Sailing Southern Charm

Sailing Southern Charm Crewed Sailing vacations for up to 3 couples. Available in the US Virgin Islands and occasionally other Caribbean locations.

Turning sunsets into memories! BONUS…… we saw the green flash! The time is now! DON’T WAIT. Book the trip!A few weeks st...
24/03/2025

Turning sunsets into memories! BONUS…

… we saw the green flash!

The time is now!
DON’T WAIT. Book the trip!
A few weeks still left available this season!
Now booking 2026!

Follow our charter adventures at or DM us for more info on chartering!

This last minute charter referral was one of our best trips! Could it be because they are from Arkansas? 🐗 We absolutely...
09/11/2024

This last minute charter referral was one of our best trips! Could it be because they are from Arkansas? 🐗 We absolutely LOVE spending the week getting to know people from all over. What a fantastic job we have!

The time is now!
DON’T WAIT. Book the trip!
A few weeks still left available this season!
Now booking 2026!

The only thing we like better than talking about food is EATINGThe time is now! DON’T WAIT. Book the trip!A few weeks st...
07/11/2024

The only thing we like better than talking about food is EATING

The time is now!
DON’T WAIT. Book the trip!
A few weeks still left available this season!
Now booking 2026!

Follow our charter adventures at or DM us for more info on chartering!

Grenada. We love you! You have been a safe haven for sailors for many years. I will never forget the feeling of seeing y...
02/07/2024

Grenada. We love you! You have been a safe haven for sailors for many years. I will never forget the feeling of seeing your lush shores as Kevin and I and crew roll in after days offshore. Your friendly and welcoming spirit keeps sailors all coming back year after year. The safety, rest and restoration we have experienced there are second to none. We are crushed at the devastation we have seen. We pray your recovery is swift and complete.

Much Love, the Kings!

My name is RJ Portmann. I am a professional sailing captain throughout t… Robert Portmann needs your support for Support RJ's Relief Efforts in The Grenadines

DOUBLE TAP IF YOU WOULD LIKE TO OPEN YOUR BLINDS TO THIS IN THE MORNING. 🌊☀️🏝️The time is now! DON’T WAIT. Book the trip...
22/08/2023

DOUBLE TAP IF YOU WOULD LIKE TO OPEN YOUR BLINDS TO THIS IN THE MORNING. 🌊☀️🏝️

The time is now!
DON’T WAIT. Book the trip!
Now booking 2024.

Follow our charter adventures at or DM us for more info on chartering!

18/08/2023

As the saying goes, WHATEVER FLOATS YOUR BOAT

and if that happens to be an owner operated 50 foot luxury catamaran sailing through the Virgin Islands taking you to all THE spots while keeping you well fed and well rested, then look no further!

The time is now!
DON’T WAIT. Book the trip!
Now booking 2024.

Follow our charter adventures at or DM us for more info on chartering!

We are SEA-rious about snorkeling! Southern Charm has you covered for all your snorkeling needs.The time is now! DON’T W...
26/06/2023

We are SEA-rious about snorkeling!

Southern Charm has you covered for all your snorkeling needs.

The time is now!
DON’T WAIT. Book the trip!
Now booking 2024.

Follow our charter adventures at and https://www.facebook.com/sailingsoutherncharm or DM us for more info on chartering!

HONESTLY! The very BEST day we have had in a long BVI while! Anegada is rich with adventure!
26/06/2023

HONESTLY! The very BEST day we have had in a long BVI while! Anegada is rich with adventure!

The BUBBLY POOL was rocking for our guests! What a blast we had with this group! Looking forward to seeing them again ne...
17/06/2023

The BUBBLY POOL was rocking for our guests! What a blast we had with this group! Looking forward to seeing them again next season!

23/04/2023
Sailing, Hiking, eating tacos while floating. Just another day here in the USVI. ⛵️🥾🌮
21/04/2023

Sailing, Hiking, eating tacos while floating. Just another day here in the USVI. ⛵️🥾🌮

612 likes, 7 comments - A S H L E Y • W E S T ☀️ () on Instagram: "Having the worst time…cant you tell?! 🤣 "

Day ✌🏻
20/04/2023

Day ✌🏻

176 likes, 3 comments - A S H L E Y • W E S T ☀️ () on Instagram: "How could one NOT live, laugh, love in these conditions?! On ☁️ 9 atm… "

Address

Road Town

Alerts

Be the first to know and let us send you an email when Sailing Southern Charm posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Sailing Southern Charm:

Share