The island you choose to vacation on can make all the difference. Each island on the Florida Gulf Coast has something different to offer. If you are looking for an island with plenty of entertainment possibilities other than the beach and nature, you should consider Clearwater Beach. There are plenty of shops to browse and a wide choice of restaurants and bars. The bayside marina has lots of tour boats, dolphin cruises, and fishing charters and you are just a short hop over the bridge from Clearwater, and not far from Tampa and all its attractions and nightlife.
Another good choice would be St. Pete Beach, which is also close to some fine nature preserves, namely Fort Desoto County Park (Dr. Beach's pick for the nations number 1 beach), Egmont Key, and Shell Key.
Also consider Siesta Key because of its proximity to downtown Sarasota where you will find plenty of culture, arts, music, shopping, various entertainment and nightlife, and lots of people and not a little traffic. The beaches of Siesta are the most beautiful anywhere on the Gulf Coast.
Another good choice would be Naples. Although the Naples beaches are not on a barrier island, they are great beaches nonetheless, surrounded by all the comforts of an upscale lifestyle. Fine dining, shopping, and entertainment are just steps away.
On the other hand, if you are looking to get away from it all, I would highly recommend looking into Palm Island (Little Gasparilla Island), located south of Englewood. You have to take a boat to the island, as there is no bridge. There are plenty of beach houses and several resorts. Getting around on the island is by golf cart or on foot. Only the residents have cars, generally. No nightlife here, and the only entertainment is found on the beach or in the water, or going for a walk around the island.
Another option is Sanibel or Captiva Island. World famous for their natural beauty they offer a truly unique experience in island living. It does come with a high price tag, although deals can be found in the off season if you don't mind staying a few blocks from the beach. Anywhere on Sanibel or Captiva is a beautiful place to stay in my opinion. If you don't stay on these islands, do yourself a big favor and make a day trip here. You won't be sorry.
If you want something different and don't feel like you have to stay near the beach, try spending a few days (or a month) on Pine Island. Find a place on the north end in the town of Bokeelia, right on Charlotte Harbor. Then take a day trip to Cayo Costa Island. Don't forget to take the side trip to Cabbage Key.
For something in-between, consider Anna Maria Island, Manasota Key, Bonita Beach, or Marco Island. My favorite would be Anna Maria.
If you are coming to party, the choices are clear: Clearwater Beach or Fort Myers Beach.
For more info and lots of photos of the above islands and beaches, visit my website at
www.beachhunter.net.
--beachhunter