Luxury Cruises & Yacht Voyages Expert

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Jennifer MacLeod, Travel Agent in Monroe, MI

Jennifer MacLeod

Monroe, MI Travel Agent
Super Agent

Jennifer MacLeod

Monroe, MI · 25+ Years of Experience

Beaches and Dream Travel, an independent agent with KHM Travel Group, a Travel Leaders Network Affiliate Agency
5.0
(20)
100% Recommended
When my husband and I decided to take our first cruise we knew we needed help. Jenny has been cursing the Caribbean as long as I've... Read More >
About
Reviews
My Places
Travel Stories & Media

Areas of expertise

Destinations:

Bahamas, Jamaica, Virgin Islands, Hawaii, Santorini

Interests:

Luxury Cruises, Luxury, Couples & Romance, Bucket List, Yacht Charter

Suppliers:

Viking, Celebrity Cruises, Royal Caribbean, Windstar Cruises, Azamara

About Me

Disney Cruise Ship in Nassau Bahamas
Disney Cruise Ship in Nassau Bahamas

Luxury cruising isn’t about the ship — it’s about the journey and how you experience it.

Whether you’re sailing through the Caribbean on a boutique yacht, exploring Europe’s rivers, or discovering new destinations on a small-ship voyage, I help you choose the cruise that best fits your style of travel and level of comfort.

I work closely with trusted cruise partners to design seamless, well-paced itineraries that go beyond the sailing itself — including pre- and post-cruise stays, private transfers, and thoughtfully selected shore experiences. My role is to simplify the process and ensure every detail is coordinated from start to finish.

I specialize in small-ship, yacht, and curated cruise experiences that feel more personal, immersive, and relaxed — ideal for travelers who value destination, connection, and a more elevated way to explore.

Your journey should feel effortless from the moment you begin planning to the moment you return home.

REVIEWS

Rating: 5.0
20 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.
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Showing 20 reviews

Amazing Vacation!
Reviewed By Stacie - Ostrander, Ohio | Traveled to Caribbean
When my husband and I decided to take our first cruise we knew we needed help. Jenny has been cursing the Caribbean as long as I've known her and I knew she would be able to help us pick the right cruise line, the perfect destinations and make sure that we did not forget any important documents at home. Jenny made everything easy, from narrowing down the destination in the Caribbean, we wanted someone where in March. To picking the perfect cruise line and ship for our personal likes and comforts. She has a vast knowledge about the various ports and attractions to help you plan your perfect trip. I am grateful that we were able to work with someone that has personally cruised several cruise lines and has vacationed at many of the port destinations. She made booking the cruise simple and we did not have any unexpected charges. If you have always dreamed of taking a cruise, Jenny is the best person to help to help you plan your dream vacation!
I would recommend this agent to my family and friends.
26 of 51 people found this review helpful. Was this review helpful to you?YES|NO
Hawaii 2026
Reviewed By Barb & Mike - Ohio | Traveled to Hawaii | USA
Jennifer made the planning easy. She gave many recommendations to let us choose and then put the entire trip together very quickly. I am excited for our vacation to Hawaii.
Jennifer MacLeod responded
"I am so excited for your trip! You will have a great time island hopping"
I would recommend this agent to my family and friends.
0 of 0 people found this review helpful. Was this review helpful to you?YES|NO
adult siblings
Reviewed By Rote - South Rockwood, MI | Traveled to Dominican Republic | Caribbean
Jennifer took the planning chore off me, with understanding and professionalism.
Jennifer MacLeod responded
"It was great to be able to help you plan you family getaway. I look forward to hearing from your group upon your return. "
I would recommend this agent to my family and friends.
0 of 0 people found this review helpful. Was this review helpful to you?YES|NO
Florida fun
Reviewed By Momof3 - MI | Traveled to Florida | USA
Jenny was so easy and fun to work with. She answered our questions and was always willing to make adjustments for our trip when we changed our minds on things. Highly recommend her!
Jennifer MacLeod responded
"I enjoyed helping you plan your trip. Your family is going to have alot of fun enjoying Disney and Universal. "
I would recommend this agent to my family and friends.
0 of 0 people found this review helpful. Was this review helpful to you?YES|NO
First time cruisers
Reviewed By Karrie Ann - Lasalle, Mi | Traveled to Bimini Islands | Bahamas | Caribbean
Jennifer was so helpful and timely when planning our cruise. As first time cruisers, she took the time to explain everything in detail and answer our questions. We are excited to take our first real vacation in years and grateful to Jennifer for all she did for us.
Jennifer MacLeod responded
"Cruising for the first time is definitely not something that is easy to plan alone since there are some may options and steps to consider in the planning. I appreciate you allowing me to help you plan your trip. I am glad to hear I was able to make everything go smoothly. I look forward to hearing about it upon your return. "
I would recommend this agent to my family and friends.
0 of 0 people found this review helpful. Was this review helpful to you?YES|NO

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

Cruises and Yacht Voyages
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    My Travel Stories

    Windstar Windsurf Caribbean Cruise

    My recent Windstar cruise aboard Windsurf was a beautifully balanced mix of relaxed luxury, immersive destinations, and thoughtful experiences that truly set small-ship cruising apart. From the moment we sailed from St. Maarten, the pace felt intentional—unhurried, personal, and designed to let each destination unfold naturally. Onboard, ...
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