Watch Sailing & Boating Adventures Around the World tagged “Sailing costa rica”
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 1-24 of 35 results
Sailing Costa Rica’s Pacific Coast
After sailing La Paz, Mexico, we head to Costa Rica to sail with friends Nicky and Peter aboard their Beneteau First 50, Resolute. We sail south down the Pacific coast for 8 days to Golfito, before departing to fly back to our boat in Seattle.
Journey to the most protected bay in Costa Rica | Sailing Sitka Ep 153
In this episode of Sailing Sitka, Jay and Kenna sail the squally and sloppy seas from Quepos to Golfito, down the pacific costa of Costa Rica. After having numerous encounters with rolley anchorages, we finally make landfall in a bay that is often mistaken...
The real ups and downs of budget cruising | Sailing Sitka Ep 152
Jay and Kenna sailed off from Victoria BC, Canada two years ago and have been sailing south ever since. Now, in the luscious lands of Costa Rica, they experience both the highs and lows that come with sailing and cruising offshore.Thank you for watching an...
Cruising Costa Rica on a 41′ Sailboat | Sailing Sitka Ep 151
In this episode of Sailing Sitka, Kenna and Jay sail from Bahía Ballena to Quepos on the pacific coast of Costa Rica.
THIS is why we sail offshore. | Sailing Sitka Ep 150
In this episode of sailing sitka, we sailed to Bahía Ballena here on the pacific side of Costa Rica. After some squally and rough seas, we were more than grateful to be anchored in such a postcard worthy anchorage. It really puts it into perspective exact...
A fast and rough passage to paradise | Sailing Sitka Ep 149
In this episode of sailing sitka, we leave Mata De Cana anchorage in Bahia Culebra to sail 125 NM to Bahia Ballena, here in Costa Rica. On this passage we expeirence wet squalls followed by wind gusts allowing our 1976 Cheoylee sailboat to surf down waves ...
Realities of sailing no one wants to talk about | Sailing Sitka Ep 147
In this episode of sailing sitka, we escape the wet and wild anchorage of Playa Del Coco to sail to a much more secluded and calm bay here in Costa Rica. We discuss the truths behind boat life and just how difficult the sailing lifestyle can be at times......
Can we escape this rolley hell? | Sailing Sitka Ep 145
In this episode of sailing sitka, we are anchored in San Jaun Del Sur, the southernmost port in Nicaragua. As much as this anchorage was suggested by multiple friends, it turned out to be the second rolliest anchorage we've ever experienced on the pacific ...
Sailing to the REMOTE ISLAND that inspired JURASSIC PARK
Behold the actual island that inspired Michael Crichton's book Jurassic Park! Jacques Cousteau also said this is the 'most beautiful island in the world." This adventure is not to be missed! Help us raise $$$ for school supplies for Cuba! GoFundMe has can...
A CREW THAT SHOWERS TOGETHER, STAYS TOGETHER!! – Episode 200!!
We FINALLY clear out of Costa Rica and sail up towards Nicaragua, where Colin has a small lot of land tucked away in a small surf town paradise. And as usual the crew have a LOT of fun along the way, including surf, pranks, and rain showers! SV Parlay is ...
ALL ALONE and NAKED on my yacht! – (Episode 199)
It is our final few days in Costa Rica, and all the crew go for one last night out in Coco beach, leaving the captain all alone to be as free as a bird! SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has starte...
We have been STRUCK by lightning AGAIN!!! – (Episode 192)
We have been struck by lightning for the second time in 2 years. Costa Rica is renown for its lighting in wet season, and sure enough, 3 boats got struck on this fateful night. The first time we got struck was in Panama 2 wet seasons ago, so the boat has h...
CRAZY OFFSHORE SAILING EXPERIENCE FOR THE CREW 😲 – Episode 188
A last minute decision means I will have to leave the boat in Costa Rica. So we go for one last sail, and what an extreme sail it was!! SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has started sailing around ...
WHAT A FREAKIN DISASTER!!! Boat flips in big surf – Episode 187
Disaster strikes as our buddy boat flips their dinghy in big surf at Ollie's point in Costa Rica. It has a center console, and a 30Hp 4-stroke outboard, so flipping it and getting the motor going again is no easy task... Plus later that evening we go to a ...
We have NEVER done this on the boat before!! – Episode 186
We have an exciting episode this week as we do something we have never done before on the boat! This got the whole crew excited so we invited everyone around for a big boat party here in Costa Rica.... SV Parlay is a hurricane damaged Lagoon 450 catamaran...
FINDING $4,250!! + crazy surf rescue caught on our drone… (Episode 185)
In this episode I make a crazy discovery which has me walking away with over $4k cash! But we then sail to Witches rock, Costa Rica, where one of our crew has a very scary incident in the surf, which was a sturdy reminder for all of us to NEVER underestima...
WHAT HAPPENED TO MY NAVY SEAL BUSINESS PARTNER??? – Episode 184
In this episode, my former navy seal business partner Ben shares why and how we went our separate ways as business partners... SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has started sailing around the world...
MEET MY NEW FRIEND FROM WHITE SPOT PIRATES! – Episode 182
We meet Nike, from the YouTube channel @WhiteSpotPirates where she shows us some of the amazing things she has been doing about plastic pollution in our oceans... To follow Nike on her journey you can find her on: Youtube: @WhiteSpotPirates Instagram: @i...
INSPIRATIONAL TRIPLE AMPUTEE SAILING AROUND THE WORLD…
This is the story of Craig Wood, the triple amputee who lost both legs and an arm in Afghanistan, and decided not to let his disability stop him from achieving his goal, to sail around the world. If you want to follow him on instagram or Facebook, you can ...
WE LET A RANDOM 14 YEAR OLD DRIVE PARLAY!! – Episode 179
After clearing in to Costa Rica, we waste no time in setting sail to Matapalo, an epic little surf spot in the southern end of the country. Here we meet Ben, a 14 year old boy who had been surfing with us, who we invited onto the boat to spend the afternoo...
MAKING THE MOST OF WET SEASON BABY!! – Episode 178
As we finally clear into Costa Rica, we get hit with the reality of it being wet season here! But the girls make the most of a bad situation, as we get settled into Bahia Golfito Marina. SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin r...
SAILING OUT OF PANAMA AFTER 2 YEARS OF REPAIRS!!! – Episode 177
The time has come for us to finally sail out of Panama and head north! It has been a grueling 2 years of repairs including bulkhead repairs and suffering lightning damage, but we manage to clear out of Boca Chica, ready to head to Costa Rica!! SV Parlay i...
SNEAKING ONTO A PRIVATE ISLAND off the coast of PANAMA – Episode 173
As we continue to sail up towards Costa Rica from Panama, we come across a beautiful private island in the Coiba region.... and just cant help ourselves... SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has sta...
From Rocky Anchor Life to Marina BLISS- My first Shower in 96 DAYS 😮 (CS Sailing Ep.146)
This episode begins with a recap of the challenges faced while sailing in Costa Rica. While we loved Costa Rica as a country maybe next we will come back without the boat 🙃. We faced many rolly anchorages, rapidly changing weather conditions, and expens...
Something AWESOME is coming!
Be the FIRST to know⛵
Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!
We don’t spam! Read our privacy policy for more info.