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Popular Island Hopping Charters in St. Augustine  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Island Hopping in St. Augustine, FL- BoatBooker

St. Augustine

St. Augustine, United States

st-augustine

Embark on unforgettable St. Augustine Boat Tours and discover the rich history and natural beauty of this charming Florida city. Explore the ancient landmarks and serene waterways of St. Augustine from a unique perspective, offering a glimpse into its storied past and vibrant wildlife. Visit iconic sites like Castillo de San Marcos and the St. Augustine Lighthouse, all while navigating through the picturesque Matanzas Bay.

Choose from a variety of tour options, including dolphin watching, sunset cruises, and wildlife adventures. Whether you're a history enthusiast or nature lover, St. Augustine's diverse waterways provide something for everyone. The Intracoastal Waterway and surrounding wetlands are teeming with marine life, including manatees and dolphins, making each tour an unforgettable experience.

From private charters to family-friendly excursions, St. Augustine boat tours cater to all preferences and group sizes. Enjoy the breathtaking views of the city's landmarks while learning about its maritime history from knowledgeable guides. Whether you're looking for a relaxed cruise or an adventurous outing, St. Augustine offers the perfect setting for any boating endeavor.

Plan your adventure today and experience the essence of St. Augustine Boat Tours, where the intersection of history, nature, and adventure creates lifelong memories.

Price per Day

Set out on an unforgettable boating experience with Clay Phillips Guide and Rides, aboard the reliable 1998 Polar Kraft Polar Skiff based in St. Augustine. This skiff, designed for comfort and adventure, can host up to six guests and is powered by a 115 H

Clay Phillips Guide & Rides

Set sail with Ready 2 Go Adventures, a beautifully restored 2010 Hurricane 217 Deck boat (refreshed in 2025), based in St. Augustine. Perfect for up to six guests, this sleek vessel is powered by a 200 HP Yamaha outboard engine, cruising comfortably at 28

Ready 2 Go Adventures

MacDaddy Charters offers an unforgettable experience aboard a beautifully restored 1987 Grady White 232 Gulfstream Walkaround (restored 2022), departing from historic St. Augustine. Perfect for up to six guests, this fast and comfortable vessel is powered

MacDaddy Charters

Hop aboard Fish&rsquo;n Accomplished Charters, a sleek 2016 Carolina Skiff bay boat based in historic St. Augustine! Perfect for small groups, this versatile vessel accommodates up to 4 guests and is powered by a reliable 115 HP Yamaha outboard engine, cr

Fish’n Accomplished Charters

Great Daye Adventures offers an unforgettable experience aboard a sleek 2022 Pair Marine 24 MV Center Console, based in beautiful St. Augustine. This stunning vessel comfortably accommodates up to six guests and is powered by a 300 HP Suzuki outboard engi

Great Daye Adventures

Experience the best of St. Augustine&rsquo;s waters with Tiki Island Adventures, LLC, a 2012 Hurricane Fun Deck boat perfect for groups of up to six guests. Powered by a 115 HP Yamaha engine, this versatile boat cruises at up to 24 knots, ensuring smooth 

Tiki Island Adventures, LLC

Life Changing Charter is a 2022 Carolina Skiff 23 LS Skiff based out of Jacksonville &mdash; the perfect boat for a personalized adventure on the water. Designed for both comfort and excitement, this versatile vessel accommodates up to four guests and is 

Life Changing Charter

Embark on an unforgettable journey with Tannic Water Adventures, a locally owned and operated High-end Charter company in Jacksonville Florida. We operate a Lake and Bay Backwater 24 Center Console vessel. Capable of hosting up to four guests for your pri

Tannic Water Adventures Inc.

Hello, My name is Captain Drew Cavanaugh, and thank you for taking the time to read my introduction. I am a full-time resident of Florida, a full-time USCG charter boat captain in a small city called Oak Hill, Florida. I have specialized in light tackle s

New Smyrna Beach Manatee, Bird, Dolphin Tours

Step aboard Dolphin Escape Charters, a sleek 2018 Tidewater 210 Center Console based in Palm Coast, Florida&mdash;perfect for exploring the area&#039;s hidden gems by water. Ideal for small groups of up to four guests, this versatile vessel is powered by 

Dolphin Escape Charters

Book your custom morning St. Augustine Boat Tour, starting at 9 AM, for up to six people. Customize your memorable trip by letting us know what you’d like to experience, and we’ll tailor it just for you!

Dolphin tours, birdwatching, manatee, sightings, adult beverages, along with sunset tours, BYOB.    … sightseeing The oldest city in Florida by means of waterways, Thanks

Experience the charm of St. Augustine from the water with a laid-back canal boat tour, winding through scenic waterways and historic sights. Kick back with your favorite drink on a fun-filled booze cruise or hop between nearby islands for sun-soaked exploring and beach time. Perfect for groups looking to unwind and soak in the coastal vibes!

Shark Tooth Hunting: Channel your inner paleontologist and hunt for unique shark teeth.

Unearth Ancient Treasures on the Water!

Embark on a one-of-a-kind shark tooth-hunting adventure by boat, where we navigate the scenic St. John’s River and nearby fossil-rich hotspots. Whether you're a seasoned collector or a first-time explorer, this guided trip offers an exciting chance to uncover prehistoric shark teeth—some dating back millions of years!

Jacksonville

This sunset trip will be a bayfront cruise in the heart of Saint Augustine. Departure times will vary based on the time of year and time of sunset.

Vilano Beach

Being a full-time charter boat captain and living here, I know where and when to find all the marine wildlife, great scenery, and birds on the waters. I am also flexible at certain times for when we start the tour, so be sure to ask about this. Any questions, feel free to contact me at any time. This is a private tour with just you and your guests on board my fully equipped Bay Boat.
Thank You
Captain Drew Cavanaugh
USCG Merchant Mariner
Oak Hill, FL 32759

Ormond Beach

Depart at 11 am from Bing's Landing. From there, we will be cruising up the Intracoastal Waterway to the St Augustine Marina. We will drop you off at the Marina, where you will have a chance to explore the old town for 2 hours. There you can enjoy the sights, shop old town, find a place to dine, and much more. Guest are welcome to bring a cooler with your drink of choice.

Palm Coast

Experience the breathtaking Sunset on this Trip! Watch the sun dip below the horizon as the vibrant colors of the fireball disappear before our eyes, and the sky turns black as the stars start to twinkle. This is a 1.5 
hr trip with seasonal start times.

Let’s hit the St John’s River for some relaxation and Dolphin watching. 
During the trip, we will catch some local fish, and I will gladly clean them for you to take home or enjoy at the Palms Fish Camp on me!

1-hour tour of historic downtown St Augustine Nights of Lights. Skip the traffic and enjoy the breathtaking view from the boat. This trip is seasonal from November 15, 2025, through January 11, 2026.

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