LUXURY TRAVEL ADVISOR FOR EXPERIENCE SEEKERS AND WANDERLUST CHASERS

Make your dream destination your next vacation. Discover expert planning along the way.

The best travel experience is culturally immersive, beautifully curated, and unique to you. At Rose Hill Travels, it’s our specialty to create vacations that encapsulate how you want to feel on vacation– adventurous, joyful, relaxed, and full of possibilities.

From romantic trips for two to vacays for the whole family to solo travel excursions or a fun girls trip that takes you somewhere exciting, there is no limit on the experiences we can plan for you. Think of me as your travel concierge– here to listen to your dreams, curate an itinerary, and bring your vacation to fruition!

Whatever you value most– unforgettable excursions, fine wining and dining, local foodie experiences, spa retreats, or a little bit of everything– you’ll come away with an adventure you will experience with joy and look back on with happy nostalgia.

The trip of a lifetime, curated for your style (and bucket list).

YOUR VACATION. OUR EXPERT PLANNING.

Anyone can choose a location and a resort to stay in, but a travel advisor helps you experience the best of your destination, curate unique activities, and get immersed in the culture of your locale. As your trip planner, I consider your dreams and preferences to help you plan your vacation. Even if you aren’t sure where you want to go, if you have a vision for how you want your trip to unfold, I can recommend off-the-beaten-path destinations that won’t feel like a tourist trap. Then, I’ll curate activities, experiences, and excursions that capture the vibe of your dream vacation. I’ll handle it all– from accommodations to flights and dining, too.

YOU DESERVE THE ULTIMATE VACATION

FROM CUSTOM ITINERARIES TO BESPOKE EXPERIENCES…

Escape to vibrant Marrakesh, skip off to Santorini or the Amalfi Coast, or discover the beauty of Tulum… wherever you travel, let’s create an alluring, romantic itinerary that takes you on an adventure you’ll never forget.

CELEBRATING YOUR HONEYMOON, AN ANNIVERSARY, BABYMOON, OR JUST-BECAUSE VACATION FOR TWO?

Honeymoons & Couples 

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See where we shine: 

If you’ve always wanted to see elephants in Botswana, see the Northern Lights, take an African safari, or surf in Hawaii… we can plan a trip that will make this bucket list dream a beautiful reality. Nothing is too ambitious– your dream destination can be your next vacation.

FOR THOSE MUST-VISIT DESTINATIONS, YOU NEED A VACATION THAT WILL ALLOW YOU TO EXPERIENCE THE VERY BEST.

Bucket List Adventures

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It’s no easy task to plan a vacation that both kids and parents will enjoy. Together, we’ll discover the type of experience you envision, the best destinations to bring children, and ways to make everyone feel included in the planning. This is the vacation you’ll be remembering for years– the kind of trip that will have them saying, “Remember the time we went to…?”

BRINGING THE KIDS ALONG FOR A FAMILY VACATION THAT APPEALS TO ALL AGES?

Family travel

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Food is one of the best reasons to travel around the world. There’s nothing quite like experiencing a destination through its cuisine. Adventure to Panama to discover the world’s best coffee, take a wine tour through the Loire Valley, and experience Michelin-star dining anywhere you dream of exploring next.

CURATED TRAVEL EXPERIENCES FOCUSED ON TO-DIE-FOR WINE, FOOD, AND THE BEST OF LOCAL CULINARY WONDERS

Culinary Journeys

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For client luxury and business travel, look no further than Rose Hill Travels. We can assist with your company’s corporate travel needs! Let's merge work and play seamlessly, incorporating leisure travel experiences in between work meetings and events.

The perfect corporate event - Let us Plan the Logistics and the fun 

Corporate travel

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Let's design your trip

THE TRIP OF A LIFETIME? YES, PLEASE.

preferred

travel partners

Rose Hill Travels is a member of the Virtuoso Network, an elite, invitation-only collective of the top 1% of travel providers worldwide. As an affiliate of SmartFlyer– a recognized partner of the most notable and highest-regarded hotel brands in the world– we get access to the best rates and exclusive sold-out situations and provide our clients with top amenities at 875+ fine hotels and resorts around the world.

Because Virtuoso is a powerful network booking billions of dollars in travel per year, our bookings get prioritized by hoteliers because of their established relationships.

- Stephanie

Kelly planned our girls' trip to Paris - it was expertly planned and made the experience unforgettable. Our personalized itinerary balanced sightseeing, relaxation, and shopping perfectly, with seamless transportation, charming accommodations Madame Reve', and pre-booked tickets to major attractions like the Eiffel Tower and the Louvre. The dining recommendations were spot-on. Their availability for support and thoughtful touches, like surprise welcome gifts, made the trip stress-free and special. I highly recommend their services for a perfectly planned and memorable adventure.

I highly recommend their services for a perfectly planned and memorable adventure.

