Filters
Upload date
Any date
Last Hour
Today
This week
This month
This year
Duration
Any duration
Short (< 4 minutes)
Long (> 20 minutes)
Medium (4 - 20 minutes)
Sort By
Relevance
Rating
Upload Date
View count
Apply!
Videos
Web
[new] Ask 'What's the current year?'
Watch :3
08:27
# 121 Sunny Sailor's life. By Day and After Dark. I love to party! Caribbean Island Fun
1.1K views
•
7 months ago
TheSunnySailor
Download
Open on YouTube :/
Watch :3
07:53
# 118 Solo and Red Skies. Never a good combination for the Sunny Sailor - Caribbean Highs and Lows
2.1K views
•
9 months ago
TheSunnySailor
Download
Open on YouTube :/
Watch :3
13:15
# 123 Climbing a Caribbean Mountain - Did Mount Pelée defeat me? A Sailor's day in Martinique
1.2K views
•
5 months ago
TheSunnySailor
Download
Open on YouTube :/
Watch :3
03:16
REAL TIME UPDATE! The Sunny Sailor is now a SOLO sailor - Sadly - Moving on - Needing your help
3.4K views
•
10 months ago
TheSunnySailor
Download
Open on YouTube :/
Watch :3
06:55
# 119 Going to the BUSH bar. Sailing. Dreaming. And having a good time in the islands
3.3K views
•
9 months ago
TheSunnySailor
Download
Open on YouTube :/
Watch :3
00:36
The Sunny Sailor NEW opening sequence - Solo Female Captain comes out on top!
2.1K views
•
9 months ago
TheSunnySailor
Download
Open on YouTube :/
Watch :3
03:50
# 1 The Crabby Captain and The Sunny Sailor - Buying our boat Ep. 1 - Season 1
3.1K views
•
6 years ago
TheSunnySailor
Download
Open on YouTube :/
Watch :3
01:01
Oaki The Octopus - Sunny Sailor - special relationship of trust - Amazing Sea life - Caribbean
980 views
•
2 years ago
TheSunnySailor
Download
Open on YouTube :/
Watch :3
03:29
Sunny Sailor Boy
15K views
•
0 seconds ago
Luka Bloom - Topic
Download
Open on YouTube :/
Watch :3
04:07
Sunny Sailor Boy - Taken from THE MAN IS ALIVE DVD
71K views
•
16 years ago
Luka Bloom
Download
Open on YouTube :/
Watch :3
03:07
Sunny Sailor Boy
2.1K views
•
0 seconds ago
The Waterboys
Download
Open on YouTube :/
Watch :3
03:07
The Waterboys - Sunny Sailor Boy
10K views
•
12 years ago
Declan McGuinness
Download
Open on YouTube :/
Watch :3
08:59
Sunny Sailor and her little Octopus Caribbean Sailors Amazing Marine Sea Life Animals Creatures
854 views
•
2 years ago
TheSunnySailor
Download
Open on YouTube :/
Watch :3
10:09
# 120 Island Misbehavior - Why did I do that shot? Adventures of a female captain in the Caribbean
1.9K views
•
8 months ago
TheSunnySailor
Download
Open on YouTube :/
Watch :3
05:41
Magical Boat Tour with Captain Coral & Sunny Sailor
5 views
•
2 weeks ago
LOVELY KIDS
Download
Open on YouTube :/
Watch :3
09:39
# 112 Island Gals Get a Little Crazy - Caribbean Fun - Tropical Dreams - Sailboat Living
3.3K views
•
1 year ago
TheSunnySailor
Download
Open on YouTube :/
Watch :3
03:27
Luka Bloom - Sunny sailor boy (HQ)
34K views
•
10 years ago
LMS_HQ
Download
Open on YouTube :/
Watch :3
03:39
Luka Bloom - Sunny Sailor Boy
45K views
•
13 years ago
...in bloom...
Download
Open on YouTube :/
Watch :3
02:51
The Lost Quays - Sunny Sailor Boy
970 views
•
8 years ago
The Lost Quays
Download
Open on YouTube :/
Watch :3
09:58
# 122 Sailing to the land of OOH la la! Caribbean islands on the horizon
1.5K views
•
5 months ago
TheSunnySailor
Download
Open on YouTube :/
Next Page