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Writer's pictureKaty Paulson

20 Fabulous Ways to Celebrate a Milestone and Create Memories to Cherish

Have you ever taken a celebration vacation?

Milestones are for celebrating, and honoring a special occasion is the perfect reason to travel. Traveling makes a "big" birthday or anniversary even more memorable. And there's no better way to celebrate retirement than with a dream vacation.

Fireworks surround the Eiffel Tower in Paris, France
Fireworks sparkle around the Eiffel Tower in Paris

AARP research finds that 75% of people 45 and over will take a "Celebration Vacation" at some point, with anniversary and birthday trips being the most popular. For these occasions, travelers prioritize relaxation and spending time with family and friends.


Celebration vacations start with the "why," the milestone you're commemorating. Let's look to the rest of the 5W's for factors to consider as you begin planning.



Who do you want to travel with?


Of course, there are no rules, but travel for birthdays, graduations, and retirements are more likely to be shared with family or friends, while couples tend to take anniversary trips with just one another or a small circle.


When is the best time to take your celebration vacation?


Do you want your milestone event to fall during your Celebration Vacation? For example, do you want to enjoy a champagne toast in Paris on your anniversary? Then you'll need to plan your trip so that you spend your special day exactly where and how you want.



What style of trip best suits the occasion and your group?

A view of St. Andrews Old Course in Scotland
The Old Course at St. Andrews in Scotland is considered the oldest golf course in the world.

There are so many possibilities:

  • Explore your passions. Whether it's golf, gardening, or gazing at stars, allow your interests and hobbies to guide your travels. Best suited for groups of friends, clubs and leagues, retirement celebrations, couples' getaways, and solo travel.

  • Be immersed in a culture. Take a deep dive into your destination's culture by visiting museums and historic sites, sampling authentic cuisine, and spending time with locals. Best suited for retirement and graduation celebrations, couples' getaways, family gatherings (especially if your genealogy is tied to the destination), honeymoons, milestone events, and solo travel.

  • Go for a gastronomy tour. Grab the people you love to gather around a table with for a vacation focused on food and wine. Enjoy culinary tours, wine or spirits tastings, cooking classes, and visiting the local market with a chef. Best suited for retirement celebrations, couples' getaways, groups of friends, milestone events, and solo travel.

  • Take an epic adventure. Perfect for hikers, cyclers, boaters, nature-lovers, and adventure-enthusiasts. An adventure vacation can cater to all levels of activity, from easygoing to adrenaline-pumping. And you don't have to rough it, either! Accommodations can range from budget-conscious to ultra-lux. Best suited for couples' getaways, honeymoons, family gatherings, groups of friends, and solo travel.

  • Enjoy some R&R. If you've just celebrated a big event, chances are you could use some rest and relaxation. If you're craving downtime or an opportunity to connect with people you care about, you have so many options, including time at a beach, spa, or resort. If relaxation means no cooking, shopping, or clean-up, a cruise, all-inclusive tour, or a stay at a fully-staffed villa may be just the answer. Best suited for: couples' getaways, family gatherings, honeymoons, groups of friends, retirement/graduation/milestone events.


View of overwater bungalow looking out on calm sea
Overwater bungalows provide the ultimate setting for relaxation

Where do you want to go?


Here are 20 ideas to help you get started:

  1. Sip your way through Napa Valley

  2. Relax in an overwater bungalow in Bora Bora

  3. Chase the northern lights in Iceland

  4. Take a culinary tour of Vietnam

  5. Sip whiskey with an expert in Ireland

  6. View the Thanksgiving Parade in NYC like a VIP

  7. Take a wine river cruise through Burgundy

  8. Hike in the US National Parks

  9. Be a walk-on in a Broadway show with your friends/family watching from the audience

  10. Take a whistle-stop tour of Ireland on a luxury sleeper train

  11. Soak up the sun on one of Maui's spectacular beaches

  12. Search for the Big 5 on safari in Africa

  13. Take a painting class in Giverney

  14. Feel the holiday magic at the Christmas Markets in Europe

  15. Live like a rock star on Sir Richard Branson's new cruise line, Virgin Voyages

  16. Cook with a chef in Tuscany

  17. Be pampered in Laguna Beach

  18. Unwind on a barge cruise through the canals of France

  19. Swim with turtles and sea lions in the Galápagos

  20. Play a round of golf at St. Andrews in Scotland


Do you have a milestone coming up that you'd like to celebrate? Email me to start planning.

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