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Bermuda Windsail Charters
Sightseeing, Sunset Cruise, Sailing or Snorkelling ~ Chartering your own boat creates a perfect experience

Many charter companies operate in Bermuda, giving visitors an ideal opportunity to explore the beautiful blue waters that surround this tiny island in the Atlantic. It’s a good idea to arrange boating excursions as far in advance as possible. Charter boat skippers know the waters well and are committed to taking you on memorable trip. Most operators require a reservation and in some cases will meet your group at your hotel, guest house or cruise ship dock if possible. Many of the charter sail boats also do regattas for groups. It is great fun, a wonderful team builder and no better way to spend an afternoon in Bermuda!

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A OVERPROOF Charter Fishing Experience

For the Hottest Fishing Experience! 
Spend a day deep sea fishing or try inshore fly or light tackle spinner fishing with OVERPROOF Charter Fishing.  Captain Pete will hook you up on our beautiful 41foot Custom Carolina fishing machine to monster marlin, wahoo and tunas.   If you prefer inshore fishing, let one of our Captain’s take you on our 21foot bay boat to hunt for bonefish and other shallow species either on fly or spinning rods. Captain Pete is very experienced, informative and professional; you won’t find a better way to spend a day of your vacation. We DELIVER first class sport fishing!

A Reel Addiction Charters

Discover Bermuda’s deep sea action on Reel Addiction, one of Bermuda’s top sportfishing boats. Whether you are trolling for wahoo, chumming for tuna, or pitching a blue marlin, Reel Addiction has what it takes to reel ‘em in. After you spend a day on Reel Addiction you’ll come back with fishing stories that are fact not fiction! There is no better way to experience the very best of Bermuda’s sportfishing than on Reel Addiction!

AJ's Wings (Bermuda Charters)

We offer Swimming, Sailing, Snorkeling, Sunset and Cocktail cruises aboard Bermuda's most sought after charter sailboat - AJ's Wings. A sleek 45' Gulfstar sloop that embodies the synergy of sea and sail.
Our Bermudian Captain, Anthony Mello, trained with the US Coast Guard, holds an open water pilot license and is a veteran of countless ocean crossings. He has personally built several winning racing boats, worked with many celebrities and brings a lifetime of nautical experience to your charter.
Our sailing trips can be customized down to the last detail. You can choose the itinerary, activities and even plan lunch or dinner menus for the ultimate in personal luxury.

Aristocat

Join us aboard Bermuda's original good time catamaran the "Aristocat". Our 55ft luxury catamaran is an 8 time winner of the Bermuda Gold Award as the local choice for entertaining afloat, offering smooth sailing and superior service in a casual yet elegant atmosphere. Relax in comfort and style on any of three great daily trips: the Coral Reef Snorkel, our Fantasea Fun Cruise, or the Champagne Sunset Sail, which features complimentary champagne and live entertainment. Want the boat all to yourself? Let us put together a custom private charter fully tailored to your every desire. Full bar, catering facilities and variety of water sports available upon request.

Bermuda Rock Steady Charters

Experience Bermuda in style aboard the classic luxury schooner Rock Steady! Journey with our experienced local crew and sail to secluded coves and beaches, explore remote islands, admire shipwrecks and beautiful coral reefs, and relax in the tropical sunshine. Rock Steady is a one-of-a-kind 72 ft. Bermudian Schooner, and provides the finest sailing excursions at an affordable price!

Bright Star II

Oyster Point Yacht Charters invites you to come aboard the luxurious 'Bright Star 11'. Enjoy a wonderful sailing experience on-board this spacious and comfortable 55' sailing yacht. Private sailing charters are available for either an intimate sail for two or your private group of 20+. Entertain your clients or friends and have brunch, lunch, dinner or cocktails aboard. Overnight charters are also available and snorkel equipment is provided. Please see our web site for contact details.

Consort Cruises Limited

For all your Charter needs aboard 48 foot Motor Cruiser CONSORT. Licensed for 75 passengers with spacious interior and shaded upper deck. Full Bar service available, latest surround sound system with a variety of music for all ages. Large platform for that afternoon swim. From a family celebration to a corporate cocktail cruise we will offer you the best in Bermuda’s hospitality. Please visit our website for charter rates.

