At Cruise Planners, where travel is elevated, we believe your vacation should be as unique as you are – personal, inspiring, and stress-free. For over a decade, we’ve helped travelers across the U.S. turn dream trips into reality – from awe-inspiring Alaska cruises where whales breach beside the ship, to elegant river sailings through Europe’s storybook towns, to custom journeys savoring world-class cuisine, rich culture, and once-in-a-lifetime adventures.
Owner Jen Rosa brings a concierge-level approach to every trip. With firsthand travel experience, industry leadership, and a trusted network of travel partners, Jen designs each journey with care, down to the smallest detail. She specializes in river and ocean cruising, Alaska and Hawaii adventures, bucket list journeys, and group trips with heart.
Based in Pittsburgh, we serve clients nationwide and give back locally. Jen is the founder and President of the 3 Rivers ASTA Chapter, an ambassador with the Pittsburgh Airport Area Chamber of Commerce, a volunteer at the Pittsburgh International Airport, and a certified VTA (Verified Travel Advisor). She has also been quoted by several news outlets, including AARP and CNBC.
If you're looking for a travel advisor who listens, personalizes, and handles every detail so you can simply enjoy – you're in the right place.
Hours of Operation
Monday
9:00am - 7:00pm
Tuesday
9:00am - 7:00pm
Wednesday
9:00am - 7:00pm
Thursday
9:00am - 7:00pm
Friday
9:00am - 7:00pm
Saturday
9:00am - 5:00pm
Sunday
9:00am - 5:00pm
Testimonials
12 cruises on Princess. 1 on Royal.- Leah L.
Jen Rosa was very helpful in planning this trip. I truly loved the entire experience. The recommended dogsled and glacier tour was out of this world. We compared notes with other travelers and believe that Jen Rosa gave us the best bang for our buck. I look forward to working with her again.- Sondra B.
Jen Rosa was very helpful in planning this trip. I truly loved the entire experience. The recommended dogsled and glacier tour was out of this world. We compared notes with other travelers and believe that Jen Rosa gave us the best bang for our buck. I look forward to working with her again.- Sondra B.
Everything went off without any hiccups. Really nice having drivers waiting for you. Hotels were all good and great. Tours all good too.- Susan R.
Our Cruise Planners Travel Advisor was knowledgeable, responsive, and extremely helpful. She took our ideas and crafted the trip of a lifetime.- Nicholas K.
Jen is such a pleasure to work with. I haven't booked any vacations with her quite yet (hoping to soon) but she is very knowledgeable about the types of vacations I am looking for. I thought that I was going to have to go to the Indian Ocean for the type of room, beach, and setting that I wanted (The Maldives), but she has helped me see that I can get what I am looking for closer to home, and at a much more affordable price than I was originally thinking. Thanks so much for your help and insight, can't wait to finalize our travel plans!- James H.
Jen was absolutely amazing. We came to her uncertain of where we wanted to go, what we wanted to spend, and for how long. Needless to say we didn't make it easy on her.
After working through our thoughts, Jen helped us plan the most amazing and relaxing honeymoon to Jamaica! Her recommendations made the trip as smooth as possible.
Jen is patient, kind, and a pleasure to work with!- Harry F.
Jen Rosa was phenomenal. She is with you every step of the way from start to finish! We can't wait to book our next trip with her.- Rebecca T.
JEN ROSA IS BY FAR THE BEST TRAVEL CONSULTANT I HAVE EVER HAD THE PLEASURE OF WORKING WITH!!! .I am a senior citizen and she helped me navigate a dream cruise!She is not only super knowledgeable but super friendly and always kept me informed right up till I sailed away!!!! IF YOU WANT THE BEST,@HE IS !!!!IT- George S.
Carter was great to work with. The ship was very nice but the food could have been better on the ship
Jen was wonderful to work with when planning my Alaskan cruise! She was able to book excursions with local vendors when most of the cruise ship offerings were sold out, so I was able to see everything I wanted to and more! My room was perfect and centrally located. She helped me decide on meal plans and upgrades and took the stress out of planning this trip. It's definitely worth it to have a travel agent on your side!- Katie W.
Jen was phenomenal. This was our first cruise and our honeymoon! We had no idea what to expect. The booking process was nice and smooth with Jen! She was so friendly and very knowledgeable about everything in Alaska! We LOVED our ship, the food and the service! When we go on our next cruise- she will be our go to person!!!- Kayla G.
For all the travelers out there wanting to find a fabulous travel agent to handle all your needs.I have found the best Jen Rosa.She is not only knowledgeable, she is upbeat and can handle it all.She is the best agent I have ever dealt with!!!!- George S.
Met Jen at the Chicago travel show and she was patient and friendly. She answered all my questions.- hannah r.
Jen went above and beyond to make our dream vacation a reality, all while respecting our budget and personal travel preferences After a long day of travel, we arrived at the hotel and discovered that Jen was able to have us upgraded to an ocean view for our entire stay at no additional costs! Working with a travel agent makes travel so much easier. I will be sending all my friends and family you way. Thanks again.- Sarah H.
