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All Cruises & Boats

Prepare to set sail on a voyage of discovery as you explore the wonders of Martha’s Vineyard and Falmouth, Cape Cod with Plan Sea’s Cruises. Whether you’re in the mood for scenic tours, convenient transportation, or lively party boat cruises, we’ve got all your maritime desires covered. With a wide range of cruise options and experiences, we invite you to immerse yourself in the beauty of Martha’s Vineyard and Falmouth. Your Cape Cod adventure begins here.

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From $2,195

All aboard the Party Ferry for a truly memorable event. Go from Falmouth Cape Cod and spend 2-3 hours having a blast aboard the boat cruising the beautiful shoreline of Woods Hole, stop in a secluded cove for a quick swim and on to Oak Bluffs to continue the party onshore. Return to Cape Cod.

Discover the Ocean’s Splendor with Plan Sea Adventure Charters

Embark on a breathtaking journey with Plan Sea Adventure Charters as we set sail from the charming locales of Martha’s Vineyard and Falmouth, Cape Cod. Our diverse range of cruises offers an unparalleled experience, whether you’re seeking scenic tours, convenient transportation, or vibrant party boat cruises. Embrace the allure of Martha’s Vineyard and Falmouth’s beauty as we tailor an unforgettable maritime adventure just for you.

Breathtaking Scenery

Embark on a journey through some of the East Coast’s most stunning seascapes. From the serene beaches of Martha’s Vineyard to the historic charm of Cape Cod, each cruise offers a panoramic view of nature’s finest work.

Exclusive Access

Avoid the crowds and experience exclusive access to secluded coves and pristine beaches. Our special event cruises provide a unique perspective of the area’s natural beauty, away from the usual tourist paths.

Personalized Experience

Celebrate your special occasion in style. Whether it’s a romantic anniversary dinner, a lively birthday party, or a productive business retreat, our cruises are customizable to fit your event’s theme and requirements.

First-Class Amenities

Relax in the comfort of our well-appointed vessels, equipped with modern amenities to ensure a luxurious and comfortable journey. Let our attentive crew cater to your every need.

Over 100 5-Star Reviews on TripAdvisor!

"A great Martha's Vineyard experience"

"I've been traveling to Martha's Vineyard for over 20 years and I thought I'd seen everything there was to see on the island. That was until I went on the Sunset Cruise this past summer. I had never seen the sights we saw on the cruise and was utterly amazed. The captain and the staff are super nice and friendly and made for a fantastic experience!"

– John G., TripAdvisor
"A Fantastic Day on the Water"

"Was very impressed with the time spent on Plan Sea. The weather didn't allow a dip off the bow, but it did allow a perfect day cruising the various landmarks of Martha's Vineyard. Captain Dave is very knowledgable and provides interesting historical facts of the island and the various properties along the shoreline. Make sure he tells you about the Oysters."

– Mark F., TripAdvisor
"Best Part of Our Trip to Martha's Vineyard"

"Booking with Plan Sea was the smartest decision we made on our trip to Martha’s Vineyard! Captain Dave was so accommodating, he picked us up at the dock closest to our hotel and dropped us off in Oaks Bluff right in time for our dinner reservations. I would 100% book with Plan Sea again on my next trip to MV and would recommend them to anyone."

– Amanda K., TripAdvisor
"Excellent Trip"

"My first ever TripAdvisor review. Our group of 8 included our two young daughters, and this cruise with Captain Dave was a perfect trip for all ages. The adults enjoyed Captain Dave's stories and the girls loved taking the wheel. Definitely recommended!"

– Garrett L., TripAdvisor

Educational Tours

Interested in local history or marine life? Our knowledgeable guides offer insightful tours that educate and entertain. Learn about the rich history of Martha’s Vineyard and Cape Cod, and witness the diverse wildlife that inhabits these waters.

Sustainable Practices

We are committed to eco-friendly practices, ensuring our adventures are not only enjoyable but also responsible. Plan Sea Adventure Charters takes pride in being a steward of the ocean, making sure we leave a minimal footprint on the environment.

Your Special Event Deserves a Special Setting

From intimate gatherings to grand celebrations, Plan Sea Adventure Charters offers an unrivaled setting for your special event. Imagine toasting to your milestone against the backdrop of a sunset over the Atlantic, or networking with colleagues as you glide past historic lighthouses. Our cruises provide the perfect combination of relaxation, entertainment, and awe-inspiring views, making every event a memorable one.

Embark on Your Adventure Today

Ready to set sail on a journey of a lifetime? Contact us to plan your cruise with Plan Sea Adventure Charters. Let us help you create an experience that you and your guests will treasure forever. Welcome to Plan Sea – where every cruise is an adventure waiting to happen.

Plan Sea offers a variety of cruise experiences, including sunset cruises, private ferries, and special events. Use the filters to find the perfect cruise location for your day in Martha’s Vineyard, Cape Cod, or Cuttyhunk, Elizabeth Islands!


  • Save money by booking Weekends and Evenings rather than Weekdays on many private charters
  • All cruises are PRIVATE. We do not offer public, by-the-seat cruises
  • Click on the image buttons to search availability, cruise options and pricing
  • The Frequently Asked Questions(FAQs) answer most questions
  • If you don’t see the perfect cruise option, Contact Us to plan your perfect day at sea