Fantasea Bermuda

A “Looking Glass” cruise is the best way to see our beautiful Island from above and below the waves. Our 2 hour daily Glass Bottom Safari is a great opportunity to sightsee Bermuda’s colorful waterfront homes and harbor islands, while learning the intriguing history of the Island, Bermuda’s shipwrecks and it’s people. See it all through our glass bottom hull while you relax and stay dry. Looking for something different? Try our Bermuda Triangle Night Glass Bottom Boat Cruise. Starting out with a leisurely cruise under the stars during which our crew’s lively and entertaining anecdotes will inform and amuse you of the Bermuda Triangle’s truths and myths. An experience that is truly out of this world. Charter is boat for a group or event as well.

Jessie James Cruises

Are you ready for a great time? We are the O'Connor family and would like to take you on the most exciting cruise where you will snorkel at THREE different locations; Beach and Island, Historic Shipwrecks and the spectacular Coral Reef / Sea Garden. Don't snorkel? No problem our boat has a glass bottom! Let us show you a part of Bermuda that will remain in your memory and leave you wanting to come back again. Captain Jimmy was voted "The Best of the Best" at the VIP - Visitor Industry Partnership Excellence Awards in March 2007! He won the 'Activities & Attractions' category and on to win The Best!

M.V. Longtail Cruises

Bermuda’s #1 Party boat, 22 years running. The M.V. Longtail is the only custom built party boat in Bermuda. She speaks for herself with some of her clients still here after 20 years in business. You’ve seen the rest now come see the best. Licensed for 200 people we can accommodate groups/companies, cocktail, swimming, church and children’s parties to name a few. Our boat is family run to make sure you have the best experience possible. Call now to see why clients have been coming back year after year, 441-535-8227 or 441-296-5263.

Mako Charters

In 2001, Capt. Allen commissioned Sunny Briggs of Briggs Boat Works in Wanchese, N.C. to build the 57' DeMako, a custom boat for the way we fish in Bermuda.

DeMako is Bermuda's largest charter boat with twin diesel, giving her a top speed of 30kts. She has a fully air conditioned cabin and will get you to and from the fishing grounds quickly and comfortably. Our tackle is in tip-top condition, as we update it every year, and it includes spinning, stand-up and trolling outfits up to 130lb. test.

Paradise One Fishing Charters

Fishing aboard PARADISE ONE is pure fun and adventure.  Brothers, Captain Allan and 1st Mate Delvin, have years of experience that give them a great advantage in fishing the waters of Bermuda.

Their 54’ Sports Fishing Charter Boat is luxurious, spacious and extremely comfortable with a large air-conditioned cabin.  It is fully fitted with supreme fishing tackle and gear.  Enjoy tournament fishing or simple pleasure with friends and family.  Fish for Marlin, Wahoo, Tuna, Snapper or anything lurking about, and you are sure to enjoy an experience of a lifetime.  Take fish home and savour the freshness of Bermuda fish.

Playmate Fishing Charters

Come Aboard, Catch a Winner!
Playmate is a 43-foot custom Sportsfisher with a full cabin and A/C. Captains Keith & Kevin Winter with over 75 years of World Wide deep-sea experience, can hook you up to Big Blue Marlin, Wahoo, Tuna, Mahi Mahi and more. Top Penn and Shimano Tackle. Was high point boat in 2004 and 2005 Int'l Light Tackle Tournament. We released 23 Blue and 4 White Marlin up to 950 lbs last season. Come aboard enjoy a first class day of fishing in Bermuda Waters.

Sail Bermuda Yacht Charters

Imagine charter sailing and snorkeling in Bermuda…The turquoise blue depths, the sun’s reflection dancing on the surface and a Bermuda wind cooling your face and filling the sails. In your hand rests the perfect Bermuda rum swizzle, begging to be sipped again, and again. Tension relents as the stress of life is carried off by the wind. Overhead, Bermuda Longtails soar and swoop, chasing each other on invisible currents. You find yourself wondering, “Am I really charter sailing and snorkeling in Bermuda? Is this only a dream?”

Spellbound Charters

Mark Twain was once quoted as saying Bermuda is the closest place to "Heaven on Earth." One of the many wonders of Bermuda is her secluded islands, nestled in calm waters that behold the tropical beauty of nature - offering spectacular cruising grounds and creating entertainment opportunities, second to none in the world.
Spellbound is an 80' Italian built motor yacht, which can accommodate 40 guests for cocktails or 30 for dinner. she offers a generous layout, including a large top deck, a sun pad for stretching out to improve your tan. The Main Salon is completely air conditioned and offers a full-service bar.

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