Experience the excitement of near shore fishing right from Oak Bluffs Harbor on Martha's Vineyard. Cruise the calm waters of Vineyard Sound and nearby coastal areas targeting striped bass, bluefish, fluke, scup, and black sea bass . Perfect for beginners, families, and experienced anglers alike, near shore trips offer a relaxing and scenic day on the water without venturing far offshore.

Departing from Oak Bluffs Harbor, guests enjoy easy access to productive fishing grounds, beautiful island views, and the chance to experience Martha’s Vineyard’s rich fishing tradition. Whether you want to cast light tackle, enjoy a fishing cruise, or simply spend time on the water, near shore fishing around Oak Bluffs delivers a memorable island adventure

Experience the thrill of deep-sea fishing with the Martha's Vineyard Tuna Charter, operating from midnight to 6 a.m. This expert-led excursion is designed for up to twelve guests, ensuring personalized attention and an intimate fishing experience. Departing from Martha’s Vineyard, you'll have access to prime fishing grounds during peak tuna activity hours. The early morning timing offers calm seas and excellent chances to catch trophy-sized tuna. Whether you’re a seasoned angler or seeking to develop advanced skills, this charter combines expert guidance with a premium, small-group setting for an unparalleled fishing adventure. $500 deposit required to book

Escape to the water for a private cruise for up to 3 hours around the beautiful shores of Martha’s Vineyard. Perfect for up to 12 guests, this personalized charter offers the ideal blend of relaxation, sightseeing, and coastal luxury. Cruise past iconic island scenery, lighthouses, beaches, and picturesque harbors while enjoying comfortable seating, ocean breezes, and exceptional onboard hospitality.

Whether you are celebrating a special occasion, entertaining guests, or simply enjoying a day on the Vineyard, this private charter delivers a memorable and effortless experience on the water.

Escape to the water for a private cruise for up to 4 hours around the beautiful shores of Martha’s Vineyard. Perfect for up to 12 guests, this personalized charter offers the ideal blend of relaxation, sightseeing, and coastal luxury. Cruise past iconic island scenery, lighthouses, beaches, and picturesque harbors while enjoying comfortable seating, ocean breezes, and exceptional onboard hospitality.

Whether you are celebrating a special occasion, entertaining guests, or simply enjoying a day on the Vineyard, this private charter delivers a memorable and effortless experience on the water.

Escape to the water for a private -hour cruise around the beautiful shores of Martha’s Vineyard. Perfect for up to 12 guests, this personalized charter offers the ideal blend of relaxation, sightseeing, and coastal luxury. Cruise past iconic island scenery, hidden beaches, and picturesque harbors while enjoying comfortable seating, ocean breezes, and exceptional onboard hospitality.

Whether you are celebrating a special occasion, entertaining guests, or simply enjoying a day on the Vineyard, this private charter delivers a memorable and effortless experience on the water.

Escape to the water for a private 6-hour cruise around the beautiful shores of Martha’s Vineyard. Perfect for up to 12 guests, this personalized charter offers the ideal blend of relaxation, sightseeing, and coastal luxury. Cruise past iconic island scenery, hidden beaches, and picturesque harbors while enjoying comfortable seating, ocean breezes, and exceptional onboard hospitality.

Whether you are celebrating a special occasion, entertaining guests, or simply enjoying a day on the Vineyard, this private charter delivers a memorable and effortless experience on the water.

Experience the magic of a Vineyard sunset from the water aboard a private luxury cruise designed for an unforgettable evening. Relax with up to 12 guests as the sky transforms with vibrant coastal colors and the island’s shoreline glows in the evening light.

Perfect for couples, families, celebrations, or a quiet evening with friends, this scenic cruise offers a peaceful and elegant way to enjoy Martha’s Vineyard at golden hour. Sip cocktails, unwind to the ocean breeze, and take in breathtaking panoramic views as the sun sets over the water.

Experience the magic of a Vineyard sunset from the water aboard a private luxury cruise designed for an unforgettable evening. Relax with up to 12 guests as the sky transforms with vibrant coastal colors and the island’s shoreline glows in the evening light.

Perfect for couples, families, celebrations, or a quiet evening with friends, this scenic cruise offers a peaceful and elegant way to enjoy Martha’s Vineyard at golden hour. Sip cocktails, unwind to the ocean breeze, and take in breathtaking panoramic views as the sun sets over the water.