How to find the calendar address

The best out of %chartersCount% deals in %dest% - enter dates to check availability

%cross% in %dest%

Popular %categoryTitle% Charters in %destinationTitle% %statePartOfTheDescription% %countryPartOfTheDescription%. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Browse %listingType% in %destination%. Compare prices, read verified reviews, and book your trip online.

%listingType% in %destination%

{1} 1 boat available| [2,Inf] %chartersCount% boats available

Top %cross% in %dest%

{1} %dest%: %chartersCount% boat available|[2,Inf] %dest%: %chartersCount% boats available

Top %cross%

This rating reflects FishingBooker reviews. You can see additional reviews from Tripadvisor, written by customers who booked this boat.

Reviews from FishingBooker, our platform for booking fishing trips, written by customers who booked this boat.

External reviews

Securing your account gives you full control over your data, trips, and payments.

Are you sure you want to skip securing your account?

List your Business

We've sent your password-free login link to %email%. Open the email and click the link to sign in.

We will send you a confirmation email once you register. This will give you access to all the benefits BoatBooker has to offer.

Log in or sign up to continue

Welcome

Choose a unique but memorable password to give you access to your BoatBooker account.

To have full control over your data, trips and payments, set up your account by linking one of your social accounts.

Successfully created password

Sign up as owner - BoatBooker

Sign up - BoatBooker

We're almost done!

Finalize creating your account

Choose Captain if you plan to list trips and accept bookings on BoatBooker. Choose Guest if you're here to browse and book trips.

Based on your email, it looks like you might be a charter captain or business owner.

Are you offering boating trips as a Captain?

A verification code has been sent to %email%

Enter verification code

Try logging in with a different email address or go back to view all login options.

%email% was not recognized

If you see this badge on a charter or captain’s profile, that means our team has conducted a basic check using the information available in publicly available databases such as:

This charter has successfully passed a basic check by the BoatBooker legal team.

This charter can take you boating over 9 miles offshore (Gulf of Mexico) and over 3 miles offshore (Atlantic) into federal waters.

This charter can take you boating up to 9 miles offshore (Gulf of Mexico) and up to 3 miles offshore (Atlantic) into state waters.

Every charter operator in the US is screened within two weeks of listing on our platform. Our legal team performs two kinds of checks:

If you see this badge on a charter and on a captain’s profile, that means they completed an Enhanced check, which is very comprehensive and includes:

This listing has successfully passed an enhanced check by the BoatBooker legal team.

This charter is licensed to take you boating over %miles% miles offshore into %licenseLevel% waters.

This charter is licensed to take you over %p% miles offshore into federal waters.

This listing has completed an Enhanced check, which is very comprehensive and includes:

Credentials check

BoatBooker has more than 10,000 verified reviews from boaters that help match customers with the perfect charter and captain. Customers and captains can only review each other after a trip is done.

BoatBooker offers a range of resources that protect your privacy and help look after your safety. We’re dedicated to what matters most: keeping you safe while boating.

Our Instant Messaging tool lets you get to know the captain or customer and allows you to ask questions ahead of a booking. After a trip is booked, you can easily message back-and-forth to coordinate things like directions, departure time, etc.

Everyone on BoatBooker has a profile to help customers and captains get to know each other. To book or list your boat, you’ll be asked to provide BoatBooker with your full name, phone number, payment information, and email address.

Safety is and always will be our top priority. It's our goal to help make sure that boating experiences offered through BoatBooker are safe and comfortable. Since our beginning, we've worked hard to design policies and features which protect our customers.

This charter is licensed to take you boating up to %miles% miles offshore into %licenseLevel% waters.

This charter can take you up to %p% miles offshore in state waters.

{1}After that, it's %x% per each additional person.|[2,Inf]After that, it's %x% per each additional person per day.

{1}The base price is for up to %p% person.|[2,Inf]The base price is for up to %p% people.

Your dates are popular – we've run out of trips with this charter! Check out more below.

Booked out

Cloudy

This charter has successfully passed an enhanced check by the BoatBooker legal team.

Explore available charters on nearby days or consider booking two separate charters

Heavy rain

Wanna go boating tomorrow? Book a trip with instant confirmation and you're all set.

No waiting – Get instant confirmation that your trip is booked

Instant Book

This trip requires minimum of %p% people.

We also have great deals available in the following cities that match your search criteria.

When booking for a large group, consider booking two separate charters.

Please check if you filled out all information correctly.

Error occured

Send an email

Contact our booking specialists.

You should get a response from our booking specialist within 24h.

%destination%: No results for your search criteria

%destination%: No results on your selected date

%destination%: No results that match your group size

No results for your search criteria

Adjust your filters to see available listings

Explore more available charters on nearby days

Adjust your filters or check nearby days to see more charters

Partly cloudy

{1}The base price is for %p% person.|[2,Inf]The base price is for %p% people.

Price details

Snow

Sunny

Sunny with showers

Reviews from FishingBooker, our platform for booking fishing trips, written by customers who booked with this operator.

Thunderstorms

Tides affect water depth, currents, and access to spots like sandbars.

Tides (%p%)

We also have great deals in the following cities that match your search criteria.

