You choose the occasion,

we handle the celebration.

FAMILY VACATIONS - BUCKET LIST ADVENTURES - GOLF TRIPS - BUSINESS OFFSITES - HOBBY RETREATS - BACHELOR & BACHELORETTE PARTIES - SPA RETREATS - ROMANTIC ESCAPES -

Let’s bring your dream trip to life

What we do:

It’s time to get the trip out of the group chat. Tell us what you’re dreaming up and we’ll help identify the right destination, source the ideal accommodations, and coordinate the logistics to get everyone there with ease. Available in multiple tiers to suit your needs.
Have the destination but need a plan?
We design thoughtful itineraries that make the most of your time, blending memorable experiences with moments to unwind so your group stays in sync without ever feeling rushed.
The details make the trip memorable.
We design custom logos, paper goods, and thoughtful décor touches that give your gathering a cohesive look and true celebratory feel.
A thoughtful reminder of the trip, long after it ends.
We curate practical and beautiful welcome bags filled with pieces your guests will actually use, each one designed to reflect the destination and serve as a lasting memento of the trip.

What our clients have to say:

ERIK W.

Family vacation, Lake Maggiore, Switzerland
August 2026

This was our first time using Clementine Barker, and Josie did not disappoint. She did her research in advance, was thoroughly transparent with us, made good recommendations to fit our needs for our specific trip, and executed flawlessly. I typically enjoy planning vacations, but Josie couldn’t have made this more seamless for us, based on exactly what we were looking for.

The itinerary was perfect, and Josie’s ability to alternate between adventure, relaxation, and culinary experiences was perfect. We never felt overwhelmed by our schedule, Nor did we feel like we were missing out. Having everything taken care of for us well in advance felt like a huge win, and made the trip that much easier for us. We had to do little logistics on our side. Also, helping with nannies on property was hugely helpful as it allowed my wife and I an opportunity to get out and explore the town without the kids. Finally, booking transfers to and from the airport made everything even easier.

LAUREN J.

Family vacation, Piedmont & Milan
July 2026

Josie was fantastic to work with - highly proactive, extremely knowledgeable, & incredibly responsive.

JOSH T.

Guys trip, Milwaukee
September 2026

Josie was great. Everything I could ask for in a travel advisor. Prompt responses and incredible recommendations!

AMANDA M.

Couples trip, Mallorca
September 2026

Josie is amazing!! She listens and delivers. We are so happy to work with her and take a bit of stress off our plates.

ANNIE A.

Family vacation (baby’s first!), St Pete
April 2026

Traveling with a baby was made easy thanks to Josie Barker!

She created the perfect package for a maternity leave getaway before I returned to work. She found us a great resort that was easy to get to with a 3-month-old, including direct flights from our local airport. It was also perfectly within our price range. She even organized our baby rental equipment and responded within moments whenever we reached out. We couldn’t have asked for a smoother experience!

KATE C.

Bachelorette, Turks & Caicos
March 2026

Josie planned my bachelorette weekend and truly exceeded every expectation.

She handled every single detail, from hotel accommodations and transportation to decor, gift bags, and a perfectly organized itinerary. I didn’t have to think about a thing as the bride.

The entire experience was seamless from start to finish and it made such a difference being able to fully relax and enjoy the weekend.

Her creativity and attention to detail for the weekend was so fun and thoughtfully executed. Josie went above and beyond to make it feel special for everyone on the trip. I couldn’t recommend working with her more!

CARRIE S.

Sweet 16, St. Pete
April 2026

Far exceeded expectations! Josie worked to make my daughter’s sweet sixteen an unforgettable experience.

She had the most thoughtful surprise waiting for my daughter when we arrived at the hotel and perfectly planned out our entire weekend.

Our itinerary was amazing; so many fun things planned with enough time to relax at the beach! Josie is an absolute pleasure with fantastic ideas on luxury experiences tailored to your specific needs.

FRED A.

Couples trip, Mallorca
September 2026

Josie of Clementine Barker was the best. She asked pointed questions, got a feel for what we are looking for, and ran with it. She presented a nice variety of options for us to review and choose from.

MADDIE M.

Family vacation, Bermuda
June 2026

Josie was incredible to work with! We likely would not have taken the trip if it hadn’t been for Josie! We made the decision last minute to travel to Bermuda during one of the busiest weeks of the summer; we didn’t think we would be able to find room at the hotel we wanted to stay at but Josie made it possible!

She listened to (and anticipated) our needs when it came to accommodations. Once we selected our hotel, she coordinated everything including securing a crib for our toddler and also researching baby gear rentals and babysitting. The whole process was seamless. We absolutely plan to work with Josie for our future vacations!

CHELSEA O.

Bachelorette, Turks & Caicos
March 2026

Josie designed and executed on customized welcome gifts for our group, carefully researched restaurants and activities to align with our group’s needs and preferences and ensured that every logistical detail was handled so we didn’t have to worry about a thing.

She went above and beyond to arrange for fun decor in our hotel room, which was such a nice touch! We had a passport issue ahead of our trip and Josie was quick to step in and minimize the impact that it had on our plans. We are so thankful for Josie’s creativity, fun spirit and attention to detail, and are already thinking about our next trip.