Sunset Cruises
End the day on the water as the Gulf turns gold. Bring a bottle, find a spot on the sundeck, and let the captain handle the rest.
Anna Maria Island · Bradenton, Florida
Anna Maria private yacht charter!
The whole boat is yours. Cruise the calm Gulf aboard a 50-foot luxury yacht for up to 13 people. Relaxed 4-hour charters are our most popular, with 2-hour and full-day options too.
- 5.0 ★ Google rated
- Up to 13 people
- 50-ft luxury yacht
- Departs Bradenton, FL
Scroll
5.0 on Google · 32 five-star reviews
- Experienced local captains
- Up to 13 people
- Two staterooms · two baths
- Hydraulic swim platform
- Bring your own food & drinks
- Free marina parking
- Sunsets · Dolphins · Sandbars
- Departs Bradenton, near Anna Maria Island
Why Top Fun
There are plenty of boats for hire on Anna Maria Island. There's only one that's yours alone, booked straight from the owner, with a fifty-foot deck and nowhere else you'd rather be.
The whole boat, just your group
No strangers, no sharing. Up to 13 people and the run of a 50-foot yacht for 4, 6 or 8 hours.
Captains who know these waters
Local captains who read the tide, find the dolphins and know where the good sandbars are.
Set up for a real day out
Two staterooms, two baths, a full galley and a swim platform, with comfort from the dock and back.
Book direct, no brokers
Straight from the owner-operator, with no broker markups or hidden booking fees. Check live availability and lock in your date in minutes.
50 feet
up to 13 people
The Yacht
A 50-foot luxury yacht built for the day you'll remember
Top Fun is a 50-foot luxury yacht built for smooth, easy days on the water. She carries up to 13 people in comfort, with two climate-controlled staterooms below, two full bathrooms, a proper galley, and a hydraulic swim platform that turns any sandbar into your own private beach club.
50 feet
Length
Up to 13
People
2 private
Staterooms
2 full
Bathrooms
Hydraulic swim platform
Drop the platform at a sandbar or quiet cove and step straight into the Gulf, the easiest water entry around.
Two private staterooms
Climate-controlled cabins below deck give you shade, air conditioning and a place to change or rest between swims.
Two full bathrooms
Two heads with showers on board, so there's no rushing back to the dock and no roughing it.
Full galley
A complete galley with refrigerator and sink keeps your food and drinks cold all day. Bring what you like, and we'll keep it chilled.
Upper deck & large sundeck
An upper sightseeing and entertainment area plus a spacious sundeck give everyone room to spread out, sunbathe or take in the view.
An easy day for everyone
Calm-water cruising, shade in the cabins and an easy pace set by your captain make this a relaxing day the whole family can enjoy.
On the Water
Ways to spend your day
Every charter is private and yours to shape. Here's how most days begin. Mix and match with your captain.
Dolphin Watching
Our local dolphins love to ride the wake. Cruise at an easy pace and watch them play alongside the boat, a favorite with kids and grandkids.
Sandbar Days
Anchor off a shallow sandbar, drop the swim platform, and spend the afternoon in waist-deep turquoise water. This is the Florida you came for.
Egmont Key
Cruise out to Egmont Key, a remote island of white sand, historic ruins and some of the best shelling on the Gulf Coast.
Shelling Adventures
Beach the day on a quiet stretch of shoreline and comb for shells with the family. Slow, simple and unforgettable.
Private Celebrations
Birthdays, bachelor and bachelorette parties, anniversaries, family reunions: the whole boat is yours.
See pricing
Not sure which trip fits? Your captain will help you plan it.
Your Crew
Captains who call these waters home
Every charter runs with a professional captain at the helm. They know the tides, the wildlife and the quiet corners most visitors never find.
Jimmy Barrett
Captain
Captain James “Jimmy” Barrett has spent most of his life on the water, boating throughout Miami and the Florida Keys. That lifelong passion led him to his U.S. Coast Guard Captain’s License in 2005 and his Master Captain’s License in 2016. He moved to Bradenton in 2021 and has run the waters of Tampa Bay, Anna Maria Island, Longboat Key, Sarasota and Siesta Key ever since. Friendly and outgoing, he takes pride in making every trip one to remember, and there is nothing he likes better than seeing his guests laughing and relaxing on the water.
USCG Master Captain (2016)USCG Captain’s License (2005)Bradenton since 2021Tampa Bay to Siesta Key
Josh Smith
Captain
Florida native and spearfishing junkie, with deep knowledge of Sarasota Bay and a real love of sharing this paradise with everyone who comes to enjoy it. Father of a tribe, so he is great with kids on the boat and good for an excellent adventure. Let’s go.
50-Ton Master CaptainFlorida nativeSarasota BayGreat with kids
Christopher Driggers
Captain
A professional captain based in St. Petersburg with a lifelong love of boating and the Gulf Coast. After more than 20 years as a firefighter, his days off are spent where he is happiest, on the water. He is at his best creating relaxed, memorable days aboard, whether that means cruising the coastline, finding a quiet sandbar, exploring the islands or simply enjoying a beautiful Florida day. Local knowledge, a laid-back approach and a strong focus on safety keep your time on the water effortless, comfortable and fun.
