617.752.2669 – Call or Text

ABOUT US

Confident Travel

Helping the curious experience more.

We believe travel should be effortless, immersive, and unforgettable. We design meticulously planned journeys that allow travelers to explore the world with ease, comfort, and confidence — knowing every detail has been expertly handled.

Travel, Tailored to You
No two travelers are the same — so no two trips should be either. Whether you’re celebrating something big or simply craving a change of scenery, we listen closely, plan thoughtfully, and shape every journey around what matters most to you.
Confidence in Every Detail
We believe that peace of mind is part of the journey. From the moment you begin planning to the moment you return home, every detail is thoughtfully handled — so you can travel comfortably, confidently, and without the stress of logistics getting in the way of discovery.
Meaningful Travel, Made Easy
We believe travel should feel exciting, not overwhelming. That’s why we simplify the planning process without sacrificing quality, bringing expert insight and care to each step — no stress, no guesswork.
Built on Passion & Purpose
Our business was born from a deep belief that travel can change people — and it’s grown through relationships with curious, open-hearted travelers who trust us to bring their ideas to life. We don’t take that lightly, and we never will.

A bit of background

I started planning large-scale youth group trips at 17, as a way to give back to my Scout troop after earning the rank of Eagle Scout. I credit my passion for travel to the incredible trips I was fortunate to experience as a youth in the program — and I wanted to create those same opportunities for others. During one trip to New York City, a participant said, “Peter, you should be a tour guide!” So I took his advice. I made the leap to a new industry, and since joining the world of travel, I haven’t looked back.

After my father passed, I felt motivated to help my mother travel more. She had never left the country and would never have booked a trip on her own — but she had always wanted to see more of the world. So I told her we were going to New Zealand, and I enjoyed making the entire experience effortless for her.

Helping others do, see, and experience more is incredibly fulfilling to me. Today, my mission is to do that for you. Whether it’s a quick weekend getaway or a bucket-list journey across the globe, my hope is that Confident Travel helps you feel confident — both in your travel plans, and in yourself.

Peter Boll

Professional Travel Advisor
Principal & Founder

News & Advice

The Latest from our Blog

Snipaste_2025-07-15_19-45-09
Escape the Crowds: Discover Isla Mujeres' Newest Luxury at Almare Resort
While summer travelers flock to Mexico’s Caribbean coast in peak season, savvy travelers know that the shoulder seasons of spring and fall offer...
Read More
Pasted
Historic NYC Icon Reopens: The Waldorf Astoria New York Returns After Complete Restoration
After years of anticipation, one of New York City’s most legendary hotels is set to officially reopen and welcome guests once again in September...
Read More
image
New Horizons: United's Exciting Route Expansion Opens Doors to Extraordinary Destinations
The travel landscape continues to evolve in remarkable ways, and United Airlines’ latest international expansion presents compelling opportunities...
Read More

Contact

Stop Thinking, Start Experiencing

Let us know about yourself and how we can help!