Sail with us for an Authentic Cape Experience

Daytime Sailing Charters & Sunset Cruises from Wellfleet Harbor

Explore Billingsgate Island & Jeremy Point

Experience Cape Cod without the crowds, sail aboard the Wellfleet catamaran Discovery and enjoy the peace and beauty of the bay, Billingsgate Island & Jeremy Point. Do some beachcombing, seal watching or just kick back and relax as our experienced captain navigates the local waters.

Our sunset cruise during the “Golden hour” at sea lets you bask in the romance & relaxation of a stunning Cape Cod sunset. We sail from Wellfleet Town Pier every Morning, Afternoon and Sunset.

Our boat tours have a maximum of 6 guests.

Daytime Cruises on Cape Cod Bay

Book a Seat or Charter the Boat

Outer Cape Sunset Sails

Cape Cod Catamaran Charters

Weather and tide permitting, Discovery sets sail from Wellfleet Town Pier (Wellfleet Town Pier, 255 Commercial St, Wellfleet, MA 02667) each morning and afternoon for two 4 hour day cruises. Each day is topped off with a beautiful 2 hour sunset cruise.

Morning & Afternoon Charters (4 Hour)

Enjoy a beautiful cruise out to Jeremy point and beachcomb on a secluded beach, go for a swim then come back on the boat for a bite to eat before we head back for a leisurely sail into Wellfleet harbor.

Or, we will sail to Billingsgate Island which is completely submerged at high tide but revealed at low. In the 1800 this was an island with homes and a thriving fishing and whaling community, shifting sands and changing oceans have left only a breakwater where the lighthouse once stood. Billingsgate is now above water only a few hours each day. We’ll anchor up and you can go for a swim or a stroll on this unique island.

Depending on the tide and wind we will either take you out to Billingsgate Island, Jeremy Point or the sheltered Herring Cove.

Sailing with us is a perfect alternative to a fishing charter. During our voyage you can watch the seals and birds, do some sunbathing and take in the beauty and sounds of Wellfleet’s and Eastham’s salt water ecosystems.

We serve continental breakfast for the morning cruise. During afternoon and sunset cruises we provide a light snack and non-alcoholic beverages. BYOB

Sunset Cruises (2 Hour)

Enjoy Cape Cod’s golden hour with the warm light that has brought so many artists and nature lovers to this area.  Watch the sun go down over Great Island and Cape Cod Bay.

Depending on the tide we’ll anchor up to enjoy a relaxing sunset with a light snack or Wellfleet Oysters and a beverage. Feel free to pick up a to-go order and make it a dinner cruise.BYOB.

An experience you’ll never forget!


Private Charters:

We are happy to work with you to customize your private charter for those special celebrations and people in your life. 

Up to 6 guests. 

What People Are Saying

  • 5 star rating

    Sunset Sail We had a great time on our sunset sail. Keith is friendly and knowledgeable and the boat is comfortable and clean. We would go again!

    C M
    5 star rating

    Afternoon cruise We did the afternoon cruise with Cape Cod Catamaran. We had a great time! The boat is spacious and comfortable, the ride is beautiful, and captain Keith is friendly, knowledgeable,... read more


    Went out with Captain Keith Scott and had an awesome time! It is so beautiful out on the water and Capt. Scott is very friendly and knowledgeable! He has been... read more

    Taner Bertuna

    Highly recommended for quiet peaceful sailing tour of Wellfleet harbor! Grateful for not a lot of chatter but our Captain was friendly and gracious serving us with fresh caught oysters-... read more

    Florence Gaia
  • 4 star rating

    Great experience! Very relaxing experience! Felt comfortable and safe. Went for a relaxing ride on the water and learned a bit more about the Cape from the Captain. Was impressed with coffee... read more

    Kennedy P

    What a great way to watch a sunset!
    Crew of father son team: Keith and Lucas were fantastic!
    Great value too! Highly recommend while you’re on the Cape even if you’re...
    read more

    Scott and Lois Skirrow

    Great cruise! I went with my family and had a wonderful time! Excellent boat, Keith the captain was professional and experienced, and it was a BEAUTIFUL trip! Thanks Cape Cod... read more

    Lisa B.
    5 star rating

    Great sunset sail Had a great time sailing with captain Keith on a sunset sail in Wellfleet harbor. The catamaran was comfortable, the weather was perfect and watching the sun set on the... read more

1 week ago
This Is Cape Cod Catamaran

Sail with us for an Authentic Cape Experience
Daytime Sailing Charters & Sunset Cruises from Wellfleet Harbor
Book Your Trip Today!

1 week ago

Birdseye view - Cape Cod Catamaran

2 weeks ago

Birdseye view - Cape Cod Catamaran.
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2 weeks ago

Great captain who knows the area well and is a great sailor

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Getting Here

Wellfleet Marina (Wellfleet Town Pier, 255 Commercial St, Wellfleet, MA 02667), is located walking distance from downtown Wellfleet. We are a 25 minute drive from downtown Provincetown and about 40 minutes from downtown Chatham. Make sure to leave some extra time for Cape summer traffic!