Travel Advisor
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Elaine Olstadt
Middleton, WI Travel Agent· 25+ Years of Experience
A full-service Travel Leaders Associate Agency
1 review
100% Recommended
25+ Years of Experience
5.0
(1)
100% Recommended
Great Read More >
Areas of expertise
Destinations:
Caribbean, Mexico, Dominican Republic, St. Lucia, Turks and Caicos IslandsInterests:
All Inclusive, Family Vacations, Honeymoons, Destination Weddings, Couples & RomanceSuppliers:
Sandals and Beaches Resorts, Funjet Vacations, Iberostar, Riu Hotels, DisneyAbout Me
I have been a travel agent for over 35 years. I have earned my CTA certification, Sandals- Platinum Elite Advisor, Top 40 Star Agents - Iberostar Resorts, Certified Confidant- Hyatt Inclusive Collection, Jamaica Travel Specialist and ALGV Pro Certified Specialist/Wave maker . I have been to the Caribbean over 50 times- including 30 times Jamaica, Mexico over 30 times , Dominican Republic 8 times, Turks and Caicos 5 times, St Lucia 3 times, Bahamas 6 times, 3 Caribbean Cruises along with Curacao, St Thomas, Puerto Rico and Costa Rica. Europe- England, Scotland, France, Belgium, Netherlands, Northern Ireland and Republic of Ireland, Hawaii 2 times and over 18 times to Disney. I love booking vacation travel for honeymooners/couples, destination weddings, family and friend trips and multi-generational travel .
All inclusive vacations
Sandy beaches, cool blue water, palm trees? You in?
Areas of expertise
Destinations:
Caribbean, Mexico, Dominican Republic, St. Lucia, Turks and Caicos IslandsInterests:
All Inclusive, Family Vacations, Honeymoons, Destination Weddings, Couples & RomanceSuppliers:
Sandals and Beaches Resorts, Funjet Vacations, Iberostar, Riu Hotels, DisneyREVIEWS
Rating: 5.0
1 review
100% Recommended
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Showing 1 review
Honeymoon
Reviewed By DSW - Sun Prairie WI | Traveled to Jamaica ~ Caribbean
Great
✓ I would recommend this agent to my family and friends.
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Certifications & Awards
Sandals- Platinum level advisor
Certified Confidant-Hyatt Inclusive Collection
Authorized Disney Vacation Planner
Star Agent- Iberostar Resorts
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.
Client Testimonials
Family Vacation Mexico
The vacation was EXCELLENT!!! It’s not often in life that you go into a vacation with a set expectations, then have those expectations exceeded in nearly every way possible. I have wanted so bad to go to a warm sunny beach when its super cold in Wisconsin. This trip was a fulfillment of enjoying that experience.
Ryan, Jackson, Spencer and Paige
Punta Cana
The vacation from start to end was flawless and AMAZING! We were at Breathless. It was beautiful. We enjoyed the fact that the resort wasn't huge and we were able to walk around from here to there comfortably. We dined at each restaurant with the exception of the French. Our service in all aspects was great, All the staff were wonderful and friendly and very helpful if needed. The evening shows were wonderful and super fun to watch. Over all, the trip was simply amazing. We enjoyed every minute. Neither one of us have a single complaint or concern. Thank you so much for helping us. Without you, this trip would have never happened. THANK YOU!
LH, Madison, WI
Jamaica
Love, Love, Loved IT!!! Room was great. We loved the Patios and Palms the best. The restaurants Lemon Grass and Feathers were good. We snorkeled and did the Catamaran boat. We chose to stay on the resort and totally enjoy it. The weather was fabulous! It only rained twice for about 5 minutes. Once during the day and once at night. The island is so beautiful and the people are absolutely great to be with. We got to know a few. Loved the beach!!! We will go back, but am looking at other places like St. Thomas and Grand Camions. Thank you for all your help. I would totally recommend this place. I could go on and tell you more but this email is getting long enough.
DF, Wisconsin
Disney World
The trip was amazing. Your ears must have been ringing the whole week. We were always talking about our fast passes and glad that you were able to help us with them. I don’t think I would have changed a thing about this trip. It was nice to have the beach day and Sea World in the middle of the trip. I am telling people that want to go to Disney that they should get in touch with you. How was your trip? Thanks again Elaine for all your help to plan our trip.
DI, Sun Prairie, WI
Riviera Maya Mexco
Our trip was wonderful, especially the Valentin. We really liked the restaurants at night, especially the surf n turf one near the beach and the Japanese one. Our room was great, and we loved the pool! The beach was wonderful too. The service overall was by far the best - every restaurant, bar, pool, beach area, etc. Everyone was so friendly and helpful, it was very relaxing. Our guide was fantastic and so knowledgeable - and the traditional Mayan food they served after zip lining/snorkeling at Jungle Maya was amazing!! All in all, a fabulous trip. I'm so glad we went!! Thanks again for all your help!
S, Minneapolis, MN
St. Thomas
The flights were great. Our rooms were close together which made me very happy. The restaurants were all very good, my daughter did just fine with the food allergy. We did a few excursions and my daughter went snorkeling. We went to St. Johns to a wonderful beech. The resort we stayed at had 104 steps down to the pool which gave us good exercise, a shuttle was available if needed. I highly recommend the Sugar Bay Resort. The private beach was a little rocky but nothing to be upset about. The weather was just perfect. We will use your EXCELLENT service again when we are ready for our next vacation.
JS, Sun Prairie, WI
Sandals La Toc St. Lucia
We had a great vacation and we really enjoyed the resort. Our room had a great view and was conveniently located to everything. Food was really good, sushi, jerk chicken, Italian, Neptunes. Loved the beach and paddle boarding. We were never bored. Our flights were all on time and without incident. WallyPark was great. Thanks again for all of your help. It was a great time!
SW, Sun Prairie, WI