Our personalized itinerary balanced sightseeing, relaxation, and shopping perfectly.

- Jenny

Last weekend, I had a super rare kid free weekend and Kelly and I flew to Martha's Vineyard for 3 days. She planned everything! Like many busy executives, after a work trip and the general grind of life, I don't think I could have even googled a restaurant to go to! I just got on a plane and went.
We stayed at the most gorgeous hotel, restaurants with the best views, sunsets and shopping...the perfect girls weekend. She always knew exactly where to go. All thanks to Kelly and her ability to expertly plan exactly what was needed.
The travel industry has changed so much post covid and I can't stress enough how important it is when you're making the investment and dedicating those rare moments of time, that the trip is just right.

All thanks to Kelly and her ability to expertly plan exactly what was needed.

We stayed at the most gorgeous hotel, ATe at restaurants with the best views, shoppED...the perfect girls weekend.

- Stephanie

Kelly planned our girls' trip to Paris - it was expertly planned and made the experience unforgettable. Our personalized itinerary balanced sightseeing, relaxation, and shopping perfectly, with seamless transportation, charming accommodations Madame Reve', and pre-booked tickets to major attractions like the Eiffel Tower and the Louvre. The dining recommendations were spot-on. Their availability for support and thoughtful touches, like surprise welcome gifts, made the trip stress-free and special. I highly recommend their services for a perfectly planned and memorable adventure.

I highly recommend their services for a perfectly planned and memorable adventure.

This was a trip of a lifetime for my husband and me.

Fill out the inquiry form at the bottom of this page. Share your contact details and more information about the vacation you envision.

Inquire

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After your inquiry, I’ll contact you to schedule a Zoom meeting. You’ll share more about your dreams and ideas for your trip.

Zoom consultation

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With your desires in mind, I’ll send you a customized proposal with an approximate itinerary, accommodation options, and more. You’ll review and confirm. Together, we’ll book your accommodations and finalize your base itinerary.

The Proposal

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If you select our full itinerary service, we’ll go past the basics and plan the details of your trip. From travel insurance to transfers, rental cars, dining reservations, excursions, and more– you’ll have everything you need to have the best trip imaginable!

itinery Building

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Prior to departure, you are welcome to email us anytime with questions. You may also schedule a call to discuss the details of the trip.. 

Ask away

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It’s vacation time! There’s nothing left to do but enjoy, relax, and adventure! 

Travel time

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How it works

LUXURY TRAVEL ADVISOR

KELLY MATREGRANO

One of my favorite adventures was to Costa Rica! I can’t wait to go back for a surf & wellness retreat. Next on the docket is the South of France, Rivera Maya and Amsterdam!

Fun Fact

With over fifteen years of experience planning elegant weddings and events, Kelly combined her love of travel with her expertise in managing logistics to focus on planning clients’ dream trips. Her approach as a luxury travel advisor is all about empowering her clients to leave the worrying at home, and instead allow them to embody joy while they know all the details of their trip are handled. Whether her travelers are seeking a thrilling stateside adventure, European cultural immersion, or wellness-inspired island escape, Kelly provides a robust approach to trip planning.
She partners with her once-wedding clients to extend her services into the runaway of honeymoons and celebration trips with a focus on creating lifetime memories, no matter their stage of life.
Personally, Kelly loves traveling to new places to scout the best dining, tours, and hotels, often incorporating a wellness activity like a private yoga session or spa experience. When not traveling, Kelly spends time in Fairfield County, Connecticut with her husband and two daughters.

Meet the planner behind rose hill Travels

Book your trip

Nope! While you may be able to find good deals on Expedia or Booking.com, working with me means that we can match or beat the best available rates by booking directly with the hotel. Unlike bookings made through third parties, you’ll be privy to upgrades that wouldn’t otherwise be available to you.

Do we pay higher hotel rates when we work with you?

We can, if you’d like! Our partnership with airlines means that we can get you better flights. If delays or cancellations happen, you won’t have to spend precious time on hold with your airline– they’ll assist you in rebooking and rerouting, taking much of the stress out of air travel.

Do you plan our flights, too?

As a travel agent designing truly curated and personalized experiences, I go to great lengths to ensure your vacation is exactly what you imagined! Our consultancy fee begins at $250 and increases depending on the support you desire in planning your vacation. We also have complementary options for clients who have identified their destination and accommodations and would like to benefit from our travel industry partnerships. See travel packages here.

How does your fee structure work?

Frequently Asked Questions

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Begin your travel planning experience by sharing your information below. I’ll promptly respond with more information and a link to book a call with me! Let’s get your trip planned.
Questions - email me kelly.matregrano@smartflyer.com

PLANNING EXPERIENCES WORLDWIDE

YOUR VACATION BEGINS HERE.

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Based in Fairfield, Connecticut. Serving couples across New England.