Sail Stillwater - Invidious

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!

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9:44

We found beach bar paradise! The British Virgin Islands

Sail Stillwater

Shared 1 week ago

3.4K views

1:03:37

Living the dream in Bonaire! 1 SAILING charter at a time

Sail Stillwater

0 views

11:31

Your next vacation should be a SAILING CHARTER! Here's why.

Sail Stillwater

Shared 4 weeks ago

2.6K views

19:25

New England sailing adventure! Hoist the Maine!

Sail Stillwater

Shared 1 month ago

759 views

1:08:00

The Charter Captain everyone wants, in the BVI

Sail Stillwater

Shared 1 month ago

816 views

13:27

Been to the BVI? Sail these islands next!

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Shared 1 month ago

800 views

47:21

SAILING VIRGINS. The best sailing courses on the planet!

Sail Stillwater

Shared 2 months ago

188 views

44:41

Sailing the North Atlantic. The reality of sailing offshore

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Shared 3 months ago

2.5K views

57:32

Thinking about sailing Croatia? Watch this first

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0 views

24:27

Preparing to sail the North Atlantic. Bermuda to New England

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Shared 4 months ago

1K views

8:15

Which dream vacation is right for you? Here is ours!

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Shared 5 months ago

682 views

9:14

Skippering our first sailing regatta in Antigua

Sail Stillwater

Shared 5 months ago

347 views

31:35

Charter Chat Podcast #4. Joe Rust/Chasing Bubbles Foundation-sailing regattas

Sail Stillwater

Shared 6 months ago

239 views

14:53

Ultimate SAILING Itinerary for Antigua

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Shared 6 months ago

1.4K views

29:48

Charter Chat #3. Elite Catamaran Charters w/Lisa Nichols

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Shared 6 months ago

310 views

28:23

Sailing in Paradise | Chasing Bubbles Regatta- Antigua

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Shared 6 months ago

876 views

52:49

Charter Chat Podcast episode 2. Learning the ropes w/William Cox. Sea Ox & Co

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0 views

17:09

The MUST DO excursion in Antigua!

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Shared 7 months ago

1K views

9:51

CATAMARANS: All the same? Here is the BEST!

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Shared 7 months ago

1.7K views

43:08

Charter Chat Podcast episode 1. Why the BVI? w/ Alex Cena

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Shared 7 months ago

585 views

16:47

Caribbeans best PIZZA and snorkeling spots. Day 6 & 7

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Shared 7 months ago

902 views

22:33

We Weren't Prepared for This. Virgin Islands day 5

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Shared 8 months ago

943 views

8:40

Sailing from St Croix to Culebra. USVI-SVI Day 4

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Shared 8 months ago

455 views

12:59

Best beach to visit in the Virgin Islands. Sailing adventure day 3

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Shared 8 months ago

1.1K views

12:56

Our Channel Gets a Complete Overhaul! Here's why!

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Shared 8 months ago

789 views

11:21

Sailing St. John to St. Croix. Big swell and big fish on day #2!

Sail Stillwater

Shared 8 months ago

666 views

9:01

You're sailing the WRONG Virgin Islands. Our VI trip, day 1!

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Shared 8 months ago

1.1K views

5:56

The Ultimate Gift guide. The things they REALLY want!

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Shared 9 months ago

233 views

1:11:50

The most underrated sailing itinerary in the Caribbean! The USVI and SVI

Sail Stillwater

Shared 9 months ago

11K views

7:38

Our favorite catamarans from the Annapolis Sailboat Show!

Sail Stillwater

Shared 9 months ago

425 views

26:22

Bucket list: visit all 50 states! Only 6 left!

Sail Stillwater

Shared 9 months ago

314 views

6:47

BVI mooring ball failure = DISASTER!

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Shared 10 months ago

20K views

12:11

Inside the Annapolis Sailboat Show 2025.

Sail Stillwater

Shared 11 months ago

1.1K views

12:25

World's largest sailboat show. We're going!

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Shared 11 months ago

761 views

26:58

7 night BVI itinerary (where you should go)

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Shared 11 months ago

24K views

9:26

Before we sail. Boat prep & provisioning

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Shared 1 year ago

1.8K views

17:12

36 hours in St. Thomas. Best things to do!

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Shared 1 year ago

1.9K views

14:58

Tour the Bali 4.8. Luxury charter catamaran in the BVI

Sail Stillwater

Shared 1 year ago

6.4K views

7:08

We've been hiding the truth! Sailing is HARD WORK!

Sail Stillwater

Shared 1 year ago

668 views

11:09

Sailing trip? Here’s what to pack!

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Shared 1 year ago

3.6K views

6:10

Credit Card Captains (FAKE it till you SINK it!)

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Shared 1 year ago

1.9K views

6:30

Sail more, spend less! 6 tips to bareboat on a budget

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Shared 1 year ago

5.2K views

16:08

No sails, just sunshine! Relaxing at the Hilton La Romana

Sail Stillwater

Shared 1 year ago

3.3K views

50:47

Our longest sail yet! Puerto Rico to the DR in 8 days.

Sail Stillwater

Shared 1 year ago

1.3K views

6:06

EPIC sailing! But first, Puerto Rico!

Sail Stillwater

Shared 1 year ago

273 views

11:23

How these YouTubers inspired us (and why you should watch them too)

Sail Stillwater

Shared 1 year ago

453 views

9:31

Saba Rock in the British Virgin Islands! Amazing rebuild after Hurricane Irma

Sail Stillwater

Shared 1 year ago

2.8K views

7:47

The Soggy Dollar Bar on Jost Van Dyke, in the British Virgin Islands. Voted best in the Caribbean!

Sail Stillwater

Shared 1 year ago

22K views

8:07

Why is everyone mad about Boatyball?

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Shared 1 year ago

3.3K views

17:22

Margaritaville resort Fort Myers Florida review

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Shared 1 year ago

10K views

17:07

Exploring Bimini Bahamas. Things to do (including scuba diving with SHARKS)!!!

Sail Stillwater

Shared 1 year ago

13K views

1:13:15

Exploring the British Virgin Islands by boat. Why this trip should be on your BUCKET LIST!!!

Sail Stillwater

Shared 1 year ago

38K views

15:15

Sailing the BVI. Willy T and the Indians

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Shared 1 year ago

3.7K views

17:13

Sailing the BVI. North Sound Virgin Gorda

Sail Stillwater

Shared 1 year ago

13K views

9:51

Sailing the BVI. Setting sail for Cooper Island

Sail Stillwater

Shared 1 year ago

3K views

7:29

Best BVI beach bar! Nigel's boom boom beach bar. Things to do on Tortola!

Sail Stillwater

Shared 1 year ago

6.2K views

12:09

Sailing the BVI. Soggy Dollar Bar on Jost Van Dyke

Sail Stillwater

Shared 1 year ago

9.9K views

11:47

2024 year in review. Thanks for sailing with us! BONUS sneak peak at 2025

Sail Stillwater

Shared 1 year ago

168 views

9:45

Sailing the BVI. Seeking shelter (& RUM) at Foxy's

Sail Stillwater

Shared 1 year ago

3.4K views

15:47

Sailing the BVI. The Baths National Park on Virgin Gorda

Sail Stillwater

Shared 1 year ago

2.4K views