family getting into boat beach

Boat Rentals, Fishing Charters & Kayak Tours

Experiences Overview

Wequassett Dock
Resort Guests Only

Go Beyond the Sea with Down Cape Charters & Boat Rentals

Located adjacent to the Wequassett dock, Down Cape Charters & Boat Rentals offers a variety of guided tours and watercraft leases for those seeking aquatic entertainment on Cape Cod. Whether you’re bringing the whole family or choose to be a solo sailor, Cape Cod’s famed National Seashore and stunning scenery will be sure to captivate you on your journey!

Visit Down Cape Charters & Boat Rentals for more information.

sailboat on the Cape Cod bay

Come Sail Away

Available for a private charter throughout the week, the luxury daysailer, Maria, is the perfect way to relax on the bay or participate in a more hands-on experience. During the months of July and August, pitch-in by helping raise the sails or sit back and watch the summer sun fall slowly over the horizon.


kayaking monomoy river in Cape Cod

Private Kayak Tour at the Monomoy River

Join us on a private kayak tour on Cape Cod as we celebrate and explore newfound access to over 64 acres of untouched water! As you travel down the river, the sounds of Blue Herons, Red-tailed Hawks, and Egrets fill the air, allowing you to fully immerse yourself in a peaceful, nature setting. A round trip of approximately 3.5 miles — starting at the Wequassett Resort and venturing through the newly widened inlet — this adventure may be best-suited for those with previous paddling experience, as there are sometimes strong winds and currents.

Private Fishing Charter on Cape Cod

Ever wonder what it’s like to cast a line in New England’s premiere fishing ground? Now’s your chance! Down Cape Boat Charters & Rentals offer half-day and full-day excursions, so you can try your luck at baiting a bite.

Striped Bass and Bluefish

Striped Bass are one of the most sought after game fish on the east coast and along with hard-fighting Bluefish, they represent the mainstay of the Cape Cod charter fleet. Stripers and Blues traditionally stay in our waters from May through October. Offered as a half-day charter (4 hrs).


Atlantic Bluefin Tuna are the largest and hardest fighting of all fish in the ocean. To many, they represent the greatest trophy in all of sport fishing. These giants generally arrive in mid-July, with August, September and early October representing peak season. Offered as a full-day trip only (8 hrs).

Visit Down Cape Charters & Boat Rentals for more information.

Let's Go Boating

Rental options include small and large powerboats, Hobie catamarans, kayaks and stand up paddle boards. Always dreamed of sailing or motoring your own powerboat but lack experience? Now is the perfect time to learn. Friendly and knowledgeable instructors are available to help you to navigate the boat of your choice.

Down Cape Charters & Boat Rentals
Various boats in Pleasant Bay
Located on 27 acres of gardens, salt marshes and woodlands, this family-friendly Five-Star resort has one of Cape Cod's best locations overlooking Pleasant Bay and the Atlantic Ocean.
Caldwell Family
August 2019
blurred image of a house on bay