Private Charters

Your Charter, Your Way.

Helen H Offshore offers private charters out of Hyannis Harbor and Barnstable Harbor on Cape Cod for groups of all sizes — from 2 passengers up to 300. Cape Cod private charter options include sunset cruises, harbor tours, whale watching, wind farm tours, beach day trips, burials at sea, bachelor and bachelorette parties, corporate outings, and fully customized experiences across a fleet of 10 vessels.

With a diverse fleet, USCG-certified captains, and over 75 years of maritime experience, we provide safe, comfortable, and flexible options for groups of all sizes.

Trip Options

  • Private Sunset Cruises
  • Private Harbor Tours
  • Private Ferry Services
  • Burials at Sea
  • Private Booze Cruise
  • Whale Watching Charter
  • Bachelor / Bachelorette Parties
  • Private Day & Beach Cruises
  • Bird & Avian Charter
  • Wind Farm Tours

Private Fishing Charters

Go to our Private Fishing Charter Page in the Menu or Click Here

Don’t See What You’re Looking For?

Looking for something unique or not listed on this page? No problem. Many of our most memorable charter experiences come from custom requests. Call our office or complete the Contact Us form and we’ll work with you to plan a trip that fits your schedule, group, and vision.

What’s Included

Every private charter comes with:

  • USCG-licensed captain & crew
  • Indoor & outdoor seating
  • Restrooms aboard all vessels
  • Climate-controlled cabins on select boats
  • Full galley & bar available on select vessels
  • Customizable route and departure time
  • All USCG safety equipment

Customize Your Trip

Every charter can be tailored to your group:

  • Trip Length: Short scenic cruises, half-day trips, full-day excursions, evening or sunset departures, extended offshore cruises, or multi-day custom itineraries depending on the vessel and destination.
  • Trip Type: Sunset cruises, harbor tours, island transfers, whale watching, booze cruises, beach day trips, bachelor/bachelorette outings, avian/wildlife trips, burials at sea, and fully customized private charters.
  • Group Size: From intimate private charters for 2–12 passengers on our smaller vessels all the way up to large group charters for 300 passengers on select vessels and everything in between.
  • Special Requests: Perfect for corporate outings, celebrations, birthdays, weddings, bachelor/bachelorette parties, memorial services, photography trips, or any custom event you want to host on the water.
  • Food & Beverage Options: Access to onboard galleys and full bars on select vessels. Bring your own food and drinks, coordinate catering, or request use of onboard service depending on vessel availability.
  • Flexible Itinerary: Create your own schedule with options to include cruising, sightseeing, wildlife viewing, beach stops, swimming, photo opportunities, or quiet anchorage time—fully tailored to your goals.
  • Departure Ports: Depart from Hyannis, Barnstable, or choose a port that is most convenient for your group. We can also bring the vessel to you when scheduling and logistics allow.
  • Departure Times: Morning, afternoon, evening, or late-night departures—based on availability and tailored to your preferred timing or event schedule.

What to Bring

We recommend bringing:

  • Weather-appropriate clothing and layers
  • Sunscreen and sunglasses
  • Snacks, drinks, or catering (unless using our galley/bar)
  • Towels and swimwear if anchoring or swimming
  • Cameras, binoculars, or photography gear
  • Comfortable, non-marking footwear
  • Any needed personal items

Booking & Rates

Rates vary depending on:

  • Vessel size and amenities
  • Trip duration
  • Destination and fuel range
  • Seasonal demand
  • Add-on services (bar/galley service, special arrangements, etc.)

To get a quote or secure a date:

  • Call our office
  • Submit a request through our online form, Click Here

We’ll help you choose the right vessel and finalize all details for your private charter.

Workboat & Commercial Charter Services

If you’re looking for workboat-related charters or commercial marine support, Helen H Offshore also operates a dedicated fleet for offshore and industrial operations. Our vessels are available for:

  • Crew Transfer (CTV) Services
  • Research & Survey Operations
  • Cargo & Equipment Transfer
  • Safety / Guard Vessel Services
  • Launch Services
  • Dive Support Operations
  • Project-Specific Vessel Services

These vessels are outfitted for professional offshore work and supported by STCW-certified crews, 24/7 maintenance, and rapid mobilization capabilities.

Click here to learn more about our commercial workboat services or click the HH Offshore Support Link in the Menu.

