costs to Sail Here!!!! (Calico Skies Sailing Ep. 128)

The cost to cruise the paradise that is San Blas is less than we’d imagined. Our new spot, a beautiful island with deep water all the way up to the shore, has that untouched feeling. But when a veggie boat selling Budweiser comes by we begin to understand that not only is this a very convenient plac...
The Best Cruising Ground, Remote…. But Not Too Remote (Calico Skies Sailing Ep. 127)
Calico Skies Sailing

The Best Cruising Ground, Remote…. But Not Too Remote (Calico Skies Sailing Ep. 127)

We decide to move spots and explore a new island in the San Blas chain but when Bill goes to pick up the anchor the windless won’t power up. With no obvious reason for the malfunction and a buddy boat, s/v Delos whose already departed Bill decides to pull it up manually. We’re in over 40 foot of wat...
Remote living on the cheap: Together in paradise and on the hook (Calico Skies Sailing Ep. 126)
Calico Skies Sailing

Remote living on the cheap: Together in paradise and on the hook (Calico Skies Sailing Ep. 126)

The first cluster of beautiful islands we explore in San Blas are featured on the cover of our guide book - And they are just as stunning as the picture. We check out the beach on the closest island and hang out with friends of s/v Delos. Nugget is especially happy to see us again after being separa...
Passage ANXIETIES! First Offshore Passage in Six Months!  (Calico Skies Sailing Ep 124)
Calico Skies Sailing

Passage ANXIETIES! First Offshore Passage in Six Months! (Calico Skies Sailing Ep 124)

We leave Bocas del Toro and sail offshore 220 miles to the San Blas islands. We’re headed east and the normally strong easterly winds have left a choppy sea state for us. And, thanks to the current we’re pointed even more upwind than expected. This means a 36 hour bumpy, upwind passage, which is our...
First Time Moving our Boat in Six Months, What Could Possibly Go Wrong…😂 (Calico Skies, Ep 121)
Calico Skies Sailing

First Time Moving our Boat in Six Months, What Could Possibly Go Wrong…😂 (Calico Skies, Ep 121)

We’re super excited to 1) have my little sister aboard with us and 2) officially leave the dock and move Calico Skies for the first time in MONTHS!! After picking Molly up in Bocas town we waste no time casting the lines and heading for an anchorage near town. We’re meeting friends on Delos, Hannah&...
YouTube versus Reality! Sailboat Life….High High’s, Low Low’s (Calico Skies Sailing Ep 120)
Calico Skies Sailing

YouTube versus Reality! Sailboat Life….High High’s, Low Low’s (Calico Skies Sailing Ep 120)

This weeks video is sponsored Kamikoto Knives, use the code CalicoSkiesSailing for for $50 off the purchase of any knife! Calico Skies is docked in the insanely beautiful Red Frog marina on Bastimentos Island, Bocas del Toro and in this episode we show you exactly why it’s one our favorite destin...
Chasing Waterfalls in Boquete; First Mates Days off! (Calico Skies Sailing Ep 119)
Calico Skies Sailing

Chasing Waterfalls in Boquete; First Mates Days off! (Calico Skies Sailing Ep 119)

Grace wanted to visit the mountain highlands of Boquete, Panama since she first saw the immense peaks of Volcan Baru on the horizon and in this episode the first mate finally get’s her wish! The trip begins first with closing the sea cocks to make sure Calico Skies is snug at the marina before we de...
SAILING SOUTH! Our Longest OFFSHORE PASSAGE Yet (On Our Own) | Harbors Unknown Ep. 51
Harbors Unknown

SAILING SOUTH! Our Longest OFFSHORE PASSAGE Yet (On Our Own) | Harbors Unknown Ep. 51

SAILING SOUTH! Our Longest OFFSHORE PASSAGE Yet (On Our Own) | Harbors Unknown Ep. 51 This week we’re embarking on our longest #offshorepassage EVER on our own on our Seawind 1600 catamaran. We're #sailing south from Solomons Island to Norfolk, Virginia then on to Charleston, South Carolina an...
How to Store a Boat for the Long Term?!  (Calico Skies Sailing, Ep. 114)
Calico Skies Sailing

How to Store a Boat for the Long Term?! (Calico Skies Sailing, Ep. 114)

We had a good run, this was is our first time leaving Calico Skies in five years of cruising 😂. We decide to go home to visit family and friends in the States while it is rainy season in Panama. Getting the boat ready for long-term storage in the tropics requires quite a bit of preparation. Check ou...
Ep52  |  Sailing with a following wind
Sailing Fair Isle

Ep52 | Sailing with a following wind

We had a fantastic week sailing around the Greek islands with five other YouTube sailing channels. I hope you find this video as exciting as we found the trip. Do check out the other channels, links here: @seethelittlethings @RiggingDoctor @JoshPostVlogs @Bumsonaboat @OceanCruisers ----------...
Saying Goodbye 🥲- 1,000 Mile Offshore Passage Apart (Calico Skies Sailing Ep.105)
Calico Skies Sailing

Saying Goodbye 🥲- 1,000 Mile Offshore Passage Apart (Calico Skies Sailing Ep.105)

