Watch Sailing & Boating Adventures Around the World – Page 3 of 7

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 49-72 of 149 results
Change of Plans, I Have to GO (Calico Skies Sailing,  Ep.162)
Calico Skies Sailing

Change of Plans, I Have to GO (Calico Skies Sailing, Ep.162)

This episode begins with an exceptionally rolly morning on the hook. Conditions have changed completely overnight and we are rocking and rolling so much that our buddy boat One Life can see the keel of Calico Skies! We decide to set a stern anchor to help steady us out but first have to dig out all ...
It’s Getting HOT in Here!! We Better Get WET 🙃 (Calico Skies Sailing, Ep 161)
Calico Skies Sailing

It’s Getting HOT in Here!! We Better Get WET 🙃 (Calico Skies Sailing, Ep 161)

This episode opens with Calico Skies underway, motor sailing of the Baja California Peninsula’s eastern shores, in the Sea of Cortez located on Mexico’s western coast. We left a little fishing village are set out for a spot called Los Gatos, which is famous for its beautiful red rock formations. Whi...
When Everything Goes Right It’s a Beautiful Thing (It DOES Happen..!) (Calico Skies Sailing, Ep 158)
Calico Skies Sailing

When Everything Goes Right It’s a Beautiful Thing (It DOES Happen..!) (Calico Skies Sailing, Ep 158)

This weeks video is sponsored by Kamikoto: For $50 off use the code CALICOSKIES In this episode we begin with a lovely light wind sail in the beautiful Sea of Cortez. We’re sailing just 3 miles north of our current anchorage, near the western edge of the Sea and are headed to explore a new spot. W...
Diving W/out Instructors: Just Us, The Black Night, One  Sunken Wreck  & . . . ?!?!! (CSS, Ep. 157)
Calico Skies Sailing

Diving W/out Instructors: Just Us, The Black Night, One Sunken Wreck & . . . ?!?!! (CSS, Ep. 157)

This weeks video is sponsored by Kamikoto: For $50 off use the code CALICOSKIES Want more? The next episode is now live on Patreon! This episode opens with a visit to the nearby white sand beach in our anchorage where Bill flies the drone over turquoise crystal clear water and Grace admires a co...
BOAT WORK MYSTERIES On Our Sailing Catamaran | Harbors Unknown Ep. 81
Harbors Unknown

BOAT WORK MYSTERIES On Our Sailing Catamaran | Harbors Unknown Ep. 81

BOAT WORK MYSTERIES On Our Sailing Catamaran | Harbors Unknown Ep. 81 Check out the following video to see what maintenance and repairs were needed on Wanderlust when she turned two. The cruising lifestyle affords us the opportunity to explore pristine, natural places and cultures completely diffe...
BOAT LIFE: The DIRTY SECRET We All Struggle With | Harbors Unknown Ep. 79
Harbors Unknown

BOAT LIFE: The DIRTY SECRET We All Struggle With | Harbors Unknown Ep. 79

BOAT LIFE: The DIRTY SECRET We All Struggle With | Harbors Unknown Ep. 79 We’ve been cruising for 16 months now and it makes us proud to know that we generate our own power and make our own water, and as long as we provision enough food we can take our home so many places and experience the beauty ...
It’s Always a Race When 2 Sailboat’s are Headed in the Same Direction!! (Calico Skies Sailing Ep153)
Calico Skies Sailing

It’s Always a Race When 2 Sailboat’s are Headed in the Same Direction!! (Calico Skies Sailing Ep153)

This weeks video is sponsored by Kamikoto: For $50 off use the code CALICOSKIES This episode begins with a morning spent on anchor in a beautiful spot on Mexico's western coast. It's chock full of sea life - Fish jumping everywhere, tons of birds, and the most magical visit from a pod of...
Realities of OFF-GRID LIVING and SAILING in San Blas Islands | Harbors Unknown Ep. 78
Harbors Unknown

Realities of OFF-GRID LIVING and SAILING in San Blas Islands | Harbors Unknown Ep. 78

Realities of OFF-GRID LIVING and SAILING in San Blas Islands | Harbors Unknown Ep. 78 The reality of off-grid living, especially as digital nomads, is we need internet and we need to eat, lol. So we had to head back to Linton Bay marina to use the internet and upload some videos. Fortunately on the...
SAILING, DIVING + Cooking in Paradise – BOAT LIFE in San Blas Islands | Harbors Unknown Ep. 77
Harbors Unknown

