Xander

@xander

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6kts

Last update: Apr 21, 2025 7:23 PM

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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! 🤙🏼⛵️

Bahia de San Juan, San Juan, PR, USA • Apr 14, 2025

Distance

32.4nm

Avg. speed

3.7kts

Duration

8h 47m

Sonda de Vieques, PR, USA • Apr 13, 2025

Distance

2.3nm

Avg. speed

4kts

Duration

34m

Morning trip

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 🤤

Sonda de Vieques, PR, USA • Apr 12, 2025

Distance

14.8nm

Avg. speed

4.9kts

Duration

3h 3m

CULEBRA to Puerto Rico

Sonda de Vieques, PR, USA • Apr 11, 2025

Distance

10.7nm

Avg. speed

4.1kts

Duration

2h 36m

Caribbean sea, PR, USA • Apr 10, 2025

Distance

5.6nm

Avg. speed

4.8kts

Duration

1h 10m

Cano Quebrado, Culebra, PR, USA • Apr 9, 2025

Distance

5.6nm

Avg. speed

4.5kts

Duration

1h 15m

FINALLY Leaving the Virgin Islands!!

Caribbean sea, PR, USA • Apr 11, 2025

Distance

19.4nm

Avg. speed

5.4kts

Duration

3h 35m

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 🤘🏼

Harbor of Charlotte Amalie, British Virgin Islands • Apr 8, 2025

Distance

9.4nm

Avg. speed

5.1kts

Duration

1h 50m

Virgin Islands National Park, Island subdivision not defined, United States Virgin Islands, USA • Apr 7, 2025

Distance

6.5nm

Avg. speed

3.2kts

Duration

2h 3m

ODYSSEY Sailing Festival Day 6 🤘🏼

North Atlantic Ocean • Apr 6, 2025

Distance

4.8nm

Avg. speed

6.5kts

Duration

44m

REGATTA DAYYYYYY - Super fun little race to Great Harbor! Managed to keep up with these big catamarans 😂

North Atlantic Ocean • Apr 5, 2025

Distance

4.4nm

Avg. speed

4kts

Duration

1h 6m

ODYSSEY Sailing Fest - Day 4

Cane Garden Bay • Apr 4, 2025

Distance

22.6nm

Avg. speed

6.7kts

Duration

3h 22m

Amazing downwind sail to Cane Garden Bay, Tortola 🤘🏼

UPWIND sail with Odyssey Sailing Festival 🤘🏼

North Atlantic Ocean • Apr 2, 2025

Distance

19.1nm

Avg. speed

5.7kts

Duration

3h 22m

Burying the rails for about 3 hours on an awesome sail following the Odyssey Sailing Festival Skippers! Rafted up and having an awesome time!!

North Atlantic Ocean • Apr 2, 2025

Distance

8.3nm

Avg. speed

3.8kts

Duration

2h 11m

Morning trip

Tortola • Mar 31, 2025

Distance

7.8nm

Avg. speed

4.4kts

Duration

1h 47m

Virgin Islands National Park, Island subdivision not defined, United States Virgin Islands, USA • Mar 30, 2025

Distance

4.9nm

Avg. speed

5.3kts

Duration

55m

Christmas Cove, United States Virgin Islands, USA • Mar 29, 2025

Distance

6.4nm

Avg. speed

3.6kts

Duration

1h 47m

East Gregerie Channel, United States Virgin Islands, USA • Mar 22, 2025

Distance

6.1nm

Avg. speed

5.3kts

Duration

1h 9m

Caribbean sea, United States Virgin Islands, USA • Mar 22, 2025

Distance

4nm

Avg. speed

4.7kts

Duration

51m

Virgin Islands National Park, Island subdivision not defined, United States Virgin Islands, USA • Mar 22, 2025

Distance

36.1nm

Avg. speed

3.1kts

Duration

11h 43m

Christiansted Harbor, United States Virgin Islands, USA • Mar 17, 2025

Distance

36.4nm

Avg. speed

4.3kts

Duration

8h 25m

Christmas Cove, United States Virgin Islands, USA • Mar 16, 2025

Distance

2.8nm

Avg. speed

5.4kts

Duration

31m

Night trip

Christmas Cove, United States Virgin Islands, USA • Mar 7, 2025

Distance

17.6nm

Avg. speed

1.8kts

Duration

9h 59m

Round Bay, Island subdivision not defined, United States Virgin Islands, USA • Mar 4, 2025

