My boyfriend and I decided on a last minute vacation (three days prior to departure) to Bermuda last August (it was super hot, but the weather was perfect!), and with our trip being so spur of the moment we soon realized that not many hotel/rental options were available. Luckily, I received my monthly 'Great Rates, Great Dates' email, and sure enough the Fairmont Southampton was on there, so we quickly booked the rate and we weren't disappointed one bit! We had an amazing time from arrival to departure... The resort was gorgeous and offered everything we could have needed/wanted. The room was comfortable, and had plenty of space for the two of us... the walk-in closet as well as the separate vanity space was a nice touch and the bed was incredibly comfortable. We took a taxi to the nearby grocery store when we arrived and picked up a a few essentials... snacks, drinks, etc... So that we didn't find ourselves starved and digging in to the minibar! As far as meals, we ate on site a few times... Dining at Ocean Club, Newport Gastropub, Windows on the Sound and Wickets during our stay... And honestly, everything we ate was delicious and the service was always outstanding. We also ventured out to Henry VIII's & Mickey's for dinners, and both were wonderful and also had entertainment to enjoy after your meal! My only complaint was that the hotel's beach was always very crowded, but the easiest way to solve that was to just go down the beach and explore some of the more quieter coves... Problem solved! We also rented a scooter from the resort one day [which I highly recommend], and drove to the dockyard for the afternoon and then went to Hamilton the next morning... It was nice to not be reliant on the ferry's schedule and/or having to spend the cash on taxis. We also enjoyed morning strolls around the resort, and along the nearby beaches. All in all, one of our most memorable vacations.
PS - Be sure not to miss Horseshoe Bay (right next to the hotel's beach), as well as the view from Gibb's lighthouse (within walking distance to the hotel).