This reservation qualifies for a full refund because of the incident affecting %locationTitle%. If you've confirmed with your captain that your trip is affected, we can help you change or cancel the reservation now.

COVID-19

We are now offering customers full refunds and captains penalty-free cancellations for reservations booked on or before March 14 with a trip date of June 15 or earlier in affected areas. Please note this policy will not cover any new bookings.

Southwest Florida is boating again! Hurricane Ian has passed, and captains are back in action.

Need a boat tour? Search, read reviews & book the best deals online with us! More than %numCharters% boats in %numCountries% countries.

Need a boat tour? Search, book & review the best deals online on BoatBooker.com

BoatBooker.com - Search, Compare & Book Boat Tours Worldwide. Book your boating trip now!

Search, Compare & Book Boat Tours Worldwide - BoatBooker

BoatBooker – the world's largest boat tour company

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

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

This captain has been rated highly by customers.

When you plan to go boating, read messages from your captain here.

Filters are loading...

Finding the best local boat tours for you...

Looking for boating charters nearby? Compare & book boating charters and open sea boating trips!

In %p1% this listing was one of our most booked in %p2%!

This is a shared trip. There will be up to %p% people on the boat, including children

This listing participates in our Preferred Listings Programme. Preferred listings offer excellent service and quality in relation to the best available rates. Based on this, and on feedback received from previous guests, we highly recommend this listing.

You will have the entire boat privately chartered and can bring up to %p% people, including children

This captain has published boating reports in the last 15 days.

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

When you book with BoatBooker you&rsquo;re getting the lowest rate &bull; If you find a better price for your trip we'll refund the difference!

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

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

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

External reviews

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%

The top boating charters in Southold

Southold

Departure Time

Duration

Package Types

Discounts

Price per Day

Review Score

Activities

Policies

Allowed On Board

Boat Types

Boat Categories

Set sail with North Fork Adventures Charters, a 2001 Parker 2510 Pilothouse offering unforgettable boating experiences from Southold! 

North Fork Adventures Charters

Embark on a luxurious and unforgettable journey with One More Drift Charters, operating a beautifully restored 1989 Viking Convertible Sportfish, based in scenic Clinton. 

One More Drift Charters

Experience timeless elegance and adventure aboard Montauk Venture Charters, a beautifully restored 1961 Hatteras Sportfish Motor Yacht, fully refreshed in 2020. 

Montauk Venture Charters

Step aboard CrunchTime Sport Fishing, a fully restored 1978 Rose Brothers Custom Charter Headboat, designed for comfort and performance. 

Crunch Time Sport Fishing

Set sail with VitaminSea Voyages, a premium boating experience departing from the scenic shores of Montauk aboard a 2011 Steiger Craft Miami Cuddy Cabin. 

VitaminSea Voyages

Step aboard the legendary CUJO, a beautifully restored 1977 Bertram Sportfish Sportfishing yacht, now better than ever after a full 2025 refit. 

Montauk Charterboat CUJO

Discover the perfect getaway on the water aboard Nightjack, a 2002 Levy 32sc Cruiser docked in Stonington. 

Nightjack

Step aboard Four C's, a well-appointed 2002 Pursuit 3000 Offshore Sportfishing vessel based in Montauk, and get ready for an unforgettable day on the water. 

Four C's

Step aboard Rising Tide, a sleek 2017 Mako 21 LTS Center Console, perfect for an unforgettable day on the water. 

Rising Tide

D.C. OUTDOOR ADVENTURES is a 2022 Parker 2820 Pilothouse based out of Mastic. 

Southold: 10 boats available

Sort by