Wave height indicates how rough the water may be. Lower waves typically mean a calmer, more comfortable trip.

Waves (%p%)

Forecast based on city conditions. Offshore weather may differ. Estimates only.Weather data: <a href="%link%" target="_blank" rel="noopener noreferrer">worldweatheronline.com</a>

Forecast based on city conditions. Offshore weather may differ. Estimates only. Weather data: <a href="%link%" target="_blank" rel="noopener noreferrer">worldweatheronline.com</a>

Tip: To get the most out of your trip, choose a date with low to moderate wind.

Boating conditions for %month%%destinationTitle%%state%%country%

Weather forecast for %destinationTitle%%state%%country%

Wind speed affects water conditions. Lighter winds usually mean calmer seas and a smoother trip.

Current forecast suggests stronger winds and/or rougher seas are possible. Trips may be adjusted or cancelled if conditions change. Based on: wind %p1%–%p2% %unit% and waves %p3%–%p4% %unit2%

Forecast looks unsettled for your date

Wind (%p%)

Forecast still changing this far out. Check back closer to your trip, or consider flexible plans in case conditions shift.

Forecast may change for your date

Current forecast suggests calmer conditions. Forecasts can change, especially offshore. We'll keep this updated.

Forecast looks stable for your date

English

Popular Sunset & Dinner Cruises Charters in Big Pine Key  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sunset & Dinner Cruises in Big Pine Key, FL- BoatBooker

Big Pine Key

Big Pine Key, United States

big-pine-key

Discover the quiet side of the Florida Keys with Big Pine Key Boating Charters, your gateway to clear, shallow waters, mangrove islands, and uncrowded backcountry channels. This laid‑back destination is known for easy access to the reef line offshore and glassy flats closer to shore, making it ideal for snorkeling, reef cruising, sandbar hopping, and relaxed day trips with family and friends.On the water around Big Pine Key, expect calm passages, sun‑splashed sandbars, and excellent visibility for spotting tropical fish and other marine life. Captained tours and bareboat rentals alike can thread through winding creeks, anchor over bright patch reefs, or drift along grass flats where the water glows turquoise. Sunset and wildlife‑focused outings are popular here, with serene evenings, open horizons, and plenty of photo‑worthy vistas.Big Pine Key boating charters also serve as a launch point for eco‑tours that highlight the area’s natural character—think mangrove shorelines, quiet lagoons, and protected shallows perfect for snorkeling from the boat or splashing in at your own pace. Anglers appreciate the mix of nearshore and backcountry options, while non‑fishers love beach picnics and leisurely cruises between islands.Whether you’re planning a half‑day escape or a full day on the water, this destination rewards flexible itineraries and unhurried exploring. Pack light, bring reef‑safe sun protection, and let the ocean set the rhythm. With convenient marinas, calm routes, and diverse on‑water experiences, Big Pine Key is a favorite for boaters seeking authentic Keys scenery without the crowds.

Welcome to Big Pine Key, a serene and enchanting gem in the Florida Keys, offering a perfect blend of natural beauty and exciting boating experiences. Nestled in a stunning coastal landscape, Big Pine Key is renowned for its crystal-clear waters, vibrant marine life, and breathtaking scenery. Whether you're looking to explore the vibrant underwater world, discover hidden coves, or simply bask in the tranquility of the ocean, Big Pine Key Boat Tours provide an unforgettable adventure.

Big Pine Key is a haven for marine enthusiasts, with popular spots like Looe Key, famous for its pristine reef and dazzling sea life, just a short sail away. Enjoy snorkeling, diving, or simply cruising through the crystal-clear waters to spot an array of tropical fish and coral. For nature lovers, the National Key Deer Refuge and Bahia Honda State Park offer stunning landscapes and incredible wildlife viewing opportunities.

With Big Pine Key Boat Tours, you can experience the best of this idyllic destination. Choose from a variety of tours tailored to suit your interests, whether it's a leisurely day cruise along the coast or an action-packed water sports adventure. Experience the charm of Big Pine Key from a new perspective – on the water – and create memories that will last a lifetime.

Key West is famous for its breathtaking sunsets. Join us for an evening tour of Key West Harbor and Bight, visit Mallory Square and the Waterfront Pier, and view Fort Zachary Taylor from the water. Relax on our comfortable and spacious 33 ft SeaVee. We offer customized services upon request to create your perfect experience. Please note: This is not a fishing trip. Check out our 4-hour morning or afternoon fishing trip options.

United States

Kilo Whiskey Charters

Key West

Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida. With over 10 years of experience, Kilo Whiskey Charters is dedicated to providing top-tier, personalized charter ex

Have you seen the sunsets in Keys? They are EPIC! And the best way to experience them is out on the water while the sea life is frolicking all around your boat! Getting on a crowded tour boat with 50 other passengers just isn’t the same as witnessing it yourself with just you and your loved ones. Trust us: this is a memory that will last a lifetime, so make sure you grab your camera because you’re going to want to memorialize this experience! 

