Travel With Character LLC

05/25/2026

Just returned from an incredible Hawaii FAM with Classic Vacations, exploring Maui and the Big Island alongside fellow travel advisors and supplier partners. 🌺

One of the most valuable parts of our job is getting to experience destinations firsthand, not just the highlights, but the details that truly shape a vacation experience for our clients.

We toured luxury resorts, experienced excursions, explored dining options, and spent time learning the differences between properties, locations, and experiences that may look similar online, but feel completely different in person.

These trips help us better match the *right* resort and experience to each family’s travel style, priorities, and pace. Because planning a seamless Hawaii vacation is about so much more than booking a hotel.

Grateful to Classic Vacations for hosting such a thoughtful and educational experience, and excited to bring everything we learned back to our clients at Travel With Character®. ✨

05/17/2026

Big Island delivered the kind of trip that reminds you why Hawaii feels so cinematic. 🌺

Sunrise canoe paddles. Ube pancakes worth the hype. Craft cocktails with ocean views. Night snorkeling alongside manta rays that somehow feel both peaceful and unreal. We spent our days touring some of the island’s most elevated luxury resorts, snorkeling right off the black rock beach, and slowing down in our cabana at Mauna Lani, Auberge Resorts Collection.

Grateful to , , and our partners at for such an incredible few days of exploring, reconnecting, and experiencing the island beyond the highlights reel. The Big Island has a way of making adventure and relaxation exist in the very same moment, and we can't wait to connect you! ✨

05/13/2026

Some snaps from our Hawaii FAM so far!

The island of Maui is gorgeous and should definitely be on your bucketlist! There are lots of resort options, dining options, excursions, and logistics, so it's great you have our Travel With Character team in your corner 😎🍹🏝✨️

Follow along with our stories for more!

05/10/2026

Headed to Hawaii on a Classic Vacations’ familiarization trip and I couldn’t be more excited. ✈️

Over the next few days, I’ll be touring multiple hotels, connecting with incredible industry partners, and experiencing this destination firsthand so I can continue designing more seamless, personalized vacations for our clients.

Research trips like this are one of the biggest ways we elevate the travel planning experience. It’s not just about pretty photos. It’s about understanding which resorts truly fit different travel styles, what experiences are worth your time, and the little details that make a trip feel effortless once you arrive.

Follow along for behind-the-scenes moments, hotel tours, and destination highlights along the way. 😎🏝

05/09/2026

There’s something really special about getting a room full of travel agency owners together who genuinely want to share ideas, support each other, and elevate the industry together.

The week at the ELEVATE conference in Los Angeles were filled with honest conversations, fresh perspectives, and deeper connections with both peers and supplier partners.

In an industry that’s constantly evolving, collaboration matters. Grateful to learn alongside so many smart, creative, passionate people who care deeply about delivering incredible experiences for their clients. ✈️✨

05/08/2026

Still not over the fact that I met Wolfgang Puck. 🍽️✨

Spent the evening with our partners at Kensington Tours, getting a closer look at their “Ultra Luxe” portfolio... the kind of travel experiences that feel almost fictional until you realize they’re actually possible. Think private aviation, yacht charters, exclusive villa and venue buyouts, once-in-a-lifetime expeditions, behind-the-scenes access, and yes... even space travel. 🚀

Luxury travel keeps evolving, and it’s exciting to continue building partnerships that help us create experiences that go far beyond a standard vacation.

04/29/2026

Everyone defaults to Mexico or the Caribbean for family trips… and I get it. Easy, familiar, reliable.

But after taking my own family to Costa Rica, I can confidently say: it’s a completely different level of experience.

Think jungle hikes, sloths in the wild, ziplining, waterfalls, and then ending it all with beach time that actually feels earned.

I broke down exactly how we planned our trip (and why the Arenal + beach split works so well) in this post 👇

If you’re defaulting to Mexico or the Caribbean for your next family trip, it might be time to rethink it. Costa Rica offers something completely different: jungle adventures, wildlife encounters, and beach time that actually feels earned. Here’s exactly how we designed our own family trip and w...

04/23/2026

Travel that feels as good as it looks 🌿

Costa Rica makes it easy.
Thoughtful stays, incredible nature, and experiences that actually connect you to the place.

We make it seamless.
Designing every detail so you can simply show up and enjoy it.

04/15/2026

I'm excited to share that I'll be a speaker and panelist at the 2026 Made Simple Summit happening April 28-30.

AFFILIATE LINK IN BIO TO SAVE YOUR SEAT. 🎉

There is also a VIP Builder's Circle upgrade available for replay access, bonuses and more.

This FREE 3-day virtual event for travel advisors is all about building a travel business that actually supports your life, not the other way around.

Over three days we will focus on
✨️Align- Clarifying your vision and direction
✨️Attract- Marketing that brings in the right clients
✨️Accelerate- Systems and strategies for sustainable growth.

I can't wait to share my sessions with you!

01/20/2026

There's no better way to dream about Italy than with GELATO!
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Lisa from our favorite DMC (Destination Management Company) has been visiting us for years when she’s in California, and we’re so lucky to work with a team that feels more like family than a vendor. (Yes, we're talking about you , .berton, )
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Because of partnerships like this, our travelers get the BEST...Incredible guides, insider experiences, and 24/7 concierge support on the ground.
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Great trips don’t happen by accident. They’re built on trust, collaboration, and a lot of gelato. 🍦 🇮🇹✨