Sherry Holiday, Travel Agent in Greenwood, IN

Sherry Holiday

Greenwood, IN Travel Agent
Super Agent

Sherry Holiday

Greenwood, IN · 25+ Years of Experience

A full-service Travel Leaders Associate Agency
5.0
(24)
100% Recommended
Sherry is thorough, friendly and easily accessible. She not only plans and books what you request, she offers suggestions for the tours and activities for... Read More >
About
My Travel Specialties
Reviews
Certificates & Awards
My Places
Travel Stories & Media

Areas of expertise

Destinations:

St. Lucia, Maui Island, South America, USA, Vancouver

Interests:

Adventure, Destination Weddings, Theme Parks, Beach Vacations, Honeymoons

Suppliers:

Adventures By Disney , Celebrity Cruises, Kensington, Aulani, A Disney Resort & Spa, Choice Hotels

About Me

Specialzing in Roadtrips

Extensive Knowledge: From iconic coastal drives to off-the-beaten-path routes, I know the ins and outs of the best road trip destinations. Customized Itineraries: I craft road trips tailored to your interests, whether you're into history, nature, food, or adventure.

My Travel Specialties

South America

South America
I'm passionate about crafting tailor-made journeys through the vibrant and diverse landscapes of South America, I specialize in creating authentic experiences—from the majestic peaks of the Andes to the lush Amazon rainforest. Whether you’re seeking cultural immersion, adventurous treks, or luxur...Read More ▶

Grandparent Journeys

Grandparent Journeys
Why Choose a Grandparents' Trip? Quality Time Together: In a world of busy schedules, this is your chance to bond, laugh, and share new experiences, creating memories they'll cherish forever Tailored Adventures: From exploring interactive museums, embarking on thrilling safaris, to ...Read More ▶

Custom Road Trips

Custom Road Trips
Hi there! There's nothing I love more than hitting the open road for an epic adventure. If you’re dreaming of the ultimate road trip, you’ve come to the right place! From the vast landscapes of the American West to the charming coastal routes of Ne...Read More ▶

Destination Wedding and Honeymoon Specialist

Destination Wedding and Honeymoon Specialist
  I’ve been traveling for most of my life, and I’m always searching for the next beautiful destination to visit. After many years of creating my own itineraries, I realized that I wanted to help everyone experience their dream vacation. Today, I specialize in destination weddings, honeymoo...Read More ▶

REVIEWS

Rating: 5.0
24 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
Search reviews:

Showing 24 reviews

Aloha!
Reviewed By Happy Traveler - Indianapolis, Indiana | Traveled to Hawaii ~ USA
Sherry is thorough, friendly and easily accessible. She not only plans and books what you request, she offers suggestions for the tours and activities for the area you are visiting. She made sure we had tour tickets to Pearl Harbor, the Lahaina Luau and that a rental car was booked for our time on Maui. She made sure we had transfers from the Honolulu airport and hotels/condos that were exceptional but reasonably priced. We were very pleased with our trip and when we decide to return to Maui, we will be sure to call Sherry.
I would recommend this agent to my family and friends.
32 of 47 people found this review helpful. Was this review helpful to you?YES|NO
Always Helpful!
Reviewed By Kelly - Indianapolis, IN | Traveled to Des Moines ~ Iowa ~ USA
Sherry always tries to get the best price and flights based on the (sometimes difficult!) parameters we set. I work for a not for profit company and she understands and honors our limitations. Sherry has booked tickets for our members all over the US to destinations all over the US.
I would recommend this agent to my family and friends.
26 of 37 people found this review helpful. Was this review helpful to you?YES|NO
West Coast
Reviewed By Michele - Indianapolis, Indiana | Traveled to California ~ USA
Sherry is the best travel agent as evidenced by planning several vacations for myself and my family. She really listens to what I want do, then gets the best deals within the time frame I have available. I am planning on visiting her in the next week to plan my next trip.
I would recommend this agent to my family and friends.
23 of 33 people found this review helpful. Was this review helpful to you?YES|NO
Honeymoon!
Reviewed By Honeymooners - Indianapolis | Traveled to Jamaica ~ Caribbean
Sherry helped us plan our honeymoon, and it was the best vacation we have been on. She took all the stress out of planning a vacation. I especially appreciat that she did not try to "upsell". She helped us find a trip based on our price range and seemed quite knowledgeable about the different locations we were thinking about going to.
I would recommend this agent to my family and friends.
25 of 38 people found this review helpful. Was this review helpful to you?YES|NO
Excellent Cruise Planner!
Reviewed By Rick - Greenwood, Indiana | Traveled to Cozumel ~ Quintana Roo ~ Mexico
I love working with Sherry. She is always available and helps me pick the best cruise and airfare for my vacations.
I would recommend this agent to my family and friends.
20 of 31 people found this review helpful. Was this review helpful to you?YES|NO

Certifications & Awards

NCL University - Associate Degree
NCL University - Associate Degree
NCL University - Bachelor's Degree
NCL University - Bachelor's Degree
NCL University - Master's Degree
NCL University - Master's Degree
NCL University - PHD Degree
NCL University - PHD Degree
TRACKS (Rocky Mountaineer Specialist)
TRACKS (Rocky Mountaineer Specialist)
Viking Expeditions Expert
Viking Expeditions Expert
Viking Expert
Viking Expert
Viking Oceans Expert
Viking Oceans Expert
Viking Rivers Expert
Viking Rivers Expert
Princess Commodore Certified
Princess Commodore Certified
Princess Expert
Viking Certified Expert
Rocky Mountaineer Tracks Specialist

My Places

When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.

My Photo Albums and Videos

Bermuda
View Album

    My Travel Stories

    Entrance to Badlands

    My Bucket List Road Trip to Mount Rushmore

    There’s something truly special about a road trip—the freedom of the open road, the thrill of discovering new places, and the joy of making memories with every mile. Recently, I finally checked off a big bucket list destination: Mount Rushmore. But the best part? The journey took three days, and it was just as unforgettable as the destination it...
    Read more

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