115′ Tails of the Sea

The 115-foot Tails of the Sea is Helen H Offshore’s largest private charter vessel, operating out of Plymouth, Massachusetts and accommodating up to 300 passengers for whale watching, sunset cruises, wind farm tours, and large group events. Powered by four engines, she cruises comfortably at 21 knots with a top speed of 26 knots, making her an excellent platform for covering long distances quickly. With room for up to 300 passengers, a spacious top deck, and a full galley and bar, the Tails of the Sea is perfect for large-scale charters, corporate outings, celebrations, and scenic coastal trips. She also specializes in whale watching, offering exceptional viewing opportunities from her expansive upper deck.

Features & Highlights:

  • Accommodates up to 300 passengers
  • Powered by 4x 60 Series Engines
  • Cruising speed: 21 knots | Top speed: 26 knots
  • Specializes in whale watching and offshore wildlife tours
  • Expansive top deck with outstanding viewing angles
  • Full galley and bar for meals, snacks, and beverages
  • Ideal for large group outings, corporate events, private parties, and ferry-style charters
  • Excellent for sunset cruises, harbor tours, wind farm tours, and coastal excursions
  • Operated by a USCG-certified captain and professional crew
Click Here to fill out the Inquiry Form or call the office at 508-790-0660

110′ Capt John and Son IV

The 110-foot Capt. John and Son IV is a high-capacity passenger vessel operating out of Plymouth, Massachusetts, accommodating up to 300 passengers and specializing in ferry service, whale watching, and offshore wildlife tours. With the capacity to carry up to 300 passengers, it is ideal for high-volume coastal transportation, whale watching trips, and scenic offshore operations. The vessel features a wide, open deck layout for excellent visibility, along with a spacious indoor cabin, full galley, and bar—providing comfort and convenience on every run.

Features & Highlights:

  • Accommodates up to 300 passengers
  • Designed specifically for ferry service and high-capacity passenger transport
  • Specializes in whale watching and offshore wildlife viewing
  • Great for harbor tours, sunset cruises, and coastal sightseeing
  • Suitable for burials at sea, bird & avian trips, and wind farm tours
  • Spacious indoor cabin with comfortable seating
  • Full galley and bar available for snacks, drinks, and light meals
  • Wide, stable deck with outstanding viewing rail space
  • Operated by a USCG-certified captain and professional crew
Click Here to fill out the Inquiry Form or call the office at 508-790-0660

100′ F/V Helen H

The 100-foot F/V Helen H is the largest fishing vessel on Cape Cod, operating out of Hyannis Harbor and accommodating up to 149 passengers for private offshore charters, wind farm tours, avian surveys, and workboat support services. While she specializes in offshore fishing trips, her speed, stability, and amenities make her equally well suited for offshore tours, wind farm visits, offshore burial services, avian/bird survey trips, and a range of workboat-related tasks. With a full galley and spacious interior, she provides a reliable and comfortable platform for long-range operations and large group excursions.

Features & Highlights:

  • Accommodates up to 149 passengers
  • Cruising speed: 20 knots | Top speed: 27 knots
  • Ideal for offshore fishing, offshore tours, avian/bird survey trips, specialty charters, wind farm tours, offshore burials, and workboat-related support tasks
  • Expansive deck layout with ample open space
  • Full galley and large indoor cabin
  • Newly upgraded AC-cooled bunk room
  • Operated by a USCG-certified captain and professional crew
Click Here to fill out the Inquiry Form or call the office at 508-790-0660

90′ F/V Capt. John & Son II

The 90-foot F/V Capt. John and Son II is a premier private charter vessel operating out of Hyannis Harbor on Cape Cod, accommodating up to 149 passengers for sunset cruises, harbor tours, corporate outings, and private events. With indoor seating for up to 80 passengers, a large air-conditioned cabin, and a full galley and bar, it offers an ideal platform for events, sightseeing, and offshore excursions. The vessel also features a spacious top deck with additional seating and excellent panoramic views, making it a favorite for sunset cruises and scenic trips. Whether you’re hosting a celebration, planning a relaxed cruise, or arranging transport, this vessel delivers comfort, versatility, and a smooth ride for any group.

Features & Highlights:

  • Can accommodate groups up to 149 passengers
  • Indoor seating for 80 passengers
  • Spacious top deck with additional seating and outstanding views
  • Ideal for private sunset cruises, harbor tours, and day & beach cruises
  • Great for private ferry services, burials at sea, and offshore transport
  • Perfect for whale watching, avian/bird charters, and wind farm tours
  • Excellent for bachelor/bachelorette parties and private booze cruises
  • Large indoor cabin with air conditioning
  • Full galley and bar for food, snacks, and drinks
  • Wide, stable deck layout for sightseeing and group gatherings
  • Operated by a USCG-certified captain and professional crew
Click Here to fill out the Inquiry Form or call the office at 508-790-0660

90′ F/V Capt. John & Son I

The 90-foot F/V Capt. John and Son I is a high-capacity vessel operating out of Plymouth, Massachusetts, accommodating up to 150 passengers for offshore fishing trips, private sunset cruises, harbor tours, and coastal excursions. With the ability to carry up to 150 passengers, it provides a spacious, comfortable layout ideal for both anglers and groups looking for scenic, event-focused, or transportation-based trips. Its expansive deck space, wide rails, and roomy indoor cabin make it suitable for everything from traditional fishing excursions to private coastal cruises and offshore tours.

