Jamaica: One Island, Endless Adventures

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Jenny Wespiser, Travel Agent in Maple Grove, MN

Jenny Wespiser

Maple Grove, MN Travel Agent
Super Agent

Jenny Wespiser

Maple Grove, MN · 7 Years of Experience

An independent agent with Travel Leaders Maple Grove, MN
5.0
(91)
100% Recommended
Jenny was so helpful from start to finish with our family of four's Yellowstone and Grand Teton adventure. She asked about our likes and dislikes... Read More >
About
Reviews
Certificates & Awards
My Places
Travel Stories & Media
Client Testimonials

Areas of expertise

Destinations:

Jamaica, Montego Bay, Negril, Ocho Rios, Caribbean

Interests:

All Inclusive, Adult Only, Bachelorette Parties & Girlfriend Getaways, Couples & Romance, Family Vacations

Suppliers:

Sandals and Beaches Resorts, Palace Company, Funjet Vacations, Inclusive Collection – World of Hyatt, Delta Vacations

About Me

Find your slice of paradise in Jamaica
Find your slice of paradise in Jamaica

Aaaahhh... Jamaica—the island of One Love and Every Little Thing is Gonna Be All Right.

As the third-largest Caribbean island, Jamaica has truly mastered the art of island living, blending laid-back vibes with vibrant culture and natural beauty.

Whether you’re chasing thrills, seeking serenity, or just looking to soak up some sun, Jamaica offers something for every type of traveler. With pristine beaches, lush mountains, winding rivers, and a deep cultural history, this is a destination you’ll want to explore again and again.

For the Beach Lovers From the soft white sands of Montego Bay to the striking black volcanic beaches of the South Coast, Jamaica's coastline is pure paradise. All-inclusive resorts dot these idyllic shores, making it easy to relax in luxury with the ocean just steps away.

For the Adventure Seekers Beyond its famous Dunn’s River Falls, Jamaica invites you to bobsled through the jungle on a mountain coaster, raft the Rio Grande, ATV through the island’s rugged northeast, or float lazily down the White River on an inner tube. Adventure is never far away.

For Nature Enthusiasts Jamaica is more than beaches—explore jungles, mangrove forests, waterfalls, and even mystical caves. Take a bamboo raft ride, kayak through a glowing bioluminescent lagoon near Montego Bay, or unwind in healing mineral springs.

For the Foodies Jamaican cuisine is a delicious fusion of African, Indian, European, and Asian influences. From spicy jerk chicken to savory patties, your taste buds are in for a treat. Don’t miss local favorites like Scotchies, Bourbon Beach in Negril, or The Pork Pit in Montego Bay.

For the Golfers Tee off in paradise! Jamaica boasts 11 golf courses, including two designed by the acclaimed duo Robert von Hagge and Rick Baril in Rose Hall. Golf with ocean views? Yes, please.

For the Sea Life Seekers Dive into Jamaica’s vibrant underwater world with scuba, snorkeling, or a glass-bottom boat tour. Top spots include the Arches and the Caves near Negril and Montego Bay, where you might spot rays and reef sharks. In Ocho Rios, don’t miss the chance to dive a sunken ship.

For the Party Crowd The Hip Strip in Montego Bay is your go-to for fun from day to night. Ride a 120-foot slide into the sea at Margaritaville or groove to world-class reggae at one of the buzzing bars and beach clubs.???

For the History Buffs Jamaica’s past comes to life through plantation tours in Montego Bay, pirate tales in Kingston’s historic Port Royal, and the powerful story of the island’s role in the slave liberation movement. Explore the roots of reggae, rum, and rebellion in one unforgettable journey.

Stay Your Way From luxurious all-inclusive resorts (adults-only or family-friendly) to intimate boutique hotels, private villas, and eco-friendly escapes, Jamaica offers accommodations for every style and budget.

Every visit can be a new experience!

Ready to plan your perfect Jamaica getaway? Whether it’s your first time or your fifth, I’d love to help you create a vacation that’s uniquely yours.

REVIEWS

Rating: 5.0
91 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 91 reviews

Best Trip EVER!!!
Reviewed By Chasity - Saraland, AL | Traveled to Yellowstone National Park ~ Wyoming ~ USA
Jenny was so helpful from start to finish with our family of four's Yellowstone and Grand Teton adventure. She asked about our likes and dislikes which allowed her to tailor the perfect vacation for us with memories that will last a lifetime! From the rental car to the accommodations and excursions, Jenny nailed it! I would recommend her to anyone!
Jenny Wespiser responded
"It was such a pleasure working with you! I am so happy you all had a great vacation. "
I would recommend this agent to my family and friends.
14 of 17 people found this review helpful. Was this review helpful to you?YES|NO
Disneyworld made easy for 1st timers.
Reviewed By SS2 - CLITHERALL MN | Traveled to Disneyland ~ California ~ USA
Jenny is a delight to work with. Jenny always got back to us when ever we had a question. The best part was Jenny provided us with an itinerary that made touring Disneyworld that much easier. Jenny also got us the fast passes to the rides we were interested in most.
Jenny Wespiser responded
"Thank you. It was a pleasure helping you plan this vacation. "
I would recommend this agent to my family and friends.
15 of 24 people found this review helpful. Was this review helpful to you?YES|NO
Great group trip 2021
Reviewed By Katie - Centerville, mn | Traveled to Utah ~ USA
Jen was able to find 2 houses in 2 popular areas for 14 people. Amazing!!!!
I would recommend this agent to my family and friends.
14 of 23 people found this review helpful. Was this review helpful to you?YES|NO
Sedona family trip
Reviewed By mbaker - Minnetonka, MN | Traveled to Sedona ~ Arizona ~ USA
Jenny was delightful to work with. She helped me think through different trip options, both the pros and cons to various ideas. Then she found us a wonderful VRBO, took care of coordinating flights for two different groups, and the car rental. She also booked a hotel for one night in Las Vegas. I would highly recommend her.
Jenny Wespiser responded
"Thank you very much. I am so happy that you enjoyed your vacation."
I would recommend this agent to my family and friends.
5 of 6 people found this review helpful. Was this review helpful to you?YES|NO
Best Spring Break Adventure with Teens!
Reviewed By JT - NYC | Traveled to Grand Canyon ~ Arizona ~ USA
Jenny was an absolute pleasure to work with. She was very knowledgeable and organized. I appreciated her quick responses to all of my questions along the way. Jenny provided me with an itinerary packet before our trip which was amazing! It included our trip itinerary with all of my rentals and hotel confirmation #’s . A life saver for our 7 day Grand Canyon / RT. 66 excursion staying in different hotel rooms each night. Jenny also provided articles and fun ideas for the places we were visiting and after all of my research I kept going back to her recommendations and they were perfect! We had an amazing trip thanks to Jenny. I highly recommend her services and can’t wait to work with her on our next adventure!
Jenny Wespiser responded
"Thank you! It was such a pleasure working with you on this vacation. "
I would recommend this agent to my family and friends.
9 of 15 people found this review helpful. Was this review helpful to you?YES|NO

