Calusa Point derives its name from the Calusa people, a powerful pre-Columbian Native American civilization that dominated Southwest Florida from approximately 500 BCE until Spanish colonization in the 16th century, known for their sophisticated fishing culture, shell-mound construction, and complex society without agriculture. Located in St. James City on the southern tip of Pine Island in Lee County, Florida, the area occupies part of the largest island on Florida's Gulf Coast, positioned between the mainland and the barrier islands including Sanibel and Captiva. Pine Island developed as a fishing and agricultural community during the late 19th and early 20th centuries, with pineapple plantations and commercial fishing operations defining the local economy before tourism emerged as a significant industry. St. James City specifically grew as a residential waterfront community attracting retirees and fishing enthusiasts seeking Old Florida character away from the high-rise development characterizing much of coastal Florida. The designation 'Calusa Point' references the area's rich archaeological heritage, with numerous shell middens and artifact sites indicating centuries of Calusa occupation who harvested fish, shellfish, and other marine resources from the productive waters of Pine Island Sound and Charlotte Harbor. Unlike typical Florida beach destinations, Pine Island and St. James City feature minimal sandy beaches, instead offering mangrove-lined shores, shallow grass flats, and working waterfront character that preserves the region's fishing village heritage despite growing residential development.
Calusa Point and the broader St. James City area excel as destinations for fishing, boating, kayaking, and water-based recreation rather than traditional beach activities. Tropical Point Park provides public waterfront access with a small beach area, kayak launch, picnic tables, and access to the Great Calusa Blueway Paddling Trail, a 190-mile kayak and canoe route through Charlotte Harbor and Pine Island Sound showcasing Southwest Florida's coastal and estuarine ecosystems. The park offers views of Matlacha Pass Aquatic Preserve, a protected waterway supporting seagrass beds, mangrove forests, and diverse marine life including manatees, dolphins, rays, and numerous fish species. Fishing opportunities prove exceptional, with shallow grass flats surrounding Pine Island providing habitat for snook, redfish, spotted seatrout, tarpon, and sheepshead, creating world-class inshore fishing conditions that attract anglers year-round. The area's working waterfront includes marinas, fish houses, and charter boat operations maintaining St. James City's authentic fishing village atmosphere. Birdwatching opportunities abound with herons, egrets, pelicans, ospreys, and occasional bald eagles visible along the mangrove shorelines and shallow flats. The absence of traditional sandy beaches means visitors seeking sunbathing and swimming typically access nearby barrier islands including Fort Myers Beach, Captiva Island, Cayo Costa State Park, and Boca Grande by car or boat. Cayo Costa, accessible only by boat or ferry, offers pristine white-sand beaches and represents one of Florida's last undeveloped barrier islands, creating a popular day-trip destination for St. James City residents and visitors. Sunset viewing from St. James City waterfront locations ranks among the area's premier experiences, with unobstructed western views across Pine Island Sound creating spectacular evening light displays characteristic of Florida's Gulf Coast.
St. James City offers excellent waterfront dining showcasing fresh local seafood and Old Florida casual atmosphere. Waterfront Restaurant & Marina, Pine Island's oldest restaurant operating for approximately 100 years, serves Ole Florida-style seafood including fried grouper baskets (€14.95), peel-and-eat Gulf shrimp (€12.95 per pound), and fresh stone crab claws in season (market price), with outdoor dockside dining providing frequent manatee and dolphin sightings during spectacular Gulf Coast sunsets. Low Key Tiki offers casual waterfront dining with unique items including pickle fries (€6.95), applewood smoked pulled pork platters (€13.95), and buffalo chicken egg rolls (€8.95), complemented by craft beers and waterfront views. Phuzzy's Boat Shack (formerly Woody's) provides popular favorites including crab rangoon (€9.95), mahi-mahi sandwiches (€12.95), and boom boom shrimp with spicy aioli (€11.95). Ragged Ass Saloon, operating since 1954, serves tiki-style bar food with burgers (€10.95), fish tacos (€11.95), and conch fritters (€9.95), featuring live music Friday through Sunday creating lively waterfront atmosphere. Pine Island Getaway Cafe caters to breakfast and lunch crowds with Cuban sandwiches (€8.95), fresh pastries (€3.50), and specialty coffee drinks (€4.50). Bert's Bar & Grill on nearby Matlacha offers additional dining with blackened grouper (€16.95), she-crab soup (€6.95), and key lime pie (€5.95), while Tarpon Lodge Restaurant provides upscale waterfront dining with pan-seared scallops (€24.95), cedar plank salmon (€22.95), and filet mignon (€29.95), combining fresh local ingredients with refined preparations for special occasion dining on Pine Island.