Features & Highlights:

  • Accommodates up to 150 passengers
  • Specializes in offshore and inshore fishing trips
  • Also great for sunset cruises, harbor tours, and private ferry service
  • Suitable for whale watching, bird & avian trips, wind farm tours, and burials at sea
  • Wide, open deck layout with ample space for fishing or sightseeing
  • Spacious indoor cabin for passenger comfort
  • Full galley and bar available for meals, snacks, and beverages
  • Smooth, stable ride ideal for long-range trips and scenic excursions
  • Operated by a USCG-certified captain and professional crew
Click Here to fill out the Inquiry Form or call the office at 508-790-0660

75′ F/V Angler

The 75-foot F/V Angler is a high-speed jet vessel operating out of Hyannis Harbor on Cape Cod, accommodating up to 74 passengers for private sunset cruises, whale watching, corporate charters, and offshore tours. With seating for up to 74 passengers, a smooth ride, and a full galley and bar, it’s an excellent option for medium-sized groups looking to enjoy the water in comfort. Whether you’re planning a scenic cruise, a corporate outing, an offshore tour, or a private celebration, the Angler offers speed, versatility, and a welcoming layout for a memorable experience.

Features & Highlights:

  • Accommodates up to 74 passengers for private day trips
  • Ideal for private sunset cruises and harbor tours
  • Great for private ferry services, burials at sea, and offshore transport
  • Perfect for whale watching, bird & avian trips, and wind farm tours
  • Excellent for bachelor/bachelorette parties and private booze cruises
  • High-speed jet propulsion for a fast, smooth ride
  • Cruising speed: 21 knots | Top speed: 27 knots
  • Full galley and bar for meals, snacks, and drinks
  • Comfortable indoor seating and open deck layout
  • Operated by a USCG-certified captain and professional crew
Click Here to fill out the Inquiry Form or call the office at 508-790-0660

75′ F/V Nantucket Sound

The 75-foot F/V Nantucket Sound is a versatile private charter vessel operating out of Hyannis Harbor on Cape Cod, accommodating up to 74 passengers for sunset cruises, harbor tours, whale watching, and private coastal day trips. With seating for up to 74 passengers, a smooth ride, and a full galley and bar, it’s perfectly suited for family events, corporate outings, private ferry service, and coastal cruising. The vessel features a top deck with excellent scenic views, making it a favorite for sunset cruises and sightseeing groups looking to enjoy the coastline from above.

Features & Highlights:

  • Accommodates up to 74 passengers for private day trips
  • Scenic top deck with outstanding views—perfect for sunset and sightseeing cruises
  • Great for private sunset cruises and harbor tours
  • Ideal for private ferry service, burials at sea, and coastal transportation
  • Perfect for whale watching, bird & avian charters, and wind farm tours
  • Excellent option for families, medium-sized business groups, and private celebrations
  • Cruising speed: 18 knots | Top speed: 23 knots
  • Full galley and bar for food, snacks, and drinks
  • Spacious cabin and open deck layout for group gatherings
  • Operated by a USCG-certified captain and professional crew
Click Here to fill out the Inquiry Form or call the office at 508-790-0660

50′ F/V Nantucket Shoals

The 50-foot F/V Nantucket Shoals is a comfortable private charter vessel operating out of Hyannis Harbor on Cape Cod, accommodating up to 49 passengers for sunset cruises, coastal sightseeing, and customized private group outings. With the ability to accommodate up to 49 passengers on non-fishing outings, it’s perfect for medium-sized groups looking to enjoy a relaxed and scenic day on the water. Its smooth ride, full galley, and flexible layout make it well suited for family gatherings, business groups, and customized private tours.