SAILING, DIVING + Cooking in Paradise – BOAT LIFE in San Blas Islands | Harbors Unknown Ep. 77

SAILING, DIVING + Cooking in Paradise - BOAT LIFE in San Blas Islands | Harbors Unknown Ep. 77 This week we spend our time doing what we set out to do when we embarked upon this lifestyle; sailed, connected with a local who took us diving for lobster and octopus, and cooked a delicious meal onboard...
BOAT LIFE DREAM Come True – San Blas Islands Panama | Harbors Unknown Ep.76
Harbors Unknown

BOAT LIFE DREAM Come True – San Blas Islands Panama | Harbors Unknown Ep.76

BOAT LIFE DREAM Come True - San Blas Islands Panama | Harbors Unknown Ep.76 **We're headed to the Annapolis Boat Show and would love to see you there! For a discount off admission use promo code harbors22 and be sure to let us know you'll be there! ** This week we are truly settling int...
The Pacific aka Peaceful Ocean…just the Wind, Water and Waves (Calico Skies Sailing Ep 150)
Calico Skies Sailing

The Pacific aka Peaceful Ocean…just the Wind, Water and Waves (Calico Skies Sailing Ep 150)

After what seemed like an eternity of motoring up the coast of Costa Rica, Nicaragua, and Mexico we finally treated to some sailing on the Pacific Ocean. The experience was certainly worth the wait! We are surrounded by marine life..whales, dolphins, turtles, and sea birds. Anyone else ever seen a b...
Small Family Living Aboard Our Catamaran, Sailing to Harbors Unknown + Exploring the World – Trailer
Harbors Unknown

Small Family Living Aboard Our Catamaran, Sailing to Harbors Unknown + Exploring the World – Trailer

We’re a small family living aboard our catamaran, Wanderlust, sailing to Harbors Unknown. Exploring the world, connecting with people and places through the local cuisine, and showing how great food can be cooked on a boat with limited space and resources. Seeking to balance the desire to explore an...
After 35,000 miles at sea, this still scares the sh*t out of us! (Calico Skies Sailing, Ep.147)
Calico Skies Sailing

After 35,000 miles at sea, this still scares the sh*t out of us! (Calico Skies Sailing, Ep.147)

It's late in the season when we finally depart northern Costa Rica bound for Chiapas, Mexico. We hear that the coast of El Salvador & Nicaragua is known to spawn early season hurricanes as well as house intense squall activity. The squalls we encounter have lightening like nothing else we&#...
JUST LIKE NEW! Completing Boat Maintenance & Repairs on Our 2 YO PERFORMANCE SAILING CATAMARAN Ep 74
Harbors Unknown

JUST LIKE NEW! Completing Boat Maintenance & Repairs on Our 2 YO PERFORMANCE SAILING CATAMARAN Ep 74

JUST LIKE NEW! Completing Boat Maintenance & Repairs on Our 2 YO PERFORMANCE SAILING CATAMARAN Ep 74 This week the boat work continues at Linton Bay Marina in Panama. We have a couple projects to wrap up, like installing a new door on the nacelle inspection panel. When we hauled the boat we saw...
BOAT LIFE on the Hard – Maintenance + Repairs of a 2 YO Performance SAILING CATAMARAN |  Ep. 73
Harbors Unknown

BOAT LIFE on the Hard – Maintenance + Repairs of a 2 YO Performance SAILING CATAMARAN | Ep. 73

BOAT LIFE on the Hard - Maintenance + Repairs of a 2 YO Performance SAILING CATAMARAN | Ep. 73 When people think about sailing around the world, the images conjured are sunshine filled days at the helm and trimming sails, dolphins jumping at the bow, snorkeling beautiful reefs or exploring new pla...
The Authorities Say We Need to Move the Boat But We Can’t! Our Most Stressful Check in EVER (Ep 141)
Calico Skies Sailing

The Authorities Say We Need to Move the Boat But We Can’t! Our Most Stressful Check in EVER (Ep 141)