Certifications & Awards

ASTA is the leading global advocate for travel agents, the travel industry and the traveling public.It is the world's largest association of travel professionals.Our members include travel agents and the companies whose products they sell such as tours, cruises, hotels, car rentals, etc.Expand your world. Go with the pros.
The Book with Confidence logo tells you that this Travel Advisor has direct access to comprehensive resources for safe and healthy travel, available at their discretion for sharing with clients.  This includes vetting the details on the health and safety protocols implemented by each travel provider in order to recommend the ideal itinerary for each client’s unique needs.
Certified Leisure Travel Specialist: During this certification program Travel Agents study several key components including: Sales and Service, Cruise Sales, Destination and Lifestyle Knowledge,  Programs and Preferred Supplier Knowledge. This is a two year study program.
Trusted Travel Advisor: A Trusted Travel Advisor credentials, resources and global connections translates to today’s consumer in respectful interactions, confidentiality, knowledge, and client advocacy of travel services provided in parallel with building long lasting client relationships that builds with each interaction.  A Trusted Travel Advisor knows their client better than the client may know themselves and puts those polishing touches on each travel collaboration.
NCL University - Master's Degree
NCL University - Master's Degree
Royal Caribbean University - Master of Adventure
Royal Caribbean University - Master of Adventure
Seacademy - Gold Certification
Seacademy - Gold Certification
AMResorts Master Agent
AMResorts Master Agent
Jamaica Travel 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

Secrets Wild Orchid Room Tour
View Album
Jamaica Sunsets Are Amazing!

Client Testimonials

Incredible Italy Honeymoon
"I just wanted to take a moment to thank you for all your help in planning our honeymoon in Italy. The trip was absolutely incredible, and everything you arranged went so smoothly! We couldn't have asked for a more memorable experience. We're so grateful for everything you did to make our honeymoon unforgettable. We'll definitely be reaching out when we're ready to plan our next adventure!"
H.H. Tennessee
Ireland Family Trip
Our trip was absolutely wonderful! Every detail was planned to perfection. Our tours, private transfers, and hotel accommodations were fantastic.
A.S. Lexington, TN
Family Vacation Planning
Jenny, I hope you know how much we appreciate you and all of your efforts. You made the process so simple for us, and that is worth its weight in gold! It gives us such a relaxed feeling as we prepare to leave in a couple of weeks. Thank you!
L.R. Mississippi
Worry Free Italy
Thank you so very much! You have taken SO much of the worry about this trip away from us!
G.J. Forest Lake, MN
Alaska Cruise
Thank you so much for all your help and special attention. We are lucky to have you as our Agent!
M.K North Carolina
Hawaii Cruise Vacation
We had a wonderful trip. Thank you for your guidance through the "travel maze."
A.G Missouri
Peace of Mind
Thank you so much! I can’t tell you what a piece of mind it has been working with you. Thank, thank you!
C.O. St Paul, MN
Thank you
I greatly appreciate your help coordinating and saving us money and time!
J.P. St Paul, MN
Thank you so much!
You were so great to work with and made this trip stress free to plan. I look forward to working with you in the future!
K.D, Tennessee
Disney World Planning
Thank you for all of your hard work and dedication. I haven’t even went yet but would recommend you to anyone looking to plan a Disney trip.
J.W. Minnesota
Fun had by all at Disney
Jenny did an absolutely great job listening to all the input, likes/dislike, expectations and pulled together a stress free enjoyable vacation for us. We did use her touring plans and they were very helpful. There was minimal debating on what to do next, which was nice. great communication along the way. I am sure if she could, she would have ordered warmer than 40° in Florida in January. You were very helpful, knowledgeable and responsive. We will work with you in the future. Thanks!
C.L Centerville, MN
Family Vacations
Jenny at Whimsical Vacations has planned several of my family's vacations (both Disney and non- Disney). Our Disney World vacations were magical and our other vacations were full of adventure. The daily vacation schedules she provides were effortless and a blast. I recommend Jenny's travel planning services, you won't be disappointed.
D.W Hugo, MN
Disney with Grandkids
Thank you Jenny for providing us with organized plans for our trip to Disney World. We did not feel like we were running from ride to ride zig zagging around the parks. We were surprised by how many attractions we got in each day. She explained the meal plan and transportation so we knew what to expect when we arrived. Her suggestions for snacks and meals were great. It was a great vacation for us grandparents to have a magical time with our grandchildren.
Pat D. Hugo, MN
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