Crossing the International Date Line meant Winnie quite literally skipped a day—going to bed Friday night and waking up Sunday morning. It felt like an appropriately surreal beginning to a milestone birthday spent in the middle of the South Pacific, surrounded by turquoise water, new friends and the easy rhythm of life at sea.

Cook Islands

Cook Islands

Snorkeling in the South Pacific

Snorkeling quickly became a highlight of this stretch of the journey, with Winnie heading into the water three days in a row—once in Bora Bora and twice in Tahiti. Bora Bora stood out as her favorite experience. Traveling by small boat with a group of just nine, she snorkeled first in deeper water filled with beautiful fish before moving into a shallow lagoon. The day ended with an unexpected and memorable moment: a toast in the water with pineapple juice and rum, celebrating a perfect day on the sea.

Rum toast in water

Snorkeling in Tahiti offered a different experience. On one outing, spinning dolphins appeared alongside the boat, leaping and twisting through the air before diving back into the water. Another day brought strong winds and rougher surf aboard a large pontoon boat. While the boat made getting in and out of the water easy, the conditions kept Winnie’s time in the water brief—a reminder that every experience is shaped by the day’s conditions as much as the destination.

Snorkeling

A Birthday Celebration at Sea

Winnie celebrated her 92nd birthday with a day designed for relaxation and connection. It began with a facial and massage, followed by an evening at her favorite onboard dining venue: the Chef’s Table. Known for its rotating themed menus and curated wine pairings, the experience feels closer to a tasting menu than a traditional cruise dinner.

Winnie at Chef's Table

On Winnie’s birthday, the theme was Japanese cuisine, served as a six-course meal with wines paired to each dish. The evening concluded with a surprise—an elegant mousse cake coated in chocolate ganache and a bottle of champagne—shared with friends she has come to know well over the course of the voyage. It was a celebration that felt thoughtful, unhurried and perfectly suited to the setting.

Dinner with friends

The People You Meet Along the Way

Life onboard has been just as memorable as the destinations themselves. Winnie has formed friendships with fellow travelers from a wide range of backgrounds: retired attorneys, teachers, engineers, nurses and others enjoying early retirement. Some are traveling the world for the first time, while others are on their third around-the-world voyage!

One particularly meaningful connection was with a woman whose eyesight is rapidly declining and who chose this journey while she could still see as much of the world as possible. These conversations, shared over dinners and days at sea, have become an essential part of the experience.

Favorite Corners of the Ship

Between ports, Winnie has found a comfortable rhythm onboard. One favorite spot is the pool deck, where rows of chaise lounges face the open sea, offering a peaceful place to read and watch the horizon. She also enjoys the forward deck, with its sweeping views and easy access to bars and casual snack areas.

Winnie's favorite spots

Lectures on upcoming ports, ocean science and marine life add depth to the journey, while evenings sometimes bring films related to the regions the ship is passing through—even if those tend to run a bit late for Winnie’s schedule.

This stretch of the journey reflects a quieter rhythm of life onboard as the ship makes its way across the Pacific. With fewer ports and more time at sea, the days have been shaped by small rituals—reading with an ocean view, shared meals, lectures and conversations that unfold without rushing. It’s a pause that allows the experience to settle in, creating space for reflection as much as discovery.

That calm won’t last for long! Soon, the pace will shift as Winnie heads toward New Zealand, Australia and Southeast Asia, followed by an ambitious route that includes circumnavigating Africa. With more frequent ports, dramatic landscapes and culturally distinct destinations ahead, the journey is about to take on an entirely new energy.

Up next: New Zealand—where the scenery changes, the itinerary picks up speed, and the adventure moves firmly back on land.

As Winnie’s journey continued south, the days began to feel less like individual snapshots and more like a continuous story—one shaped by history, culture, and the steady rhythm of life at sea. This leg of the voyage carried her through the Panama Canal and into Central America, offering perspective rather than high-energy excitement.

Through the Panama Canal

Panama Canal

Approaching the Panama Canal was exciting, especially knowing how historic the passage is. In the days leading up to the transit, Winnie attended several onboard lectures that explained how the canal was built and why it remains one of the most important engineering achievements of the modern world.

Completed in 1914, the canal permanently altered global trade by connecting the Atlantic and Pacific Oceans and eliminating the need for ships to travel around South America. Winnie was fortunate to experience a daytime passage and to travel through both the newer locks and the original canal. Watching the process unfold gave Winnie a real sense of respect for the people who imagined and built something of this magnitude.

Costa Rica: A Brief Introduction

Costa Rica is widely known for its rainforests, biodiversity, and strong commitment to environmental conservation. With limited time in port, Winnie approached the visit thoughtfully, choosing experiences based on what felt physically comfortable and realistic.

That decision-making process has become part of how she travels. Rather than trying to see everything, she focuses on what she can genuinely enjoy. Later-in-life travel, she’s learned, is less about covering ground and more about staying present.

Even a short visit can add value – simply stepping into a new country, climate, and way of life broadens perspective.

El Salvador: Culture and Community

El Salvador marked Viking’s first stop in the country, and the welcome felt intentional. What stood out most to Winnie were the cultural performances, particularly the children who danced in traditional costumes. Their excitement and pride brought the port visit to life and offered a glimpse into local traditions.

El Salvador

She also visited a church and a market, where vibrant produce caught her attention. These small moments—observing daily life, seeing what people grow and sell—were among the most memorable. 

Seeing Several Countries in a Short Span

Moving through several countries in a short amount of time can blur the lines between destinations. For Winnie, this part of the journey emphasized similarities more than differences—shared rhythms of daily life, music, markets, and communities adapting to their surroundings.

Settling Into Life at Sea

By this point in the voyage, Winnie has settled into the ship’s pace. Life onboard is quiet and relaxing, filled with lectures, classical music, reading, and gentle activity. Sea days have become favorites, offering uninterrupted time to read (she’s on her third book!) and rest.

This is not a cruise designed for constant excitement. As Winnie often notes, if you’re coming for nightlife and high energy, this may not be your place. But for travelers who value learning, routine, and thoughtful discovery, it offers something satisfying.

Cruise lecture

On Traveling Later in Life

If asked whether a trip like this is worth taking later in life, Winnie’s answer is clear: yes. Age has not been a hindrance. She’s met solo travelers, couples, and guests navigating physical limitations – all finding ways to enjoy the journey.

Travel at this stage looks different. It’s slower, more intentional, and less about rushing from place to place. For anyone hesitating to take a big trip, Winnie’s experience offers reassurance: if the desire is there, that’s reason enough to go.

She’s glad she came, and she’s looking ahead to what’s next.

Up next: Island life in Hawaii, Bora Bora, Tahiti and Rarotonga

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.