Anna Maria Island

Anna Maria Island is pure paradise, and we’ve got the perfect way to show it off. Cruise to Passage Key, Egmont Key, or Jewfish Key, relax at a sandbar or cast a line for some nearshore fishing. It’s your day—let’s make it one to remember.

book now

Explore the vibrant waters of Anna Maria in unmatched style — where luxury isn’t just a dream; it’s your reality.

Explore the vibrant waters of Anna Maria in unmatched style — where luxury isn’t just a dream; it’s your reality.

MEET THE FLEET

boat rental sarasota – Memory Maker – 50-foot modern yacht ideal for celebrations and private cruises in Sarasota waters.

MEMORY MAKER

50’ Feet


Starting from $1,950 for up to 13 Guests. Captain, First Mate and Fuel included.

BOOK memory maker
boat rental sarasota – Kai Fin – 45-foot express yacht with a streamlined design and premium comfort for Sarasota day trips.

KAI FIN

45’ Feet


Starting from $1,195. Captain and Cruising Fuel Included

Book Kai Fin
A large white yacht with a black top docked in the water, with three people on deck, and two people standing nearby. Several smaller boats are visible in the background on the water.

GIDDY UP

43’ Feet


Starting from $1,349 for up to 13 Guests. Captain and Fuel Included.

Book GIddy Up
A white Monterey boat with black accents floating on calm water under a partly cloudy sky.

HAPPY HOUR

40’ Feet


Starting from $1,125. Captain and Cruising Fuel Included. Sarasota and Anna Maria

Book HAPPY HOUR
siesta key boat tours – Top Shelf – 38-foot modern cruiser perfect for sun-drenched Gulf trips and family charters.

TOP SHELF

38’ Feet


Starting from $998 for 6 Guests. Captain and Fuel Included • Handles up to 13 People.

Book Top Shelf
A modern motorboat with a white and black hull, tan leather seating, and twin outboard engines is floating in a marina with docks and boats in the background.

OCEAN RODE

35’ Feet


Starting from $975 for up to 10 guests. Captain and fuel included

book ocean rode
things to do in Anna Maria – Private Yacht Adventure – Collage of yacht lifestyle experiences including paddleboarding, sandbars, and luxury interiors.

Explore Anna Maria Island’s Best-Kept Secrets

Anna Maria Island is a boater’s paradise, offering crystal-clear waters, pristine sandbars, and breathtaking marine life.

BOOK NOW

Here are four exceptional ways to enjoy the sparkling waters of
Anna Maria

things to do in Anna Maria – Sunset Cruise – luxury charter yacht at golden hour with guests enjoying the Gulf Coast horizon.

UNFORGETTABLE SUNSET CRUISE

Witness breathtaking sunsets over Sarasota’s sparkling waters. Relax with loved ones as the horizon transforms into a masterpiece, creating moments you’ll cherish forever.

Book Now
things to do in Anna Maria – Party in Style – group of friends celebrating aboard a private yacht with drinks and music.

PARTY IN STYLE

From bachelorette parties to birthdays, enjoy your celebrations aboard our luxurious yacht. With stunning views and premium amenities, every occasion becomes extraordinary.

Book Now
things to do in Anna Maria – Corporate Outing – team enjoying champagne aboard a charter yacht during a business retreat.

CORPORATE EVENTS ON THE WATER

Host your next business gathering in a unique setting. Build connections, inspire your team, and impress clients with an elegant corporate cruise.

Book Now
things to do in Anna Maria – Burial at Sea – respectful ash-scattering ceremony with floral tribute held from a yacht in Anna Maria waters.

BURIAL AT SEA

Honor loved ones with a serene and respectful Burial at Sea. Our team ensures a heartfelt experience amidst the peaceful beauty of Sarasota’s waters.

Book Now

Luxury Cruising with a Fishing Bonus

The 42’ Outrage offers the best of both worlds—a luxury pleasure cruise with the option to fish. Whether you’re exploring islands and sandbars, dining dockside, or casting a line in calm coastal waters, this yacht delivers a first-class experience.

things to do in Anna Maria – Fishing Charter – guest enjoying a fishing experience off the back of a luxury yacht.
  • Swim, sunbathe, and explore Passage Key, Egmont Key, and Jewfish Key.

  • Cruise in style and dock at top island restaurants.

  • Reel in redfish, snook, trout, and more in scenic nearshore waters.

  • Toast the day with a cocktail cruise as the sun dips below the Gulf.

Explore Top Attractions of Anna Maria, Aboard Our Cruise


Passage Key

things to do in Anna Maria – Passage Key – aerial view of sandbar at Passage Key surrounded by turquoise water.

Just off the northern tip of Anna Maria Island, Passage Key is a dream destination for those looking to unwind in untouched natural beauty. 

This stunning sandbar emerges from turquoise waters, offering a peaceful oasis where you can wade in the shallows, spot playful dolphins, or relax under the sun with panoramic views of the Gulf.

Egmont Key

things to do in Anna Maria – Egmont Key – lush island landscape and historic lighthouse at Egmont Key.

Egmont Key, a mix of history and natural beauty, is a must-visit for boaters. Home to a historic lighthouse, scenic walking trails, and thriving wildlife, this island is perfect for those who love to explore. 

Snorkel over sunken ruins, watch for sea turtles, or take in the incredible views from the shore—Egmont Key is an adventure waiting to happen.

Jewfish Key

things to do in Anna Maria – Jewfish Key – panoramic aerial of Jewfish Key’s waterfront homes and blue Gulf waters.

Tucked between Longboat Key and Anna Maria Island, Jewfish Key is known for its shallow, crystal-clear waters, making it a favorite for swimming and lounging. 

Drop anchor, hop in the water, and float in paradise while taking in the serene island surroundings. Jewfish Key delivers pure tranquility.

book now

Reserve online with a 20% 
refundable deposit.

Orange discount badge with a percentage symbol.
3D stick figure inside a large blue question mark.

Adventure and Luxury Await

Great rates and last minute discounts all available online. Easy online booking!

book now