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Island Hopping South of Tampa: 11 Must-Visit Stops

July 23, 2026

Looking to skip the heavy northern crowds and cruise south? Florida's Gulf Coast below Tampa Bay is packed with secluded barrier islands, eco-adventures, and unbeatable dock-and-dine spots. Here's a quick-hit guide to 11 must-visit island stops south of Tampa.

Tampa Bay & Sarasota Escapes

  • Egmont Key — Accessible only by boat. Features an 1858 lighthouse, historic ruins, and secluded beach picnic spots.

  • Anna Maria Island — Relaxed, low-key vibes with minimal crowds and gorgeous public beach stretches.

  • Lido Key — An eco-tourism hub perfect for kayaking mangrove tunnels, dolphin watching, and deep-sea fishing.

  • Siesta Key — Renowned for crystal-clear Gulf waters and powdery quartz sand — ideal for swimming and snorkeling.

Unplugged & Historic Spots

  • Gasparilla Island — A tranquil, bridgeless island with unpaved roads. Perfect for paddleboarding with manatees and quiet fishing.

  • Cayo Costa & Cabbage Key — Water-access only. Cayo Costa is a pristine state preserve; Cabbage Key is home to the famous Dollar Bill Bar, papered in over $70,000 of signed bills.

  • Pine Island — Tucked inside aquatic preserves, this is a fisherman's dream for snook, redfish, and tarpon.

Sun, Shells & Luxury

  • Sanibel Island — Famous worldwide for shelling, thanks to its unique east-west orientation that catches ocean treasures.

  • Fort Myers Beach — High-energy, beachfront dining, live music, jet skiing, and a vibrant nightlife scene.

  • Marco Island — Upscale luxury meets nature: world-class golf, high-end resorts, and direct Everglades access.

  • Key West — The ultimate southernmost stop for coral reef snorkeling, Duval Street nightlife, and iconic sunsets.

Island Hopping South of Tampa: 11 Must-Visit Stops | BoatBites