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I have not spent much time on the water. Perhaps to longest has been a ferry ride from Vancouver to Victoria Island.
Longest trip I've ever taken was years ago and just to some of the harbour islands of Boston... about 3 hours on the water on a fairly large tourist ship with a hundred or so people on board.
I've never been on anything bigger than a 30-foot (9-meter) speedboat, and that was for an afternoon. (I nearly died from anaphylactic shock due to sunburn and had to be hospitalized, too.)
Nothing bigger than a motorboat. My uncle used to take us out on the lake when I was a child to watch him and his wife water ski.

However, I was in a sub no longer on the water... my dad, a WW II Navy veteran, once took us to see the U-505, a captured German U-boat, on exhibit at what used to be called the Museum of Science and Industry in Chicago. I rememember it being very dark and cramped inside. The kind of thing you never forget. This was long before they built a special wing to house it indoors. It now has its own webpage. https://www.msichicago.org/explore/whats-here/exhibits/u-505-submarine
A few ferry rides, whale watching tours, and an Alaskan cruise. Did some small sailboat stuff in Boy Scouts, and on friends parents boats. No desire to own a boat. Don't get seasick. One of the whale/seal/Orca trips in Alaska was in rainy choppy weather. Most folks stayed inside with Dramamine, I was on deck with cameras, shooting away. Good times.
I've been through that sub, too, @Joyce Donahue. I use that experience when I describe to my players what it's like to live on a spaceship in my space roleplaying campaign. One of them is a Marine who has served aboard ships. He's the only one who gets how cramped it is.
Lots and lots of boating (my family has owned three, first two powerboats, and then a sailboat).

I was on a submarine someplace, but can't recall the details. Also, definitely on an aircraft carrier (the Intrepid, which is now docked in NYC -- and has one of the space shuttles on it).
I've been on nearly every ferry route in Puget Sound. Mrs. Dean and I once took the high-speed catamaran from Seattle to Victoria BC. Along the way one of the turbines ingested a floating log or branch or something, so they stopped and kept reverse-thrusting that turbine until it disgorged, took about fifteen minutes (or so it seemed). Had me pretty nauseated, the only time I've really been anything like seasick. Been on a few party-boat cruises in Elliott Bay (again, Seattle), the most memorable being a floating music concert by a popular local bar band at the time, Tough Mama. I have partied on the Kalakala, a Puget-famous historical ferry from the past, for a fundraiser to help a (never successful) restoration project. It has since been scrapped.
My Dad, a WW2 Navy Vet, loved the sea. My adoptive mother hated it, adored her pool - which is what they built instead of my Dad getting a boat. Sad. He got a canoe, but used it all of twice. I was with him both times in it. Loved the canoe. We got chased down the Carson River in it by a pair of rather pissed Swans, even. My adoptive mother never touched a paddle. She was the weight in the middle while we worked. I have rather fond memories of riding in a chartered boat from Long Island to Block Island and back...long day wandering around Block Island, and we ran into stormy seas coming back..I slept on a bench on the boat while half the other kids & adults in the group were hanging out on a rear deck getting sick.

My husband Grimm hates the Sea. I've not been in a boat or near the water since. Miss it.
My grandmother's cousin would bring his sports fishing boat down from Marina Del Rey to collect us kids for fishing off the Coronados and landing us in Ensenada, Baja California, Mexico. Dad and Gramps would drive down with Mom and Granny to bring us all home.
Silly me insisted on taking the boat back to San Diego on one trip.
Big mistake.
I loved to swim and was a great swimmer as a kid. My grandparents took us to state parks that featured large lakes. I'd swim across them and back - often a mile or more.
My parents once took the whole family on a cruise up to Alaska. In some ways I would say you can't count being on a cruise liner as being on a boat. They are more of a floating island, and you don't feel much oceanic motion.

I've been on a submarine tour to see the waters around Hawaii.

We lived on the coast at one point when I was growing up. So, I would regularly be on boats for various reasons: fishing boats, recreation boats, transport boats, etc.

