Sea Dog Sailing, Inc.'s Mission Statement: Sea Dog Sailing, Inc. teaches and sails not only throughout the Caribbean chain but also throughout other exciting venues in the world including Spain, Croatia, Corsica, French Riviera, Greece and more.
For learning venues and classes please go to our "Learning Schedules page" for our calendar on all teaching classes.
Fantasy Sail Trips Check out our Fantasy Sail Trips! Join us in the beautiful British Virgin Islands for a cruise-n-learn vaction where you will enjoy the fun and excitement of cruising while learning how to sail or improving on your current sailing skills. Come have fun and get ASA Certified at the same time!

Sea Dog Sailing Winter Newsletter 2014

Grand Harbor - Valletta September 2014
A Malta sailing vacation unfolds in a wondrous part of the Mediterranean. The complex history of Malta is almost impossible to comprehend. Malta's history is one of conquest and colonizers. It's strategic position in the Mediterranean, in between Europe and Africa, half way Gibraltar and the Middle East made it a perfect stronghold for the consecutive colonizers. The Phoenicians, the Romans, the Arabs, the Angevins, the Aragonese, the Knights of Saint John and the British were amongst them - all with just one goal: to control the middle of the Mediterranean.
Traces of these cultures can still be found in Malta. Phoenician tombs are still quite numerous throughout the island. The Roman Villa and several Roman and early Christian catacombs in Rabat can be visited. The ancient city of Mdina bears traces of its Arab past (as does the place name itself). The capital city of Valletta is an open history book on the era of the Knights of St. John. And the British influence is obvious as well: left hand driving, British phone booths, it's all there! Sailing in and around Malta is like stepping back in time. Diverse culture, history, food and more is an every day discovery on a sailing trip through Malta. Join us on this very special trip!
NEW ZEALAND 2016.... Mark your calendars NOW 2595.00 per person based on dbl occ
No place on earth is like New Zealand - No where! Join us in the north of the north island - Bay of Islands and experience some of earth's most spectacular and challenging sailing!
Changing winds, rugged coastline, big
tidal changes and breathtaking scenery! This trip will sell
out so do not wait.........just call or email Stacey
for more deets! Optional trips and tours to and from Auckland
will be arranged by Stacey as well - interested? Just email her
with questions!
Congrats Stacey!
Stacey Brooks Connolly - Owner of Sea Dog Sailing
Inc has been elected to and accepted by the Womens
Presidents Organization - a professional women's
organization for women corporate and business
leaders in businesses with a minimum of 1M in
annual gross revenue. Congrats Stacey!!!!!
PAROS GREECE - SAIL THE GREEK ISLANDS SOLD OUT! Three boats and Three weeks of fab Cyclades Sailing!
SOLD OUT! Join us for a sail & cultural trip of a lifetime! Sat Sept 5 - Sat Sept 12, 2015 2195.00 pp double occupancy 50 Foot Yacht out of Paros, Greek Islands Sail Paros, Sifnos, Serifos and Syros with us....
Sail the Greek Islands with us......we will offer you challenging
sailing; beautiful scenery; amazing food and wine and warm, lovely
people! Come experience one of the best sail trips in the world! Enjoy
time before or after in the Cyclades islands...we wont be far from
Santorini and Mykonos as well as the smaller island of Folengandros!
Call Stacey today for deets - don't miss the boat - this trip WILL SELL
Sailing with My Staff! BVI 2014
What a wonderful sailing experience with my amazing staff! I love you all..........thanks for making my life so wonderful and for just being great peeps! Time for a card game!
NOMINATED FOR NATIONAL SAILING HALL OF FAME Sea Dog Sailing, Inc Captain Stacey Connolly
Thanks for the numerous nominations this year from students, customers and friends of Sea Dog Sailing, Inc.
We are so honored by the numerous votes and compliments we received during the nominee induction period this year. It would be a great honor to be inducted however just knowing we have so much support is wonderful for us. Thank you!!
SAIL CROATIA 2013 WOW!!! What a trip!!! Thanks to you all for making our month sailing along the Dalmatian Coast so amazing!!!!
"The Jewel of the Adriatic"
A month of sailing with old friends and making some new ones along the way.....sailing Croatia was full of adventure, fun and fantastic times. Thanks to you all for being such amazing people in my life! Love, Capt Stacey
Lost a dear friend and inspiration to me this month.......Bob you influenced my life.
I lost a dear dear sailing friend last week......I met Capt Bob Evans many moons ago and to some extent he change my life. I pursued my passion of sailing and for better or worse sometimes it totally changed my life in many ways. I continued on to sail because of him, managed a club, became an instructor and USCG captain, bought boats, sold boats, bought his sailing company which has been mine for almost 15 years - its really hard to fathom. He brought so many of us together and for this we should all be happy and thankful. We have shared many many sailing adventures together - some fun, some scary as hell, some breathtakingly gorgeous, some adventurous - but ALL amazing in their own amazing way. He has moved on to the big ocean in the sky and somehwere I know bob is holding a beautiful glass of wine, watching the sunset on the water and reflecting on what a kick ass life he had. We love you Bob......keep on sailing. Love, Capt Stacey
ITALY SAIL 2011 - Wow a big thanks to you all! What a great month!
We sailed to the Aeolian Islands out of Palermo, Sicily in the south of Italy. The people were amazing, friendly and warm. The food and wine superb. A big thanks to you all; please send me pictures for the website!
St. Barts, Anguilla & St. Maarten April 2011
Another fantastic trip to the French West Indies....
Thanks to all of you who helped make it such a fabulous trip...we had many adventures and new discoveries on this trip. Awesome sailing, French food, wine, swimming off of Tintamarre and seeing the bucket race (over 100 foot)yachts in St. Barts just a few of the highlights.
February 2011 Caribbean
Thanks for a great trip....return students and new!! Love you guys!
Another great Caribbean season....good wind, sun and not only meeting new friends but return students from Canada, Boston and England. Thanks! And See you guys in Italy!
Bora Bora Bloody Mary's
Thanks to you all for an amazing sail through French Polynesia...Raietea, Bora Bora and Tahaa!
November 2008
Dear Captain Stacey & Captain Mike,
When we arrived on Tortola to join Seadog Sailing I had been away from the sport for over twenty years and my husband had only sailed one day, on our honeymoon in St. Lusia. That one day had hooked us, we wanted our own boat, but we knew we had a hell of a lot to learn before we set off on our own. I can't tell you how impressed we where with our week aboard. Your enthusiasm, instruction and guidance made us want to learn more and more, to get up earlier and to sail longer. We not only learned how to sail, but how to sail safely. For me it was a great confidence boost - I had not forgotten how to sail! And my husband was a natural. We can't stop talking about our trip, and would highly recommend Seadog sailing to anyone who wants to learn to sail safely and with confidence! Thank you for an amazing week with a fantastic group of people!
Katie Maloney & Tom Chaimovich
Fair winds and happy skiing - from Maine!