Saved to wishlist
Book with confidence. Read more.
The Anna Maria City Pier is a vibrant transportation hub where the free Island Trolley connects visitors to beaches, shops, and dining throughout Anna Maria Island, offering easy access to the island's top attractions without the hassle of driving or parking.
Gulf Dr/42nd St (Manatee Public Beach) offers easy access to the popular Manatee Public Beach on Anna Maria Island, connecting visitors to sandy shores, local shops, and dining with convenient parking and frequent trolley service. It’s a perfect hub for beachgoers and island explorers alike.
St. Pete-Clearwater International Airport (PIE) is a compact, single-level airport offering non-stop service to over 60 destinations with convenient access to nearby beaches and Tampa Bay. The airport prioritizes accessibility with wheelchair services, multiple TSA checkpoints, and comprehensive amenities for all travelers.
Sarasota Bradenton International Airport is a rapidly growing Gulf Coast hub featuring modern amenities including two concourses with 18 gates, free Wi-Fi, and comprehensive accessibility services like T-coil loop technology for hearing-impaired travelers and wheelchair assistance throughout the terminal.
Sarasota Bradenton International Airport offers a modern, easy-to-navigate terminal with two concourses, free Wi-Fi, accessible facilities, and a variety of ground transportation options, making travel smooth and convenient for over a million passengers annually. It features spacious gates, dining, and an observation deck with live air traffic control audio.
The Ugly Grouper is a laid-back outdoor restaurant in Holmes Beach offering fresh seafood like their famous crispy grouper tacos, live music, and a lively island vibe perfect for casual dining and fun with friends or family.
The Waterfront Restaurant offers stunning San Francisco Bay views alongside a menu of fresh sustainable seafood, Wagyu steak, and vegetarian options, all served in a charming, historic setting on Pier 7. Its relaxed ambiance and scenic patio make it perfect for a memorable dining experience.
The Porch Restaurant is an upscale coastal dining gem on Anna Maria Island housed in one of the island's first homes, offering expertly prepared steaks, fresh seafood, and New American cuisine in a charming atmosphere with both indoor and outdoor seating.
Ginny's & Jane E's is a cozy Anna Maria favorite, serving fresh breakfast and lunch classics alongside giant homemade cinnamon rolls. The eclectic cafe doubles as a quirky coastal gift shop, blending local art, island charm, and delicious, natural ingredients in every bite.
Anna Maria Island Beach Cafe offers casual Gulf-front dining with American classics, fresh seafood, and tropical cocktails, all served in a relaxed, beachy atmosphere perfect for locals and visitors alike.
Sandbar Seafood + Spirits is an iconic beachfront restaurant on Anna Maria Island where you can dine with your toes in the sand while enjoying fresh Gulf seafood, local organic vegetables, and mesmerizing sunsets over the Gulf of Mexico. This beloved destination combines outstanding cuisine and service with the ultimate Old Florida charm and atmosphere.
Robinson Preserve offers a unique blend of outdoor adventure and nature exploration, featuring scenic hiking and biking trails, serene kayak routes through mangroves, and a thrilling nature-themed canopy playground perfect for families and wildlife lovers. It's ideal for anyone seeking active fun and peaceful wildlife viewing.
Anna Maria Island is a charming beach escape perfect for nature lovers and families, offering pristine shores, kayaking through mangroves, dolphin watching, and quaint local shops and seafood spots. It’s ideal for those seeking relaxation and outdoor adventure in a laid-back, scenic setting.
Manatee Public Beach in Holmes Beach offers families and beach lovers a perfect day of swimming in crystal-clear Gulf waters, playing volleyball, and enjoying soft white sand with stunning sunsets—all with excellent amenities like playgrounds, picnic areas, and lifeguards on duty.
Holmes Beach is a sun-soaked paradise perfect for families and beach lovers, offering soft sands, gentle waves, and a laid-back island vibe where everyone can unwind and make lasting memories.
Anna Maria Island Beach offers soft white sand, calm waters, and stunning sunsets, perfect for relaxing beachgoers, families, and outdoor lovers who enjoy kayaking, paddleboarding, and exploring charming local shops and piers. It’s an ideal spot for peaceful nature and fun water adventures.
Fort De Soto's Dog Beach and Paw Playground is Florida's only designated off-leash dog beach, where pups can swim, play, and splash in pristine waters with plenty of room to roam. Perfect for dog lovers seeking a unique coastal experience, it combines beach fun with well-maintained facilities like dog showers and water stations.
Bean Point Beach Access offers a peaceful escape to Anna Maria Island’s quietest, most scenic stretch of white sand, where calm turquoise waters meet stunning sunset views—perfect for nature lovers and anyone seeking a serene beach day away from the crowds.
De Soto National Memorial offers a unique blend of rich history and scenic nature, featuring living history camps, ranger-led kayak tours, and peaceful trails along the coast. It's perfect for history buffs, outdoor enthusiasts, and families seeking an immersive, educational adventure.
Palma Sola Botanical Park offers a peaceful 10-acre escape with rare tropical fruit trees, vibrant butterfly gardens, and serene walking trails, perfect for nature lovers, photographers, and families seeking a lush, educational outdoor experience.