When I was younger I didn't get motion sickness. I don't know if the same would be true now.
My cousin and I would regularly swim from the jetty at South Mission to Law Street Beach just South of Tourmaline Surf Park, and run back along the boardwalk, roughly 3 mi / 4.8 km. We were training for Lifeguards or the Fire Dept. My cousin got hired as a firefighter. I didn't even make the Lifeguards.
Apparently I learned to swim when I was 4...I jumped off a diving board, course my Dad was underneath enjoying the over 7ft deep end...(he was 6'4" pools were rarely deep enough for him)..and tho he kept his hands ready underneath me, I doggie-paddled on my own. I was never left alone without a life-vest tied around my waist til I was nearly 10yrs old. I adored swimming, never smoked because it would limit my enjoyment of going under & holding my breath. Note, I was adopted by both parents when I was 2yrs - but while my adoptive Dad WAS a Dad, my adoptive mother was always making us aware that we had been adopted to be their caretakers in the end, not just children. She also hated the sea, but adored pools. I often felt bad that my Dad had to give up his dreams of a boat, so my adoptive mother could have a pool.
i have been on a ship in the Mediterranean.
I have been on several of the cross-Salish-Sea (Puget Sound for westerners) ferries.
I have sailed on a "duck dodge" boat on (Seattle) Lake Union.
I've driven a power boat somewhere in NZ, to tow a water-skier (i tried to ski, but did not get the hang of it).
i have paddled a canoe up the river to Lake Butte de Mors near Oshkosh.
I paddled a boat to rescue a dog that was getting swept away by a river current (we saved her).
I have zero desire to get on a sub.
(Subs are for eating)
I've been on various boats. I'm not sure if I get seasick, but I know that the patch makes me hallucinate. I don't think I'd do too bad in a submarine with decent people. I've spent years alone in a small room in isolation - just don't steal my toothpaste and there won't be any problems.
Oh, I've spent plenty of time paddling a canoe. My grandparents had one, and we'd take it to those lakes I mentioned earlier. Also pedal boats, which were often available for rental. Much fun. 🙂
We kayak often and Fred parents had a boat at a lake in BC. The longest I've been at sea was a 5 day sailing cruise in the Caribbean in the 80s. I booked it before I remembered I get seasick…I got sea sick.
One of the greatest experiences I remember is when my dad took me to see a HUGE Oil Tanker (323.000 Tons).
I do get seasick on rough sea. On a ferry trip Portsmouth UK to Bilbao, we were trapped by a big sea storm. The ship for 2.500 passengers all it could do is head wind with engines on for two and a half days. Some glass windows broke and everybody had to stay in their cabins, restaurants and bars closed. Back to port, the ship had to enter dockyard for repairs. I never ever sailed again.
@Jon Alcibar (main) - I hear that the Bay of Biscay can be quite rough.

I kinda like rough weather on a boat - I have this perverse desire to be on a large ship on a crossing of the North Atlantic in May (when it can get super-dooper rough.)

I was once on a Coast Guard vessel (docked in Monterey, California - just north of the Big Sur coast) that was designed to go into heavy surf on rescue missions. The ship was designed to be able to roll over in the surf - even turn upside down and recover. It had huge motors - it was a very powerful ship. Every station for a person was heavily padded and had restraint belts and webbing. I never saw the crew in their rough weather gear, but I would assume that it included helmets.

Here in California it used to be required of all students that we read the book "Two Years Before the Mast".

https://en.wikipedia.org/wiki/Two_Years_Before_the_Mast
When I went to the city of Kiel the other day for family business I had to go to Laboe, a nearby town that is home to the national memorial site for lives lost in the marine corps.
Having gone there as a kid many moons ago I found it hasn't changed much at all. The original U-boat is still there, this time I went to see the other place nearby.

Image/Photo

Carsten Raddatz (@carstenraddatz@pixelfed.automat.click)
My husband Grimm hates the Sea.
I can't swim, but I still love to listen to it and stick my feet in it!

(was kinda disappointed in Tampa... no roar, just lap, lap)
Seasick, not on a ferry or maritime rescue vessel or any fishing boat tour I took when young.

Notable exception, a narrow miss: boat tour in Türkiye the day the storm died down, but hadn't when the tour started. Handful of passengers found the only captain in the harbour willing to go out to sea for cash. Boat big as a nutshell for max 20, and boy the waves made valleys near the coast deep enough so you only saw the wave peaks around you, no horizon or coastline.

Funny tummy, bordering on "was it a good idea to insist going".

Taking deep breaths we managed, no one got sick. After those long minutes we saw the rugged coast and the site of a now derelict hotel from a James Bond movie.
Never set foot on anything larger than a Channel Ferry or the one that takes train waggons across the Baltic. These felt huge to me, and walking around the thing you do wonder where does that door open to...? And that one?

Wonder if an aircraft carrier would feel different, given you can roam freely on board. Hard to catch one to visit in Euroland. If working on one, I wonder how long it takes to not get lost.