Kokomo Keys Charters Veteran Owned

Embark on an unforgettable adventure with Kokomo Keys Charters Veteran Owned, a 2005 Kirkland 2200 Bay Master Bay boat based in the stunning waters of Big Pine Key, Florida. Perfect for up to six guests, this versatile vessel promises thrilling excursions

Cast off for an unforgettable evening on a 2 hour sunset boat cruise with Larry.  As you glide across calm turquoise waters, you'll be surrounded by panoramic views of the Gulf and Atlantic,  where the horizon stretches endlessly and the sky transforms into a canvas of vibrant oranges pinks and purples.  This relaxing cruise offers the perfect blend of tranquillity and natural beauty.  As the sun dips below the horizon, enjoy front row seats to one of natures most breathtaking shows.

Living Like Larry Charters

Marathon

Set sail aboard the stunning 2016 NauticStar 243DC Deck Boat, docked in the picturesque Marathon. Perfect for up to six guests, this vessel promises a luxurious and comfortable experience as you explore the breathtaking waters of the Florida Keys. Powered

One of the best ways to experience a Florida Keys sunset on the water! A 2-hour Cruise in a beautiful harbor looking to catch sunset by boat.

Livin’ the Dream Charters LLC

Little Torch Key

Climb aboard Livin&rsquo; the Dream Charters LLC, a beautifully restored 1987 Downeaster Tunnel Hull Center Console, based out of scenic Little Torch Key. Whether you&rsquo;re after a thrilling day of fishing, island hopping, or just a relaxing boat tour,

We will head out apx 2.5 hours before sunset and we can enjoy a boat ride and ecotour, head to an island, or enjoy dinner while we watch one of the famous keys sunsets with an unobstructed view ** note times may be different depending on time of year, plan for 2.5 hours prior to sunset

TNT Charters

TNT Charters is a 1982 SeaCraft Potter Hull center console (restored in 2018), based out of Little Torch Key. It can take up to six guests. The boat is powered by one 300 HP gasoline outboard Yamaha engine, offering a maximum cruising speed of 40 knots. T

Watch the sunset on the water from the southside of Key Lois (Loggerhead Key). Key Lois is a secluded island that is protected from the wind, and it has a direct view of the sunset. This island is full of life, often showing dolphins, sea turtles, sharks, pelicans,  egrets, spoonbills, and sometimes even pink flamingos.

Goliath Charters

Cudjoe Key

Goliath Charters is a 2023 SeaVee center console based out of Cudjoe Key. It can accommodate up to six guests and is powered by a 300 HP Yamaha gasoline outboard, enabling a cruise speed of 35 knots. The boat has a baitwell, fishfinder, ice box, and rod h

This 2-hour sunset trip takes you either into the backcountry or up to and around the 7-Mile bridge (depending on wind direction) to stay comfortable. The price is for up to 4 passengers but can be 6 with an added fee of $25 per person. We depart two hours prior to sunset. Come 15 minutes prior. Bring whatever you like, snacks, drinks, etc., maybe a jacket. Note: a 20% gratuity is customary.

Keys Boat Tours

Discover the ultimate boating experience with Keys Boat Tours aboard the beautifully restored 2016 Bulls Bay 230 CC Center Console, based out of Big Pine Key. Perfect for groups of up to six guests, this sleek vessel is powered by a powerful 300 HP Yamaha

Join us aboard the Salt Dancer for an unforgettable two-hour sunset cruise in the Florida Keys. Watch as the sun sets over the horizon, painting the sky in stunning shades of orange, pink, and purple. Relax and enjoy the breathtaking views from our luxurious vessel as the gentle breeze and waves set the perfect backdrop. This is the ultimate way to experience the Keys’ beauty and create lasting memories with loved ones.

Salt Dance Boat Tours

Experience the ultimate island-hopping adventure with Salt Dance Boat Tours, aboard the beautifully restored 1998 Bayliner Rendezvous 26&rsquo; deck boat, now upgraded in 2022 for a smooth and stylish ride. Based in Marathon, this spacious vessel comforta

Enjoy a relaxing ride into the backwaters of Big Pine Key at sunset. We will take you around the Beautiful Bahia Honda Bridge and have great opportunities for photos.

Florida Keys Island Fishing

Experience the natural beauty of the Florida Keys aboard Florida Keys Island Fishing, a well-maintained 2004 Aquasport Tournament Series Center Console, restored in 2018 and perfectly suited for unforgettable days on the water. Departing from Big Pine Key

Enjoy the best of the Florida Keys with a customized trip departing from Summerland Key. Spend the day snorkeling, relaxing at the sandbar, cruising the islands, spotting wildlife, or taking in a spectacular sunset on the water. 

Military personnel, First Responders, and Educators receive 20% off their first trip and 10% off all future trips, with discounts available on trips of every duration.

Chastain Charters for Christ

Summerland Key

Set out on an unforgettable adventure aboard Chastain Charters for Christ, a beautifully maintained 2017 Sea Hunt Gamefish 25 based in Summerland Key. Designed for groups of up to six guests, this versatile center console is powered by twin 150 HP Yamaha 

Sunset & Dinner Cruises in Big Pine Key

Top Sunset & Dinner Cruises in Big Pine Key