St. Petersburg based20+ years a firefighterFire & water rescue
Cliff Prat
Captain
A USCG-credentialed Master Captain with extensive experience operating, delivering and instructing aboard a wide variety of powerboats and yachts up to 62 feet. As a professional boating instructor he has trained both new and experienced boaters in vessel handling, advanced seamanship and offshore operation. He is also a retired U.S. Army officer whose career included assignments around the world, bringing decades of leadership, professionalism and sound decision-making to the helm. Fluent in Spanish and highly experienced on the water, he is committed to giving every guest a safe, comfortable and enjoyable charter.
USCG 100-Ton Master CaptainProfessional boating instructorYachts up to 62 ftRetired U.S. Army officerFluent in Spanish
The Gallery
A look aboard
Real photos and videos from real charters: the yacht, the water and the days our guests keep coming back for.
Pricing
Simple, transparent charter rates
One flat rate for the whole boat. Pick your group size and charter length, from a relaxed 4-hour trip to a full day out.
1-6 Guests
Up to 6 guests
Our private captained charter for smaller groups, perfect for couples, families and friends who want the whole boat to themselves.
from$1,299
Captained charter at a flat rate. A licensed captain is included.
- 4 hours$1,299
- 6 hours$1,699
- 8 hours$2,099
- Private 50-foot yacht, exclusive use
- Licensed captain included in the rate
- Hydraulic swim platform & full amenities
- Bring your own food & drinks
7-13 Guests
Up to 13 people: 1 charterer + up to 12 guests
A private bareboat charter for larger groups and celebrations. You charter the boat and select a licensed captain who is hired and paid directly, keeping pricing transparent and Coast Guard compliant.
from$1,599estimated total
Estimated total for your group. You charter the boat from us, and select and pay your licensed captain directly as a separate fee.
Florida sales tax applies to the Top Fun yacht rental fee only, not to the independent captain's fee.
- 4 hours$1,599$1,199 boat charter + approx. $400 captain/crew
- 6 hours$2,059$1,499 boat charter + approx. $560 captain/crew
- 8 hours$2,519$1,799 boat charter + approx. $720 captain/crew
- Private 50-foot yacht, exclusive use
- Bareboat charter: you select and hire your captain directly
- Whoever signs the bareboat agreement is the legal charterer
- Hydraulic swim platform & full amenities
- Four-hour charters are our most popular option and the perfect amount of time to cruise, swim, visit the sandbar, or just relax on the water.
- 1-6 Guests: Your charter is captained, and the captain is included in the listed price.
- 7-13 Guests: Your charter is booked as a bareboat charter. The listed estimated total includes the boat charter fee plus the approximate cost of your separately selected and paid captain/crew.
- All charters depart from Safe Harbor Pier 77 Marina in Bradenton. Water and ice are included, and you're welcome to BYOB.
- Book direct with Top Fun Charters — no broker markup or hidden booking fees.
Guest Reviews
What our guests say
We're proud of our reputation on the water. Here's what recent guests had to say about their day aboard Top Fun.
Loading reviews…
Leave us a reviewLoved your charter? A quick Google review means the world.
Where We Meet
Safe Harbor Pier 77 Marina
Directly across the bridge from Anna Maria Island on Route 64 (Manatee Ave W). Free parking is available on site at the marina.
12312 Manatee Ave W, Bradenton, FL 34209
Across the bridge from AMI on Rt 64
Free on-site parking
Easy-board floating docks
Ship store, Tiki Bar & more
Good to Know
Questions, answered
The things guests ask most before their first charter. Everything else, just ask your captain.
Either up to six or up to 13, offered as two different packages. Charters for 1 to 6 guests are captained, with a licensed captain included in the rate, and carry up to 6 people in total including the person who booked. Charters for 7 to 13 guests follow the U.S. Coast Guard bareboat model, where you charter the boat and select a licensed captain who is hired and paid directly. A bareboat charter carries up to 13 people: 1 charterer + up to 12 guests. The person who signs the bareboat charter agreement is the legal charterer, and they are one of the 13. Captain and crew are not counted. These are legal limits and exceptions cannot be made.
Easy and relaxed. We cruise at a gentle, comfortable pace so everyone can settle in, take in the scenery and let the dolphins come play alongside the boat. This is smooth, scenic cruising built around a laid-back day on the water, which is exactly why guests love it.
Yes. Bring whatever food and drinks you would like (no red wine, please). Small coolers and ice are welcome, and there's a refrigerator on board to keep things cold.
No more passengers than your charter allows, no spray sunscreen, no pets, no drugs, no smoking, and no fishing equipment. Please bring lotion sunscreen instead of spray. Vapes and e-cigarettes are welcome, used responsibly.
Safe Harbor Pier 77 Marina, 12312 Manatee Ave W, Bradenton, FL 34209, directly across the bridge from Anna Maria Island on Route 64. There's free parking and easy-to-board floating docks; meet at the end of the middle dock where the yacht is positioned.
Yes. Every participant signs a waiver, release and assumption-of-risk agreement. Guests under 18 require a parent or guardian to sign consent. The waiver is completed as part of your booking, before your trip.
Book your charter
The whole boat. Just your crew. Yours.
Check live availability, pick your hours, and we'll see you on the dock at Anna Maria Island.