From a special birthday to a graduation to a big anniversary, there are some milestones that deserve more than a celebration. They call for a commemorative trip! Whether it’s an entire family adventure or a one-on-one experience, a trip will create memories that last far longer than any material gift. I’ve rounded up travel experiences worthy of a milestone trip below.

For Wildlife Lovers:

African Safari

Go: anytime!

Know Before You Go: A safari is best for older children – even if little ones seem mature enough, some destinations require vaccinations not safe for very young children.

Dream it: Micato Safaris Cape to Delta

On an Elephant Walk in Botswana

Galapagos Cruise

Go: anytime!

Know Before You Go: Galapagos trips are top trips for families, so plan at least a year ahead if you want to travel during school breaks like the holidays or spring break.

Dream it: Luxury Expedition Cruise with Lindblad Expeditions, Free Air!

Seeing the Galapagos Tortoise is a highlight of this journey

Polar Bear Safari

Go: Winter and Spring

Know Before You Go: The Arctic is a great place to see polar bears, and you may also spot caribou, reindeer, walrus, and sea birds!

Dream it: Polar Bear Fly-In Photo Safari

Photo by Zander G., Client currently on an around-the-world Wildlife Study Gap Year (see his blog here!)

For Food and Wine Lovers:

Rome, Florence and Tuscany

Go: Spring or Fall

Know Before You Go: The shoulder season (Spring and Fall) are ideal if you want to avoid the crowds.

Dream it: Private Day Tour of Florence

Climb to the top of the Campanile for a panoramic view of Florence

For Adventure:


Go: Winter for Northern Lights; Summer for midnight sun

Know Before You Go: Iceland has been one of the most buzzed about destinations for a while – and travelers are flocking to it. But as a Travel with Martha client, you don’t have to worry about huge crowds and throngs of tourists; I work with my Iceland travel partners to design an itinerary that lets you experience authentic Iceland.

Dream it: Grand Tour of Iceland

SCUBA or snorkel in crystal clear waters between continental plates


Go: anytime!

Know Before You Go: There are six travel-worthy islands in Hawaii and each offers a unique experience. I will work closely with you so your trip fits your preferences and interests!

Dream it: Four Seasons Hualalai

King’s Pond, a 1.8-million-gallon “aquarium” carved out of natural lava rock, featuring more than 4,000 tropical fish swimming freely, including a spotted eagle ray.


Go: June to September

Know Before You Go: There are many ways to experience Alaska, but I am partial to the smaller, expedition-style and luxury cruise trips that can take you to more remote destinations away from the crowds.

Dream it: Alaska Ultimate Expedition

No big cruise ships here!

For Active Travelers:

Biking in Spain

Go: Spring and Fall

Know Before You Go: You don’t have to be Lance Armstrong to enjoy a biking trip. Our partners focus on the destination, food, and wine in addition to cycling.

Dream it: Andulucia Bike Tour

On my bike tour of Mallorca in May, 2017

Hiking in Patagonia

Go: December to March

Know Before You Go: Your trip can be as active as you want it to be. Even if you’re not itching to summit a mountain, the natural beauty of Patagonia is worth the trip!

Dream it: Patagonia by Jeep

Ready for adventure!

For Romance:


Go: anytime!

Know Before You Go: Whether it’s your first or fifth trip to Paris, there is always more to see!  “Paris is always a good idea” said someone wise!

Dream it: Le Meurice

Celebrating our 25th in the City of Love!



Go: December to March

Know Before You Go: There are plenty of excursions to take in addition to relaxing, but leave your first day open for enjoying the property and recovering from travel (and you won’t miss anything if there are any dreaded flight issues!).

Dream it: Cheval Blanc, St. Barth’s

What a beach!