Distance

12.3nm

Avg. speed

4.5kts

Duration

2h 43m

Leinster Bay, Island subdivision not defined, United States Virgin Islands, USA • Mar 3, 2025

Distance

2.5nm

Avg. speed

5.9kts

Duration

26m

Cinnamon Bay, Island subdivision not defined, United States Virgin Islands, USA • Feb 28, 2025

Distance

5.8nm

Avg. speed

3.1kts

Duration

1h 51m

Night trip

Virgin Islands National Park, Island subdivision not defined, United States Virgin Islands, USA • Feb 27, 2025

Distance

6nm

Avg. speed

3.1kts

Duration

1h 57m

Morning trip

Christmas Cove, United States Virgin Islands, USA • Feb 24, 2025

Distance

7.7nm

Avg. speed

4.2kts

Duration

1h 49m

East Gregerie Channel, United States Virgin Islands, USA • Feb 19, 2025

Distance

7.1nm

Avg. speed

4.8kts

Duration

1h 28m

FIRST OFFSHORE trip was a Success 🙌🏼🤩

Northside, St Thomas 00802, USVI • Dec 20, 2024

Distance

1 206.3nm

Avg. speed

4.8kts

Duration

10d 9h

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

Pasquotank County, NC, USA • Nov 21, 2024

Distance

37.3nm

Avg. speed

3.4kts

Duration

11h 2m

GORGEOUS DISMAL Swamp 😍🌅

•

LONGEST Voyage, and the start of far more

Carteret County, NC, USA • Nov 22, 2024

Distance

750.7nm

Avg. speed

8.5kts

Duration

3d 16h 17m

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😂)

•

🌬️FLYING Down the DelMar Coast ⛵️

Hampton, VA, USA • Nov 14, 2024

Distance

154.5nm

Avg. speed

6.7kts

Duration

23h

@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 🤪🤘🏼

First Offshore Leg Towards Caribbean!

Lower Township, NJ, USA • Nov 13, 2024

Distance

233.5nm

Avg. speed

2.3kts

Duration

4d 7h 5m

@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 🌟🌠

Newport, RI, USA • Nov 11, 2024

Distance

46.5nm

Avg. speed

6.6kts

Duration

Onset to Newport!

Trip Aloft While Underway

Wareham, MA, USA • Nov 5, 2024

Distance

25.9nm

Avg. speed

6.5kts

Duration

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!

•

Leaving Boston in November!!! 😂😅

Plymouth, MA, USA • Nov 2, 2024

Distance

35.1nm

Avg. speed

5.3kts

Duration

6h 36m

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 🤞🏼

Boston, MA, USA • Oct 11, 2024

Distance

98.8nm

Avg. speed

6.6kts

Duration

15h

We Lost Our Dinghy 😢

SPLASH DAY 2.5 Months Later 😅

South Portland, ME, USA • Oct 11, 2024

Distance

0.1nm

Avg. speed

0.1kts

Duration

After 2.5 long months on the hard, (emphasis on HARD), I finally splashed Bouboulina, and boy was it an emotional day! @HolidayinMaine and I put in hundreds of hours getting her ready for our trip to the Caribbean, and the Pacific in Spring of 2025 🤘🏼

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Arriving in San Blas with @Drommeisitge

Panama • Sep 19, 2024

Distance

65nm

Avg. speed

5.9kts

Duration

11h

After connecting with @Leonoravalentin and @Sisseltherkildsen year ago, just before their Atlantic crossing, we finally found a window for us to get together! I flew to Panama City, and after 6 hours of winding jungly roads, and pounding into waves on a small skiff for an hour, I finally got aboard Lulu Tao, and was greeted with amazing people, and some of the most gorgeous islands I’ve ever seen!! Follow along for the rest of the journey around San Blas 🤙🏼🏝️🌅

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Welcome home to @HolidayinMaine

Portland, ME, USA • Jul 17, 2024

Distance

5.1nm

Avg. speed

1.1kts

Duration

4h 40m

Had a little welcome home sunset sail with @HolidayinMaine Dude was back in the water within 28 hours of arrive back from a 2800 mile cross country road trip out West! Can’t keep a sailor from the sea 🌊⛵️