Celebrating the holidays on a ship halfway around the world is, unsurprisingly, very different from celebrating at home.

For Winnie, Christmas aboard Viking Sky was quieter, simpler, and shaped by the rhythm of her ship life routine of early mornings, excursions, and plenty of fresh air.

First Impressions at Sea

Winnie’s earliest impression of life on board was the attentiveness of the crew.

“There was someone there to greet us with hors d’oeuvres and champagne when we arrived,” she said. “They immediately guided us through the safety instructions and then right to our rooms.”

She noticed the ship’s calm right away, the cleanliness, the understated décor, and the way Viking approached the holidays. Christmas decorations were present but restrained.

“They were very tasteful and very minimal,” she said. “They set a mood, but it doesn’t really feel like Christmas at home. I didn’t really feel Christmas spirit on the boat—and I didn’t really talk to anyone else who did.”

Winnie's Room

A Very Different Christmas Day

Christmas morning began early. With an excursion planned, Winnie ordered breakfast to her room—and was surprised by just how generous it was.

“I had a big plate of pineapple, a fruit salad, and a beautiful plate of lox with all the trimmings,” she said. “A bagel and coffee. It was much more than I expected.”

After eating a little, she saved the rest for later and headed out for the day’s adventure.

Cozumel: Nature, Contrast, and Perspective

In Cozumel, Winnie joined an excursion that explored the jungle surrounding a large man-made lake built to support the Panama Canal watershed. After a bus ride, the group transferred to small boats and quietly observed wildlife from birds to monkeys, bats, sloths and even a crocodile.

Later, the group visited parts of the city that showed stark contrasts—former slave jails converted into souvenir shops, followed by a drive through a beachfront area lined with high-rise apartments and colorful umbrellas.

“There’s very poor and very wealthy,” Winnie observed. “Not much in between.”

By the time she returned to the ship, the heat and activity had taken their toll, so she went back to her room for a nap.

When she woke up, dinner service had ended. Christmas dinner turned out to be the rest of her breakfast—lox, fruit, and bagel—enjoyed quietly in her cabin. Later, she opened Christmas gifts sent by her children.

Salmon breakfast

“It was an unusual Christmas day,” she said. “But it was fine. It was great.”

Life on Board: What’s Surprised Her So Far

What has surprised Winnie most isn’t the ship itself but rather its people.

“The friendliness of the staff is extraordinary,” she said. “Some of the servers already know my name.”

She’s also been realistic about what hasn’t quite fit her rhythm. Evening entertainment tends toward classical music and starts late.

“By nine o’clock, I’m long gone,” she said. “We’re up early, we’re outside a lot, and the heat really takes it out of me, so I haven’t seen much of the nightlife.”

Instead, Winnie prefers the daily lectures that prepare guests for upcoming ports—giving her context and expectations before stepping ashore.

Unpacking Once—and Letting Go

Living out of one suitcase for what will be months has brought clarity and even an “oops” moment for Winnie.

“You unpack once and realize you brought too much of one thing and not enough of another,” she said. “And horrors of horrors – I left my raincoat at home!”

She’s learned that clothing matters far less than she expected.

“You see everything on a cruise like this,” she said. “There are so many people—you don’t remember what anyone wore the day before so you could literally wear the same thing every day and no one would notice.”

Laundry is easy. The food is good. She’s made friends. And for now, everything feels manageable.

A Trip Meant to Flow

For a journey that spans continents, seasons, and holidays, not having to manage the details matters. Winnie booked her world cruise through Onward Travel, working in partnership with Viking Cruises, so the logistics could fade into the background—leaving plenty of room for the experience itself.

As the ship continues through the Pacific toward Costa Rica, Winnie is settling into the rhythm of life at sea—one port, one lecture, one quiet Christmas dinner at a time.

Up next: Panama Canal, Costa Rica and learning to adapt to the ship’s pace

At 91 years old, Winnie McClennen made a decision that many people never do – at any age. After a year of profound change, she chose to begin again.

In the past twelve months, Winnie lost her husband unexpectedly after a fall. She sold her home. She moved. And somewhere between grief, exhaustion, and closing one chapter of life, she felt the pull to open another.

“I saw the cruise almost by accident,” she said. “I thought, if I’m going to do something like this, I better do it now. I can’t plan for a year or two from now – who knows?”

So she didn’t.

This week, Winnie flew to Fort Lauderdale and boarded the Viking Sky, beginning a 138-day around-the-world cruise with Viking Cruises, visiting 31 countries between December 2025 and May 2026. She’s traveling solo. She’ll turn 92 in January. And this blog will follow her journey – one week at a time.

Winnie Departure

A Journey Born From Change

As departure approached, Winnie felt what many travelers feel before a big trip: apprehension.

“I’m hoping I’m doing the right thing,” she shared. “I’ve had some big changes in my life. This feels like both a closure and an opening.”

Preparing for a journey of this scale was no small task. It took planning, stamina, and resolve. What she packed speaks volumes: photos of her family and her husband, her knitting, her Mahjong card. She’s bringing familiar touchstones into unfamiliar places.

“I’m taking a walker in case I have bad days,” she said. “But usually, I have pretty good days.”

Winnie's Cake

Why This Story Matters

Winnie hopes her travels remind others that curiosity and adventure don’t have an expiration date.

“I hope people feel they don’t have to stop doing things as they get older,” she said. “There’s a world out there, and you can still go find out about it.”

That belief has long been central to Onward Travel. Our work is rooted in helping people mark transitions, reconnect across generations, and step into new chapters through travel. Onward Travel itself was born from Winnie’s legacy. Years ago, she and her daughter Peggi Clauhs founded The Cooking Cottage, where their love of food, teaching, and hospitality naturally evolved into traveling with their students. When The Cooking Cottage eventually closed, that spirit didn’t end. It was carried forward by Winnie’s granddaughters and Peggi’s daughters, Molly and Kat, who planned trips for The Cooking Cottage and founded Onward Travel 12 years ago to continue what their family had started: using travel as a way to connect people, cultures, and generations. This journey may be different in scale, but it’s rooted in the same spirit that began it all.

In many ways, everything has come full circle. This time, Winnie is the traveler, supported by the same company her legacy helped inspire.

Winnie chose to book her world cruise through Onward Travel so she wouldn’t have to manage the details alone. Working in partnership with Viking, we helped coordinate the logistics, so she could focus on the journey itself.

Decor on cruise

What’s Ahead

In the months to come, Winnie will share reflections from life at sea, moments from ports around the world, and the small details that make long-term travel both challenging and rewarding. These posts won’t be travel guides but rather personal snapshots from Winnie—thoughtful, honest, and brave.

As Winnie put it simply: “I feel like I can do this now.”

We’re honored to share her story with you.

Next week: Winnie’s first days at sea and what it feels like to wake up knowing the world is quite literally ahead of you.