To the OP, I know you asked for the thoughts of others, but in reality, the only opinions that really matter here are yours and hers. As opposed to an opinion, I will share with you an actual experience.
About two years ago now, I met a lovely lady (through eccie). From the moment we met, it was apparent that we shared a great chemistry. Our first date, scheduled for 90 minutes, lasted a bit over three hours. Same thing happened on our second date. Over the course of the next three months, I continued to see her on a very regular basis. During this period, we spent quite a bit of time together besides our BCD time. We would go out for nice dinners, or some shopping. We would have conversations which lasted multiple hours; talking about everything under the sun; psychology, philosophy, entertainment, parenting, etc. We got to know each other. At this point, it occurred to me that sharing a vacation with this woman might be a good idea. I broached the concept to her, choosing a 5 night trip to a 5 star, all inclusive resort in Cancun. Within a couple of days, we had all the details ironed out. Of course, I covered all the expenses of the trip, including the cost of obtaining a passport for her. I also included a reasonable stipend for her to (somewhat) account for her missed income opportunity and any expenses incurred due to the trip (child care, etc.). The stipend amounted to approximately the cost of three normal dates. Keep in mind, also, that in order to book air travel, you will have access to her RL info (name, address, DOB, etc.), so there must be a certain amount of trust and discretion involved. During the planning of the trip, I included her in all the decisions regarding the trip; flight schedules, room selection, planning of activities, etc. Every time we talked, we were just building our anticipation for the big event!!
The big day finally arrived!! We had an early morning departure on a Thursday (she is, most definitely, NOT a morning person) and it was the last day of her period.
I know, but when planning a trip, you never seem to consider every aspect. The flight was a bit tedious, but thankfully, we only had one stop with a reasonable interval between flights. She was a just a bit grumpy (understandable), so I made sure to attempt to cater to her every need. The point here is to understand that no one is perfect, including that lovely lady you see occasionally in what, normally, are reasonably perfect circumstances. Before you take a trip with someone, you best know something of the real person, including some of their flaws, because during the course of a trip, they will show. A little kindness and understanding can go a long way.
The balance of our trip was amazing!! The resort was incredible, one of the best I've experienced. Our room had a poolside patio, with a table and chairs and a bed. We had room service breakfast out on the patio every morning we were there. The restaurants were fantastic (there were nine of them), the staff could not have been more accommodating and the weather was perfect. Because of the room we had selected, we had access to a private area of the beach, complete with food and beverage service and beds right on the beach!! The trip was really amazing, however, primarily due to the quality of my travel companion. Besides being stunningly gorgeous, she is an extremely engaging young lady, highly intelligent and an excellent conversationalist. This is important; if you don't enjoy spending time outside the bedroom with her, don't invite her on a vacation!! Of the approximately 132 hours I spent with this woman on our trip, only about 4 of those hours were spent in sexual activity. That left 128 hours or so to fill with other endeavors. You better enjoy her company, my friend.
Just fyi, I had coordinated the trip schedule to coincide with her birthday, which was the Saturday we were there. As a surprise for her, I treated her to a massage at the spa and a private, very elegant dinner, right on the beach that evening. She was wearing a beautiful, white dress I had bought her for her birthday and could not have looked more gorgeous. Later that evening, she told me that was the most romantic thing anyone had ever done for her and that it was her best birthday ever!! I would not have traded places with any guy in the world that night!!
To summarize: yes, it can be a wonderful experience taking a trip like this, but you really need to do your homework first. Make sure that you and the lady are highly compatible outside the bedroom, as that is where you will be spending the majority of your time. You mentioned the word "love"......that's fine, but make sure you like her as well. I love my lady too, but I'm not "in love" with her. Big difference. Also, be assured that during your trip, there will be a hiccup or two encountered; be prepared to deal with them. At the end of the day, as I said earlier, the only opinions that matter here are yours and hers. Sit down and talk to her about your interest and listen to what she says and how she says it. That should tell you all you need to know. Be realistic.
Oh yeah, just for the record, the lady I traveled with........in the time since our trip, we have become very close, genuine, real life friends. We continue to see each other and have, in fact, taken a couple of other, shorter trips together. And yes, I still think she's amazing and wonderful!!