Our family cruise was a success! Thank you for your patience with our family as people decided to change their minds a bunch of times and at the last minute. You were more calm than I ever could have been!! The 3 people who backed out regretted it after they saw all of our pictures. Thank you for helping my grandmother get a scooter for the trip. It was easy peasy, the scooter was right in her room when we all got on the ship! There is no way my grandmother could have gotten off the ship and check out the ports if she didn't have a scooter. I over heard another person asking the front desk if they could rent a scooter and they told them that they did not have any on board, sounds like they need to work with a travel professional- catherine b.
Jen Rosa is amazing at what she does, a true professional in the field of Travel. She takes the time to get to know you and what you want out of your trip, and then finds the most perfect destinations/resorts/hotels. I have tried other “travel agents” and agencies in the past and have never been satisfied. She is knowledgeable, passionate, professional and truly cares about her clients. I highly recommend her to anyone looking for a reliable, trustworthy, and knowledgeable travel planner!- Mary anne C.
Our first day in Anchorage, we went to Alaska Husky Adventures. They have 60 dogs, 10 are a litter of puppies. We learned so much about the Iditarod and their Alaska huskies, which are actually a mixture of breeds. We also got to help them prepare their dogs for the next race by taking a dryland sled ride. As soon as the dogs realized they were going sledding, they got so excited. When done, they jumped into the kiddie pools waiting for them. Best experience ever!- Mary Anne W.
Jen was such a pleasure to work with. She provided us with a beautiful customized itinerary with exactly what we wanted to do in Hawaii. We are so glad we listened to her guidance of getting a rental car before time because when we picked up ours, there was a family who decided while on island they wanted one and & the car rental agencies had none! I gave the family your information so they have someone as wonderful as you to guide them in the future. We look forward to working with you on our next adventure!- Kathy S.
We utilized Jen's services for our first family cruise this past summer. Jen made our trip pretty seamless by answering all of our questions, be it phone or email, and soothing all of our "first timer" nerves. She walked us through all the decisions that needed to be made like cruise lines, destinations, where to stay on the ship, where to port, what was a good deal and what was not. Jen was a great asset for our family!- Jennifer C.
I wanted to thank you for your hard work and patience working with us to plan this vacation. We had an absolutely great time in Aruba. The hotel was perfect for us with the kids. Everything went so smoothly.- Gerald O.
We booked, through Jen, a one night hotel stay at the the Indigo in Downtown St Pete, FL. It was imperative that we had a hotel room within walking distance to the event we attended. When we went to check in they said the credit card that was used to hold the room was declined and that they tried calling 3 times. They cancelled our reservation and there was nothing they could do. Their excuse was a lie! Thank god I used a travel agent. Jen contacted the hotel and got us a better room than the original booking. They overbooked the hotel and cancelled reservations that didn’t check in by an allotted time. If we didn’t use a travel agent, even just for a one night stay, we would have been out of luck with no recourse.- Jennifer J.
Thank you Jen so much for your help and patients planning our 11th hour cruise. Our schedule is so hectic and we need to plan things last minute and your knowledge and patients with us made us have such an amazing trip. We would never have been able to do this with out you. Jen is the best!!
Thank you for all your help planning our AMA river cruise!! It was by far the best trip we have ever been on!! And all of your personal touches made it all around a wonderful experience! We can't wait to plan our next vacation with you! This one was so jammed packed with excursions we agreed next vacation will be relaxing!! We typically do an adults only resort somewhere tropical over the winter, so maybe we can start to plan that in a month or two for the new year?
Thanks again!!- Dana R.
Our Alaska adventure was full of memorable, entertaining memories! Jen was sure to include our preferences, and arranged everything competently to the last detail. We relaxed, saw gorgeous country, experienced great excursions ,and have memories and photos to share!!- Pamela H.
I generally book all my own cruises & vacations, but Jen made it SOOO much easier AND found us better rates!
Extremely knowledgeable in vacation planning, not just cruise planning experts but have insight into all kinds of travel deals. I book my flights and travel through them, and they work closely with me to get the best deals and itineraries that match my needs and budget. Get on their email list for flash sales and cruise deals - they always email their customers as soon as they hear about great deals. I highly recommend.
Thank you so much Jen for all of your help with our family reunion cruise! You made this so seamless for me. I didn't have to be the middle man. Thank you for suggesting adjoining rooms, that was so helpful with all the kids!!! It was nice to have our family all together on the same floor. Can wait to have you plan our next one! I'll contact you soon to also book us a wine river cruise in Europe.
Thank you so much for booking our family's last minute summer vacation. You were so sweet to take time out of your personal trip with your family over the holiday weekend to take care of us because we waited till the last minute. I will never forget the patients you had with me. I am sorry for taking time away from your family so you can work on ours. You are an angel!! I HIGHLY RECOMMEND you to anyone looking for a travel agent!