Checking into Costa Rica on a good day is a challenge..known for its arduous, bureaucratic check in process and an in person boat inspection for pork of all things, not to mention pricey with fees totaling over $500. However for us the bureaucracy was the least of our concern when experienced an eng...
Ive waited a long time for this..dropping the hook in the PACIFIC for the 1st time (CSS Ep. 140)
Calico Skies Sailing

Ive waited a long time for this..dropping the hook in the PACIFIC for the 1st time (CSS Ep. 140)

The last part of our passage to Isla Parida was super light and we had to motor some but we did manage to eek out some sailing. We experienced our first battery shutdown due to overheating which began the process of installing a blower for our batteries. Regardless, it was a fantastic passage overal...
The Joy of Sailing, Our First Sail in a New Ocean! + FISH ON! (Calico Skies Sailing Ep. 139)
Calico Skies Sailing

The Joy of Sailing, Our First Sail in a New Ocean! + FISH ON! (Calico Skies Sailing Ep. 139)

Join us as we embark on our very first sail in the Pacific Ocean. We depart from Playita Marina located just outside Panama Canal and set our waypoint for Punta Mala (Bad point), a point with a confluence of strong currents, notoriously rough in high winds. Luckily for us the Pacific is living up t...
SAILING an Ocean Star 56 to Delos!! | Sailing Wisdom [S5 Ep14]
Rigging Doctor

SAILING an Ocean Star 56 to Delos!! | Sailing Wisdom [S5 Ep14]

▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PHOTOGRAPHY FROM OUR VOYAGE: We have a 100% #sailing day on an Ocean Star 56 (which belongs to Sail With George, a #greek #charterboat Company) where we sail from #mykonos to #delos. We sail off anchor and sail back onto anchor withou...
End of an Era; Our Last Passage in the Atlantic (Calico Skies Sailing, Ep.136)
Calico Skies Sailing

End of an Era; Our Last Passage in the Atlantic (Calico Skies Sailing, Ep.136)

We leave the San Blas after cruising the tropical paradise for a whole two months - It feels too short but a canal crossing is on the horizon! We haul anchor, set the Spinnaker and zoom off following Delos our buddy boat. It’s a lovely passage and after several hours of sailing we arrive into a pret...
YOLO Baby! Chasing our Dream b/c We’re Not Getting Any Younger (Calico Skies Sailing, Ep. 135)
Calico Skies Sailing

YOLO Baby! Chasing our Dream b/c We’re Not Getting Any Younger (Calico Skies Sailing, Ep. 135)

Our last days cruising in the amazing San Blas Islands will prove to be THE best yet! Two months behind us in this pristine cruising ground has meant beautiful anchorages with good holding and protection, white sand and turquoise water for days and palm trees swaying in the breeze. We would stay for...
Mom PLEASE Don’t Watch This 😂..The Multiple Ways Hanging with Plukky almost got me killed (Ep. 134)
Calico Skies Sailing

Mom PLEASE Don’t Watch This 😂..The Multiple Ways Hanging with Plukky almost got me killed (Ep. 134)

Why don't I want my Mom to skip this one? It starts out innocently enough with a bonfire in the new spot we sailed to last time - A gorgeous beach in the beautiful San Blas Islands, Panama. We're here with friends on Delos and Plucky of Sailing into Freedom, plus Andi & Charli. We'...
Is Every Sailing YT Channel in the San Blas? Racing Delos & Plucky! (Calico Skies Sailing, Ep. 133)
Calico Skies Sailing

Is Every Sailing YT Channel in the San Blas? Racing Delos & Plucky! (Calico Skies Sailing, Ep. 133)

We’re sailing to a new island here in San Blas, Panama to check out a new spot with our buddy boat s/v Delos - Our ‘routine’ while cruising here. We recently added friends Andy & Charli to the mix (friends since the TTYC days) and today we’re adding our friend Plucky on s/v Sailing into Freedom....
Are we lonely in this life? (Calico Skies Sailing 132)
Calico Skies Sailing

Are we lonely in this life? (Calico Skies Sailing 132)

A question we are often asked is if we are lonely living and traveling full-time on a sailboat? Is it difficult to be without family and a grounded community?? In our experience the sailing community has been one of the biggest draws to this lifestyle, as they say friends are the family you choose! ...
WeBoating
Logo
Shopping cart