How to find the calendar address

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

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

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

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

Top %cross%

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

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?

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.

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

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.

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

This trip requires minimum of %p% people.

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

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

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

Price details

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

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%

English

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

Sunset & Dinner Cruises in Westbrook, CT- BoatBooker

Westbrook

Westbrook, United States

westbrook

Enjoy the beautiful sunset in Montauk, wine or champagne available with advance notice.

United States

VitaminSea Voyages

Montauk

Set sail with VitaminSea Voyages, a premium boating experience departing from the scenic shores of Montauk aboard a 2011 Steiger Craft Miami Cuddy Cabin. This sturdy and stylish vessel comfortably hosts up to six guests and is powered by twin 300 HP Yamah

Evening trip to the Thimble Islands to enjoy the Sunset!  (Grill, utensils, pans, two burner stove provided - you provide the food and cooking expertise!)

Nightjack

Branford

Discover the perfect getaway on the water aboard Nightjack, a 2002 Levy 32sc Cruiser docked in Branford. This beautiful vessel offers ample space for up to six guests, making it an ideal choice for a day out with friends or family. Powered by a 330 HP Cum

Step aboard and immerse yourself in a truly unforgettable experience. There's nothing quite like the breathtaking beauty of a Montauk sunset — where the sky ignites and the ocean shimmers beneath it. Whether you're planning a laid-back gathering with friends or a romantic escape, this is the ultimate setting to let the magic of golden hour unfold.

Crunch Time Sport Fishing

Step aboard CrunchTime Sport Fishing, a fully restored 1978 Rose Brothers Custom Charter Headboat, designed for comfort and performance. Based in Montauk, this spacious vessel accommodates up to 27 guests, making it perfect for group excursions, corporate

We will head out about an hour before sunset on one of our local Rivers which will give us a chance to see some beautiful wildlife and scenic backdrops as we make our way into Long Island Sound where we will travel down the coastline and enjoy nature's beauty.

Rising Tide

Stratford

Step aboard Rising Tide, a sleek 2017 Mako 21 LTS Center Console, perfect for an unforgettable day on the water. Based out of Milford, this well-equipped vessel accommodates up to three guests for a premium, personalized adventure. Powered by a 150 HP Mer

Pack a cooler and take out your friends for a relaxing cruise around the bay to view the sights and take in a spectacular sunset.

North Fork Adventures Charters

Southold

Set sail with North Fork Adventures Charters, a 2001 Parker 2510 Pilothouse offering unforgettable boating experiences from Southold! With room for up to six guests, this sturdy and well-equipped vessel is powered by twin 150 HP Yamaha outboard engines, c

Departure time can be flexible between 6-8 PM, depending on the time of sunset.

Steal Your Fish Charters, LLC

New London

Step aboard Steal Your Fish Charters, LLC, a sleek and powerful 2015 Boston Whaler Outrage Center Console based out of New London. Perfect for intimate outings, this premium vessel comfortably accommodates up to four guests and is powered by twin 300 HP M

Unwind on a peaceful 2-hour Sunset Sail departing from Westbrook, CT, and experience the magic of golden hour on the water. As the sun dips below the horizon, enjoy stunning views of the coastline bathed in warm light and the gentle rhythm of the sailboat. It’s the perfect way to end your day on the Sound.

Joyride Charters

Come Sail with Captain Joy! Looking for an unforgettable experience on the water? Step aboard with Captain Joy &mdash; a USCG Master Captain with 40+ years of sailing adventures across the globe. Now docked in Westbrook, CT, she&rsquo;s ready to share the

Enjoy the beautiful Montauk sunset on your way back from your trip to the Montauk Lighthouse.

Four C's

Step aboard Four C&#039;s, a well-appointed 2002 Pursuit 3000 Offshore Sportfishing vessel based in Montauk, and get ready for an unforgettable day on the water. Powered by twin 315 HP YANMAR diesel inboards, this boat cruises comfortably at 25 knots&mdas

Set sail on an unforgettable 8-hour custom cruise from Montauk, where you call the shots! Whether you're into island hopping, sightseeing, or relaxing on the water, we'll tailor the perfect day just for you. Pricing varies based on time and distance—let’s plan your dream day on the water!

Montauk Charterboat CUJO

Step aboard the legendary CUJO, a beautifully restored 1977 Bertram Sportfish Sportfishing yacht, now better than ever after a full 2025 refit. Departing from iconic Montauk, this classic vessel combines vintage charm with modern comfort, perfect for an u

Set out on a scenic cruise from Sag Harbor and take in the beauty of the Hamptons from the water. Drop anchor at a serene spot to swim, relax, and soak up the sun, or follow your own desired itinerary for a personalized adventure. Whether it’s a leisurely day on the bay or a custom route, this trip is all about your perfect on-the-water experience.

Sea Lover – Galeon 510 Sky Deck

Sag Harbor

Sea Lover &ndash; Galeon 510 Sky Deck is a stunning 2019 Galeon 510 Sky Deck Motor Yacht (restored in 2025), available for unforgettable private charters from Sag Harbor. Designed for both relaxation and adventure, this sleek yacht accommodates up to 10 g

Sunset & Dinner Cruises in Westbrook

Top Sunset & Dinner Cruises in Westbrook

Explore Westbrook

Other great activities in Westbrook