Last week we had the amazing opportunity to visit the Hard Rock Riviera Maya Resort and Hotel in Riviera Maya, Mexico with my family. It was a multi-generational trip with ages ranging from 7-68!
First the theming of everything was amazing, from the pillow covers to the memorabilia all over the resort, you can tell you are in a place for music lovers and people that like to have fun. All the rooms at the resort have been upgraded with new bathrooms, new bathtubs (separate from the bathroom) and all come with a fully stocked bar and what my kids loved the most, the 24 hour room service! This was so fast, I felt like I turned around and there it was. The restaurants on property were very good and I have to say they had food and bars all over the place. There is a new GM on property and he wants to make everyone happy, thus adding in a taco/ceviche bar, and then another food area during the day that changed out the items daily. They even put a food station down on the beach for people to eat. The pool is open until 12am and I am pretty sure the pool bar stayed open that late too. It was perfect for all those people doing destination weddings and there to have a good time. The beach was fantastic if you have small kids and you love to snorkel. They had Kayaks right there for anyone to use as well as snorkel gear. My kids loved the beach and the pool so we went back and forth between the two.
There were two highlights of our trip. One was going to the Eco Parks, Xcaret and Hel Ha. These parks are amazing. Be prepared they are LONG days (all day, pick up at 8 and transfer back between 4 & 6pm) but I have to say it was totally worth it. We even got to swim with the dolphins at Hel Ha. I can’t wait to do that again.
My Second highlight was just being together with my family making memories. Everyone loved the property and even more so, the people at the property. They couldn’t do enough for you. From the lady cleaning our rooms, to the service staff to even the event staff, everyone was warm, friendly and simply AMAZING.
It was truly a fantastic vacation. Below are some recommendations :
Property is great for families with smaller kids
Rooms are tiny, so be prepared. If clients have bigger kids they WILL need 2 rooms. The double room has 2 full beds, not 2 Queen beds. If you are used to a King, this is a problem. Save yourself a head ache and book the two room. They have all the rooms that are doubles connecting with the king, so it works out great.
IF you can book the Rock Royalty accommodations, it is totally a bonus. The rooms are the closets to the beach and the pools and the children’s club. The personal assistants are amazing and will book anything you want. We were treated to this and it was fantastic.
The Shows every night were fantastic, energetic and a lot of fun. Many people were tired from being outside all day, that the showroom never really filled up, but they had a crowd.
Thank you for all your help with creating the perfect honeymoon for us! You helped us pick the right room (BUTLER!!) and resort. We are planning to go back to Sandals for our 1 year anniversary to see our butler again! We can't say enough good things about our honeymoon or you. Thank you from the bottom of our hearts!!!- Joan K.
We can't thank you enough for all the time you spent when we were stuck in paradise (Caribbean) because of the snow storm & flights being cancelled. You made this set back smooth for us and I am sure it was hectic & time consuming for you. We are glad that you recommended insurance because we will get back everything we had to pay out of pocket! What a relief!
Again, thank you for all your time getting us back home & staying in the hotel a few nights longer. We are so grateful we booked with you rather than us doing it alone, because we wouldn't have known where to start.
The kids loved all the Sesame Street Characters & parade when we arrived. The kid shows were fun - even for the adults. Our room was just steps from the beach which was helpful when we have kids that love the ocean rather than the pool. The kids are usually picky eaters, but they enjoyed the food & even asked if I could learn to cook like that. We enjoyed the boat ride that took us to a great snorkeling spot. You were right, all the water activities were included, which saved this family a ton! The water park was good for the kids. They would keep going down the same slide when there were others to choose from. The beach party at the water park was really fun & the kids enjoyed the fire eater. We loved Beaches Ocho Rios and look forward to checking out the other 2 Beaches properties.
WOW! This was our 1st trip to a Sandals property & won't be our last. The staff is phenomenal, we felt like we were VIPs. The concierge area is very helpful. Beautiful property, we even saw a wedding take place from our balcony! It is super close to the airport as you mentioned, and we did hear the planes, but the noise didn't bother us, we were lost in paradise. Can't wait till our next year Sandals vacation! Thanks for all the time you took planning the perfect vacation.
Thank you so much for recommending Beaches Turks & Caicos for our family vacation. It was more that we imagined and that was out best vacation to date! The activities for the kids kept us adults happy. The food truly was world class as you said! Having the wine in our room & replaced was very relaxing in the evening. You said that the staff was friendly and they were wonderful! I would recommend Beaches Turks & Caicos to any family/couple/friends. It's a perfect fit. Thanks again & can't wait to book a Sandals vacation for just the adults next time :)
Thank you for your help with our numerous weekend getaways and vacations. You are always so quick and friendly. I'm glad I have you to plan all our trips and vacations!
Thank you for everything. It's so much easier using a travel agent. I've probably overspent so many times in the past.- Kerri W.
My travel agent helped me get home after a cancelled flight. Thanks.- Katie W.
Thanks for helping me plan a beautiful vacation in Florida!