Explore the historic Fort De Soto Batteries, a beautifully preserved Spanish-American War-era military installation featuring impressive 12-inch mortar batteries and original post buildings on scenic Mullet Key. History enthusiasts and curious visitors alike will appreciate the restored structures, informative museum, and the iconic 45-star flag that transports you back to early 1900s coastal defense.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Nov 24, 2025 | $1260 | Not Available |
| Nov 25, 2025 | $1457 | Not Available |
| Nov 26, 2025 | $2415 | Not Available |
| Nov 27, 2025 | N/A | Not Available |
| Nov 28, 2025 | $1733 | Not Available |
| Nov 29, 2025 | $1129 | Not Available |
| Nov 30, 2025 | $1103 | Not Available |
| Dec 1, 2025 | $1063 | Not Available |
| Dec 2, 2025 | $1022 | Not Available |
| Dec 3, 2025 | $1075 | Not Available |
| Dec 4, 2025 | $1101 | Not Available |
| Dec 5, 2025 | $1049 | Not Available |
| Dec 6, 2025 | $1022 | Not Available |
| Dec 7, 2025 | $996 | Not Available |
| Dec 8, 2025 | $956 | Not Available |
| Dec 9, 2025 | $970 | Available |
| Dec 10, 2025 | $998 | Available |
| Dec 11, 2025 | $1024 | Available |
| Dec 12, 2025 | $1051 | Available |
| Dec 13, 2025 | $1103 | Available |
| Dec 14, 2025 | $1129 | Available |
| Dec 15, 2025 | $1115 | Available |
| Dec 16, 2025 | $1075 | Available |
| Dec 17, 2025 | $1049 | Available |
| Dec 18, 2025 | $1075 | Not Available |
| Dec 19, 2025 | $1225 | Not Available |
| Dec 20, 2025 | $1375 | Not Available |
| Dec 21, 2025 | $1375 | Not Available |
| Dec 22, 2025 | $2436 | Not Available |
| Dec 23, 2025 | $3103 | Not Available |
| Dec 24, 2025 | $3572 | Not Available |
| Dec 25, 2025 | N/A | Not Available |
| Dec 26, 2025 | $4099 | Not Available |
| Dec 27, 2025 | $3931 | Not Available |
| Dec 28, 2025 | $3386 | Not Available |
| Dec 29, 2025 | $3422 | Not Available |
| Dec 30, 2025 | $2919 | Not Available |
| Dec 31, 2025 | $3312 | Not Available |
| Jan 1, 2026 | N/A | Not Available |
| Jan 2, 2026 | N/A | Not Available |
| Jan 3, 2026 | $1334 | Not Available |
| Jan 4, 2026 | $1316 | Not Available |
| Jan 5, 2026 | $1329 | Not Available |
| Jan 6, 2026 | $1288 | Not Available |
| Jan 7, 2026 | $1233 | Available |
| Jan 8, 2026 | $1260 | Available |
| Jan 9, 2026 | $1231 | Available |
| Jan 10, 2026 | $1173 | Available |
| Jan 11, 2026 | $1173 | Available |
| Jan 12, 2026 | $1187 | Available |
| Jan 13, 2026 | $1201 | Available |
| Jan 14, 2026 | $1201 | Available |
| Jan 15, 2026 | $1201 | Available |
| Jan 16, 2026 | $1254 | Available |
| Jan 17, 2026 | $1306 | Available |
| Jan 18, 2026 | $1274 | Available |
| Jan 19, 2026 | $1258 | Available |
| Jan 20, 2026 | $1274 | Available |
| Jan 21, 2026 | $1339 | Available |
| Jan 22, 2026 | $1371 | Available |
| Jan 23, 2026 | $1403 | Available |
| Jan 24, 2026 | $1467 | Not Available |
| Jan 25, 2026 | $1467 | Not Available |
| Jan 26, 2026 | $1484 | Not Available |
| Jan 27, 2026 | $1532 | Not Available |
| Jan 28, 2026 | $1564 | Not Available |
| Jan 29, 2026 | $1564 | Not Available |
| Jan 30, 2026 | $1310 | Not Available |
| Jan 31, 2026 | $1079 | Available |
| Feb 1, 2026 | $1102 | Available |
| Feb 2, 2026 | $1115 | Available |
| Feb 3, 2026 | $1128 | Available |
| Feb 4, 2026 | $1736 | Available |
| Feb 5, 2026 | N/A | Not Available |
| Feb 6, 2026 | N/A | Not Available |
| Feb 7, 2026 | $2525 | Not Available |
| Feb 8, 2026 | N/A | Not Available |
| Feb 9, 2026 | $1302 | Available |
| Feb 10, 2026 | $1314 | Available |
| Feb 11, 2026 | $1850 | Available |
| Feb 12, 2026 | $2432 | Not Available |
| Feb 13, 2026 | $3594 | Not Available |
| Feb 14, 2026 | $4621 | Not Available |
| Feb 15, 2026 | $4533 | Not Available |
| Feb 16, 2026 | N/A | Not Available |
| Feb 17, 2026 | N/A | Not Available |
| Feb 18, 2026 | N/A | Not Available |
| Feb 19, 2026 | $2344 | Available |
| Feb 20, 2026 | $1672 | Available |
| Feb 21, 2026 | $2334 | Available |
| Feb 22, 2026 | $2395 | Available |