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(15 Reviews)
100% Recommended

Lindsay Taylor

Wheeling, IL

Luxury Travel Expert

Passionate about luxury, and the many components that inform luxury travel, I cultivate relationships with my travel partners to best qualify travel opportunities for my clients.

My Travel Specialties

Discover Southeast Asia: Thailand, Vietnam & Laos

If you're seeking an adventure that merges vibrant cultures, breathtaking landscapes, and profound history, look no further than the enchanting trio of Thailand, Vietnam, and Laos. Each country exudes its own unique charm, offering a mosaic of experiences that cater to both the intrepid explorer and...
Read more from my Discover Southeast Asia: Thailand, Vietnam & Laos bio.

Travel Agent for European River Cruises

Imagine gliding smoothly along the tranquil waters of Europe’s most iconic rivers, where ancient castles, charming villages, and bustling cities unfold before you, offering a unique blend of adventure, culture, and relaxation.

This is not just a dream; it’s a European river cruise, an enchanting...
Read more from my Travel Agent for European River Cruises bio.

Wachau Valley from above!

Classical European Specialist

Travelers who have been there and done that require additional insights and approaches to deepen their experiences and understandings of destinations. Classical Europe is classical for a reason - a set of destinations that have fascinated and attracted visitors for generations. Our expert luxury travel...
Read more from my Classical European Specialist bio.

Vintage Fiat tour on the Amalfi Coast

Luxury in London

London is one of those cities that is so thoroughly enchanting and rich - rich with history, culinary artistry, shopping, culture, and some of the most incredible hotels you'll experience. Each hotel in London is so incredibly different and unique, each serving their guests in their own very distinctively...
Read more from my Luxury in London bio.

Regent Street from the roof of Hotel Cafe Royal

Luxury Travel Planning

Luxury travel is an oft-quoted segment, but is rarely actually applied to the travel planning process. I've dedicated the last several years of my career specifically to understanding the divergent ideals of luxury travel so that it can be distilled and cultivated for each traveler as a trip is being...
Read more from my Luxury Travel Planning bio.

On a food tour in Florence

Luxury Travel Specialist

I began my career in the travel industry as a university student, selling student travel - wholly unaware that it would become my life's passion. Upon entering the luxury travel sphere, I became particularly passionate about immersive cultural travel, driven by the psychology of the concept that the...
Read more from my Luxury Travel Specialist bio.

Morning on the Arno from Villa La Massa

My Travel Albums

Curated Travels
Exploring Shewedagon Pagoda in Yangon, Burma

My Travel Stories

Gorgeous Tuscany - Borgo Santo Pietro

Borgo Santo Pietro is the most charming hotel in Tuscany. Just a 45 minute ride from Siena, about an hour from Florence, Borgo Santo Pietro is a dream. Vast vineyards and gardens create the base for delicious wines and facial care products. The skilled team purveys the harvest daily for their gastronomic...Read more.

My Reviews

5 of 7 people found this review helpful
Can't wait for next time!
LOVED working with Lindsay! Top down, Lindsay planned the most incredible trip through the British Isles for us. Loved all of our hotels, all of our guides were top notch, and our itinerary, while jam-packed, was easy and well-paced.
By  Linda Thompson  from  Phoenix
Traveled to  United Kingdom ~ Europe
I would recommend this agent to my family and friends
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8 of 13 people found this review helpful
Never leave home without a travel agent!
I never used a travel agent before, but during the pandemic, I had a lot of people recommend that I do. Working with Lindsay at Travel Leaders 365 was the best choice I could have made for this trip. Our airline cancelled our first flight, causing us to miss our connecting flight to the UK. Lindsay knew about the cancellation before we had even been notified by the airline, and was already hard at work fixing it. The people around us were sitting around, agonizing waiting to find out about how the airline was going to fix their flights, and there we were, it was all taken care of. The rest of the trip went beautifully - there was a special gift and surprises waiting for us each day when we got back to the hotel, and we've never been happier with a vacation. Can't wait to plan again with Lindsay.
By  Jess Jones  from  LA, CA
Traveled to  London ~ England ~ Europe
I would recommend this agent to my family and friends
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7 of 11 people found this review helpful
Still in awe
I loved getting to work with Lindsay. She's so knowledgable and so well connected - we felt like royalty the entire trip. Lindsay is an incredible professional, and took the time to really get to know us and what we love to create the most incredible experience of our lives.
By  DreamsInItalian  from  Phoenix, AZ
Traveled to  Italy ~ Europe
I would recommend this agent to my family and friends
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3 of 4 people found this review helpful
Seamless and expertly done
Amazing - every aspect of our trip was thoughtfully considered and tended to. The personalization and unique details that were included were beyond. Thank you.
By  MichelleK  from  Arlington VA
Traveled to  Europe
I would recommend this agent to my family and friends
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3 of 4 people found this review helpful
Amazing!
I can't tell you the ease we experienced working with Lindsay and her team at Travel Leaders 365. From start to finish, the most proactive, engaged and truly compassionate service we experienced - we had several personal bumps along the way, which I honestly believe would have derailed a trip with any other travel agent - not so with Lindsay and her team. Each of our hotels were expertly chosen, and each one had clearly made efforts to welcome us - I know Lindsay and the team had everything to do with that. Grateful and impressed.
By  PJB1979  from  Scottsdale, AZ
Traveled to  United Kingdom ~ Europe
I would recommend this agent to my family and friends
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Destination Expert:

  • Southeast Asia
  • Austria
  • United Kingdom
  • England
  • France
  • Germany
  • Italy

Travel Specialist:

  • Cruises
  • Global Travel
  • Luxury
  • Historical Sites
  • Luxury Cruises
  • Luxury Hotels
  • Independent Travel
  • Small Ship Cruises
  • River Cruises

Top Travel Partners:

  • AmaWaterways
  • Auberge Resorts Collection
  • Nobu Hotels
  • Small Luxury Hotels
  • Taj Hotels Resorts and Palaces
  • Belmond
  • Leading Hotels of The World
  • Rocco Forte Hotels
  • Dorchester Collection
  • Regent Seven Seas Cruises

Certifications/Awards:

  • CTC
  • CTC

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Industry Affiliations:

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