Luxury small group trips to Europe for couples

Embarking on a luxury couples’ tour through Europe is the ultimate adventure.

With a small group and a thoughtfully curated itinerary, every moment is designed to delight—whether it’s sipping wine under the Italian sun at sunset, or discovering hidden gems with expert local guides.

Traveling with a select group allows for meaningful experiences without the crowds, so that you can relax and truly immerse yourselves in the magic of Europe.

It’s not just a trip—it’s a shared journey of elegance, culture, discovery, connection, and unforgettable memories.

After years of creating unforgettable luxury adventures for women, we’re opening the door to something new: couples trips!

Travel with us to…

Luxury couples trips
to the world's
most exciting destinations

Luxury Couples Trip: Scotland’s Hidden Treasures

June 7 - 14, 2026

Wander ancient castles. Toast with whisky by candlelight. This is not a vacation, it’s a chapter in your love story.

Only 7 couples will join us on this once-in-a-lifetime small group journey. Every detail is curated for romance, discovery, and delight.
Just you, your person, and an authentic Scottish experience that's steeped in tradition, history, and folklore.

The dramatic landscapes of the Highlands set the stage for castle tours, cozy evenings by the fire, and scenic journeys through lochs and glens.

The stones are calling, the cobblestone streets, castles and villages are awaiting your arrival, and the whisky is ready to be poured! 

Trip Highlights

7-day adventure with an English-speaking, professional guide, accommodations, meals, and activities

Savor the sights, sounds, and flavors of Scotland amidst the warm hospitality of its people

Sightseeing, whisky tasting, a special sheepdog experience, Royal Yacht Britannia, and more!


Bring another couple and save $500 each!


Our 2026 trips at a glance:

  • Bestseller! April 27- May 4 | Puglia, Italy

  • NEW! June 7-14 | Scotland

  • NEW! July 18-26 | Food Valley, Italy

  • NEW! October 18-25 | Andalusia, Spain

What it’s like to travel with us:

Anna Fishman leans against tree in front of water in Greece.

Meet Anna

Hi - I’m Anna Fishman, the proud mastermind behind Olegana Travel Boutique, your go-to hub for unforgettable journeys.

I live for family adventures with my travel-loving husband and our little jetsetters in training. With 31 countries under my belt, I’ve combined my personal globetrotting escapades with the expertise of local destination gurus. Together, we craft personalized itineraries that are perfect for you to reconnect with your inner self, to discover the world, and to make new friends.

I can’t wait to meet you on our next group trip!