I have been to Harborside three times during different times of the year, here is what I have learned.........
1) Make sure you look up Sandra's Taxi(family owned business, so friendly and nice), they are one of the cheapest taxis from the airport to Harborside and on the way to Harborside, for an additional fee, they will take you to a supermarket where the locals shop and there is also a liquor store right next to this supermarket, this way you are all stocked up with food and beverage at the beginning of your stay. They will also arrange a tour for you, you must do the Rum Factory and the Rum Cake Bakery, if you have little kids, they will love the local zoo, Ardastra Gardens, trained flamingos put on quite a show and the little kids love it and they have parrots that the kids feed etc.
2) When you check in, ask to make a reservation at Montagu Gardens Restaurant, which is located across the bridge, they will pick you up and when finished with dinner, take you back to Harborside, at no cost to you, free cab rides, the food is varied and delicious, seafood, steak and the prices are very reasonable and everyone is so friendly. This restaurant made the top ten local restaurants.
3) Murray's Deli/Restaurant, Carmine's are very good value for the buck, NY style deli food and NY style Italian Food, ample portions. Within a few blocks walk, Margaritaville has reasonably priced menu items and live music on the weekends. The Pointe Restaurant and Bar at Harborside.........other than breakfast, very reasonably priced and extremely convenient when you are tired and just want to hang at the resort, especially if you have kids or grandkids with you, their menu is family friendly, pizzas, chicken nuggets....hamburgers etc.....reasonably priced........make sure you visit Ben and Jerry's for their delicious icecream, within a few minutes walk in the little village next to our Harborside Resort or you take the shuttle bus, and get off at the first stop and walk into the village, live music there and many restaurants and shops...........Best Time of the year to visit.....Winter Time, Everything is open, all the attractions and rides and restaurants, if you go in the fall, I noticed all the cheaper restaurants are closed and some of the attractions are closed as well.......there was such excitement in the air in the winter months.........everything is going full tilt............
One more thing, if you have little kids with you, you must do the Dolphin Encounters, it is very pricey but worth it, my granddaughter had a blast, such a good time............