Sailing from St Croix to Culebra. USVI-SVI Day 4
Book a trip where this was filmed — near Fajardo
Bio Bay Night Kayaking | Laguna Grande, Fajardo 6pm
Sold by Puerto Rico Access Eco Tours
Support Sail Stillwater
At WeBoating.com, we profoundly acknowledge the unwavering dedication that Sail Stillwater invests in crafting each and every video or voyage. Their passion for delivering exceptional ocean content shines through every frame, and it's a labor of love that deserves your attention.
We invite you to watch their captivating videos here and actively engage with their content, including their social media links above. Liking, commenting, and sharing their work goes a long way in fueling their creative fire.
We're also inviting you to explore the gear, sponsorships, and boat partnerships highlighted in the "Sailing from St Croix to Culebra. USVI-SVI Day 4" video description, or directly on YouTube. By engaging with these offerings or purchasing services and items, you directly support Sail Stillwater, their collaborators, and the brands they're associated with.
To ensure you never miss an offshore update, consider visiting their official YouTube Channel to subscribe, like, and join their community directly.
If you have any feedback, corrections, or additional information about Sail Stillwater or their videos, please use the comment form below to share your thoughts with us.
Thank you for being a part of our community and supporting the creators we cherish. Your time and support truly matter!
Day 4 of our Caribbean sailing adventure in the VIRGIN ISLANDS on a bareboat charter through the U.S. and Spanish Virgin Islands!
Today we sail from St. Croix (USVI) to the island of Culebra, Puerto Rico, a favorite stop for cruisers and sailors traveling between the Virgin Islands and Puerto Rico. This offshore passage gives a real look at what it’s like to sail between islands, manage weather and sea conditions, and navigate longer distances on a bareboat charter.
Because we are crossing from the U.S. Virgin Islands to Puerto Rico, we are required to check in with customs upon arrival. We walk through the customs and clearance process in Culebra, share what sailors should expect, and cover important details for anyone planning a similar sailing route or island-hopping itinerary.
After clearing customs, we head to our anchorage in Culebra, get the boat settled, and take in the stunning scenery that makes this area one of the best cruising grounds in the Caribbean. From protected anchorages and clear water to relaxed island vibes, Culebra is a must-visit destination for sailors.
Route: Frederiksted, St. Croix → Culebra, Puerto Rico
Trip: Bareboat sailing charter
Region: U.S. Virgin Islands & Spanish Virgin Islands
Thanks for sailing along with us — don’t forget to like, subscribe, and follow the journey as we continue exploring the Caribbean by sail!
00:00-00:45 Here in the Virgin Islands
00:46-01:22 Sail Stillwater intro
01:23-02:03 Long sail to Culebra
02-04-03:13 FISH ON!
03:14-04:27 Awesome sail
04:28-06:28 Checking into PR
06:29-07:58 Playa Tamarindo
07:59-08:39 Day 5 teaser
#SailingCaribbean #StCroix #Culebra #BareboatCharter #USVI #PuertoRico #SpanishVirginIslands #SailingVlog #IslandHopping #LiveaboardSailing #CaribbeanSailing #SailingLife
Sail Stillwater
Thank you for finding your way to our channel! We are Jillian and Brian from Stillwater, Oklahoma. We are a blue collar couple who enjoy traveling as much as our bank account and busy lives will allow. We love turquoise water, rum, and every place in the Caribbean that we have dipped our toes into. We have a passion for sailing and in our downtime you will find us on a charter somewhere with our friends and family. We started our channel to document our travels and share our love of sailing and travel. We are working hard on our retirement plan to purchase our own catamaran and set sail for the Caribbean! Start our own charter business and supplement our retirement by providing people the opportunity to relax or to live like a modern day pirate on board our boat, while we show them around the paradise we have came to love. I hope we can enjoy an umbrella drink with you sometime in the future. Cheers! https://www.youtube.com/channel/UCBusRK4UPRVsEOzvz3Zpvpw?sub_confirmation=1
Channel Information:
Social Media Links:
Sailing from St Croix to Culebra. USVI-SVI Day 4 Location
- Culebra (18.3214856,-65.2916451)
Latest Episodes from Sail Stillwater
Explore the most recent voyages. Subscribe to the channel to never miss an update!
Sailing charters don’t have to be slow!
In this episode of the Charter Chat Podcast we chat with Jack Karger with Vagabonde Adventures. Jack explains the difference between performance cruising catamarans from production boats, and how the right boat can transform a sailing holiday. Jack shares his journey from an unexpected Atlantic cro...
This sailboat show is more about PEOPLE, than BOATS. Prove us wrong
Brian and Jillian from Sail Stillwater attend the Annapolis Boat Show, connecting with cruising creators, touring new catamarans, and catching up with friends on the docks.
There was a sailing club in our backyard, and we didn’t even know it!
In this video we might just be starting our best sailing adventure yet! We are leaving the Caribbean behind, and joining the Oklahoma State Sailing Club right in our own little community of Stillwater, Oklahoma. As it turns out anyone in the community can become a member, not just college students...
Our best sailing moments changed us. Here’s why!
Join us as we sit down and compile our favorite sailing moments from our sailing adventures into one video. From island hopping in paradise to building miles sailing the North Atlantic, we show you some of our best moments on the water. Our first sailing moment was from our first sailing school ...