Features & Highlights:

  • Accommodates up to 49 passengers for non-fishing private trips
  • 50’ vessel with a comfortable, stable layout
  • Ideal for sunset cruises, harbor tours, day & beach trips, and coastal excursions
  • Great for burials at sea, private ferry service, and custom transportation
  • Suitable for bird & avian charters, whale watching, and wind farm tours
  • Cruising speed: 18 knots | Top speed: 23 knots
  • Full galley for snacks and refreshments
  • Spacious cabin and open deck for sightseeing and relaxing
  • Operated by a USCG-certified captain and professional crew
Click Here to fill out the Inquiry Form or call the office at 508-790-0660

42′ F/V Starfish

The 42-foot F/V Starfish is a private charter vessel operating out of Barnstable Harbor on Cape Cod Bay, accommodating up to 20 passengers for intimate sunset cruises, harbor tours, beach day trips, and personalized coastal experiences. With the ability to accommodate up to 20 passengers, it’s perfect for family outings, intimate celebrations, business groups, and scenic excursions. A full bar, snack galley, and relaxed interior make the Starfish an inviting platform for any private charter.

Features & Highlights:

  • Accommodates up to 20 passengers for non-fishing private trips
  • 42’ vessel with a smooth, stable layout
  • Ideal for sunset cruises, harbor tours, day & beach trips, and coastal sightseeing
  • Great for burials at sea, private ferry service, and personalized charters
  • Suitable for whale watching and wind farm tours
  • Cruising speed: 17 knots | Top speed: 20 knots
  • Galley with snacks and a full bar
  • Comfortable indoor seating and open deck areas for relaxing and enjoying the views
  • Operated by a USCG-certified captain and professional crew
Click Here to fill out the Inquiry Form or call the office at 508-790-0660

35′ F/V Isabella H

The 35-foot F/V Isabella H is a small private charter vessel operating out of Hyannis Harbor on Cape Cod, accommodating up to 6 passengers for intimate sunset cruises, harbor tours, and personalized coastal outings. With room for up to 6 passengers, she’s ideal for intimate outings, family trips, coastal sightseeing, and relaxed private charters. Her cozy cabin, stable ride, and versatile layout make her a great choice for guests wanting a quieter, more private vessel.

Features & Highlights:

  • Accommodates 1–6 passengers for private non-fishing trips
  • 35’ vessel with a comfortable, stable layout
  • Ideal for sunset cruises, harbor tours, day & beach trips, and coastal sightseeing
  • Great for burials at sea, private ferry runs, and small-group excursions
  • Cruising speed: 16 knots | Top speed: 19 knots
  • Comfortable indoor space and open deck areas for relaxing and enjoying the views
  • Operated by a USCG-certified captain and professional crew
Click Here to fill out the Inquiry Form or call the office at 508-790-0660

Frequently Asked Questions

Helen H Offshore provides a wide range of private charters including sunset cruises, harbor tours, whale watching, wind farm tours, beach day trips, burials at sea, bachelor and bachelorette parties, corporate outings, and fully customized experiences suitable for groups of various sizes.

Every private charter includes a USCG-licensed captain and crew, indoor and outdoor seating, restrooms aboard all vessels, climate-controlled cabins on select boats, access to full galleys and bars on select vessels, customizable routes and departure times, and all USCG safety equipment to ensure a safe and comfortable experience.

Yes, all private charters can be tailored to your group's needs including trip length, type of cruise, group size, special requests, food and beverage options, itinerary flexibility, departure ports, and departure times. This allows for a personalized experience that fits any occasion or preference.

Helen H Offshore can accommodate small groups of 2 to 12 passengers on smaller vessels as well as large groups up to 300 passengers on select larger vessels like the 'Tails of the Sea' and 'Capt. John and Son IV'. This versatility allows for private charters suitable for intimate gatherings or large events.

It is recommended to bring weather-appropriate clothing and layers, sunscreen, sunglasses, snacks and drinks if not using the onboard galley or bar, towels and swimwear if planning to swim, cameras or binoculars for wildlife viewing, comfortable non-marking footwear, and any necessary personal items to ensure your comfort and enjoyment.

To book a charter, you can call the Helen H Offshore office or submit a request via their online contact form. Rates vary based on vessel size and amenities, trip duration, destination, seasonal demand, and any add-on services like bar or galley use. Helen H Offshore will assist in selecting the right vessel and finalizing details for your trip.

The 'Tails of the Sea' is Helen H Offshore's largest charter vessel, accommodating up to 300 passengers. It features four powerful engines allowing cruising speeds of 21 knots and a top speed of 26 knots. The vessel specializes in whale watching and offshore wildlife tours, has an expansive top deck with excellent viewing, and offers a full galley and bar, making it ideal for large group events and scenic coastal trips.

Yes, Helen H Offshore operates a separate dedicated fleet for workboat and commercial charters supporting offshore and industrial operations. Services include crew transfer, research and survey operations, cargo transfer, safety and guard vessel services, launch services, dive support, and project-specific vessel requirements, all staffed with STCW-certified crews and maintained for rapid deployment.