The time has come for us to say goodbye... After sailing nearly 30,000 miles together, Grace has decided to not sail this passage and will meet Calico Skies in Panama giving new crew the opportunity to log some offshore miles. After saying goodbye the boys don't waste any time digging into our ...
How Much Money We Make From YouTube EACH MONTH With Small Sailing Channel
Folsom Ocean Views

How Much Money We Make From YouTube EACH MONTH With Small Sailing Channel

Today I am pulling back the curtain on our YouTube earnings and showing you exactly how much we make by posting our sailing adventures on YouTube. If you are curious about any other revenue streams (ie Patreon), find more details on our blog post here: And don't worry - we will be back on ...
Freediving Greece: Underwater caves and hidden sea lakes in the Aegean
Sailing Two Get Lost

Freediving Greece: Underwater caves and hidden sea lakes in the Aegean

Freediving Greece: Underwater caves and hidden sea lakes in the Aegean If you enjoy the content and want to support us further then there are some suggestions below. Thank you, thank you, thank you! BUY US A BEER on PAYPAL - [email protected] SUPPORT US! You can support the making of these s...
One Step Closer to our Cruising Dreams (Calico Skies Sailing Ep 98)
Calico Skies Sailing

One Step Closer to our Cruising Dreams (Calico Skies Sailing Ep 98)

What do cruiser's do with all of their time? Quite a lot as this episode demonstrates 😉. It starts out with pizza night aboard Delos. We make the dough (from scratch of course) early in the morning and as the day goes on we work on the toppings. It's a labor of love making homemade pizza b...
Welcome to our new home…the Dry Tortugas 😎 (Calico Skies Sailing Ep 97)
Calico Skies Sailing

Welcome to our new home…the Dry Tortugas 😎 (Calico Skies Sailing Ep 97)

Ever wondered what it would be like to live in the Keys? How about living in a place like the Dry Tortugas, a paradise only accessible by boat and sea plane, with white sand beaches, pristine clear water teaming with sea-life, and neighboring islands with endless options for exploring? The fact tha...
Teamwork… How to Run a New Halyard with Mast up (Calico Skies Sailing Ep 96)
Calico Skies Sailing

Teamwork… How to Run a New Halyard with Mast up (Calico Skies Sailing Ep 96)

In this episode we prepare for a big storm coming with 30 knots expected wind predicted to blow for four straight days. We move anchor spots and then Bill gets to work on a boat project. Before the blow hits we decide to resolve an issue we’ve been having with our code zero furler. Our boat is cur...
Will we be able to run our 16,000 Btu AC off our lithium battery bank?! (Calico Skies Sailing Ep 93)
Calico Skies Sailing

Will we be able to run our 16,000 Btu AC off our lithium battery bank?! (Calico Skies Sailing Ep 93)

In this episode we continue the installation of our marine air conditioner. We get right down to it, drilling a sea water exit hole in the hull. Typically this hole would be placed right at the waterline but we opt to install it near deck level since we are completing this install on the hook. Our h...
Don’t FEAR when Ricky is NEAR | Mission Impossible Boat Style
Sailing Lady Africa

Don’t FEAR when Ricky is NEAR | Mission Impossible Boat Style

EP 179: Don't Fear When Ricky is Near.. We're settling down nicely in the anchorage (Prickly Bay) We weren't to pleased with the holiding of where we originally anchored so opted to take a hop skip and jump two boats away and had way better holding (we could leave Lady Africa in peac...
Epic Sunrises & Sailing With Dolphins! [Life Living On A Sailboat] (Ep.#9)
Adventureman Dan

Epic Sunrises & Sailing With Dolphins! [Life Living On A Sailboat] (Ep.#9)

Two days ago I thought I was losing my boat and everything I owned with it. One day ago I was kitesurfing around a tropical island with sharks chasing me. Today I woke up to the most incredible sunrise I have every seen over glassy smooth water! But to make things even better, I got to see the sun...
Our boat is EMOTIONAL | Moving Anchorages ⚓
Sailing Lady Africa

Our boat is EMOTIONAL | Moving Anchorages ⚓

EP 178: Our boat is EMOTIONAL We get ready to move over to our new anchorage spot (Prickly Bay) Our plan is to try every anchorage out in Grenada as we have all the time to do so since we will be stuck her for hurricane season. We were excited to move over to the next bay and explore what it has t...
Bikinis & Suntans | Caribbean Life 🌞
Sailing Lady Africa

Bikinis & Suntans | Caribbean Life 🌞

EP 177: Our little paradise.. Ricky & I go on the search to find the perfect beach in Grenada.. Although Grande Anse still is a winner we found another gem called BBC Beach. More secluded and private, with warm waters and white sandy beaches. We encountered quite a few scooter problems.. &...
Why to take the ICW when traveling down the US East Coast (Calico Skies Sailing, Ep 85)
Calico Skies Sailing

Why to take the ICW when traveling down the US East Coast (Calico Skies Sailing, Ep 85)

There are two options when heading south down the US east coast, you can take the offshore route which is more exposed to weather but more direct or take the "inside" route down the ICW. The ICW is a 3,000 mile long inland waterway down the Atlantic and Gulf Coast. The waterway is a combi...
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