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Bouboulina II
Portland, Maine
I’m a 27 y/o Greek-American boat kid all grown up! I split my year between living aboard in the Aegean and coming back to Maine for school for the first 17 years of my life. Currently cruising the Caribbean on Boubou after 8 years of planning. I have my eyes set on crossing the Pacific in the Spring of 2025!! The dream is coming true, and I’m looking for more crew and I always love making more adventure seeking friends, too! 🤙🏼⛵️
We left a squally and confused sea state in San Juan after narrowly sorting clearance papers and vet visits to leave at a reasonable time. But once we set our sails and pointed our bow towards the DR, everything felt better. We had a sizable 8-10 ft swell with a 6-7s period that kept our autopilot working hard, eventually switching over to the hydrovane. Some people were feeling a bit sick, but all in all we kept ourselves together. Not much sleep, but some incredible sunsets, sun rises, and good times aboard Bouboulina 2 ☺️⛵️
Lovely little downwind sail to Isla Palaminos! Hanging here until I drop off crew on the mainland! We made fresh buns too that reaaaaaaally hit the spot 🤤
After months of exploring the USVIs and BVIs, I finally made my way to Culebra, Puerto Rico. Amazing downwind sailing with the whisker pole out 🤘🏼
REGATTA DAYYYYYY - Super fun little race to Great Harbor! Managed to keep up with these big catamarans 😂
Amazing downwind sail to Cane Garden Bay, Tortola 🤘🏼
Burying the rails for about 3 hours on an awesome sail following the Odyssey Sailing Festival Skippers! Rafted up and having an awesome time!!
My first offshore passage as captain was a challenging and incredibly rewarding voyage. I left Beaufort, NC with 3 crew and one dog, bound for the Virgin Islands, and made landfall after 10 days and 9 hours, 1200+ miles later. We had a mix of conditions, squalls, huge following seas, confused choppy swells. We were becalmed, had drifting days, and some sporty upwind sailing. All in all, it was a hell of a trip 🤘🏼 @gretamcdonald @HolidayinMaine
Wow, what a GEM of passage! If you haven’t checked out the Dismal Swamp in the ICW, you have to!! We were the only ones the whole day, and had the most GLASSY water and 75 degree weather. What a far cry from Maine 🤩 . @HolidayinMaine
After 8 years of dreaming, I finally cast off the lines and left Portland, Maine with a refitted old boat, an amazing crew of friends, and of course, the best puppy dog ever. @HolidayinMaine and I have sailed Boubou 750 miles to Beaufort, NC, where we’ll make our offshore hop to the Virgin Islands. I can’t describe how it feels to be finally going cruising as Captain of my own boat, but it’s absolutely worth the hardship to get here. Stay salty Sea Peeps, and I’ll catch y’all on the water 🤙🏼🧜♂️🧜♀️ We’re looking for crew throughout the Caribbean, so don’t hesitate to reach out 🤘🏼 (We did not sail 750 miles in 3 days, unfortunately😂)
@holidayinmaine and I left Cape May on a calm, moonlit evening and battled some sporty conditions the next morning for the rest of the day. 8-10 foot short period seas with 25 knots off the stern pushed us along around 8 knots with 2 reefs and a bit of genoa! We hit 10 knots multiple times as we surfed down waves 🤪🤘🏼
@HolidayinMaine and I sailed 230 miles in about 2 days!! It was our first offshore sail together on Bouboulina and huge success for us. We are exhausted from 2 on 2 off watch schedules 😅 taking some time to explore and rest in Cape May before heading to Norfolk! 🤘🏼
Made great time to Newport to ride out some strong winds that were building! But we had to bundle up because it’s getting COLD up here 🥶 Beautiful night sail - counted 3 shooting stars myself 🌟🌠
We lost our genoa leech line and it wrapped around our starboard cap shroud, threatening our rig. With 15 knots of wind, and unable to tack or furl while being blown onto a lee shore we had to act fast! @holidayinmaine hoisted me up, while Faye tailed the winch, and Cassie kept watch for other vessels near the busy Cape Cod Canal! Great sail otherwise ;) made it to Onset and stayed the night on the dock to make repairs and rest!
Awesome first leg of many towards the Caribbean! A few issues with new gear, but otherwise a great start to our trip 🙌🏼
We splashed, got the boat rigged with running rigging from Hamilton Marine (big thanks to them for sponsoring us), and took off the next day for Boston! We had an incredible sail down to Boston, with 25 knots on the beam, gusting to 30. Boubou took it in stride with two reefs and half of her Genoa furled. We hit 9 knots, a new record for her!!! Unfortunately, the 6ish foot seas we had did a number on our dinghy, and it broke loose. Had lots of fond memories on Momo, so it was sad to lose it 😔 We’re currently driving to Annapolis for the cruisers awards, and hopefully we’ll win the highfield dinghy 🤞🏼
