Discover amazing Dennis activities and premium in-home experiences.
Nestled where cranberry bogs meet wide, windswept beaches, Dennis captures the quiet magic of old Cape Cod. In this charming village, shingled cottages and sandy lanes invite you to slow down and savor a sense of timeless coastal ease—where every salty breeze carries echoes of summer days gone by.
Cover all six towns in 3 hours with history and film highlights—ideal for first-time visitors
Get bikes delivered to you with electric, standard, and kids options.
Explore Oak Bluffs with flexible 1–6 day bike rentals and many models to choose from
Customize your island tour with a Menemsha seafood picnic and complimentary wine
Explore the island on quality e-bikes and pedal bikes for 1–6 days
Cast lines in Cape Cod Bay with experienced crew and soak in scenic coastal views
Enjoy flexible 24-hour to one-month kayak rentals and explore at your own pace.
Enjoy hassle-free paddling with flexible rental periods and no age restrictions.
Explore Cape Cod waters with flexible 24-hour to month-long paddleboard rentals.
Chase striped bass on Cape Cod during a flexible 4.5-hour private charter for up to six guests
Cruise shallow channels to observe Gray seals and historic lighthouses with a naturalist guide.
Sip, Savor & Cruise: Narrated Harbor Views with Cocktails and Ice Cream Treats Onboard
Watch Cape Cod's vibrant sunset while enjoying onboard cocktails and treats
Explore interactive exhibits and learn about Great White Sharks during a self-guided visit.
Start your day with a private 3-hour cruise to secluded beaches and tidal islands around Wellfleet Harbor.
Discover remote beaches and swim in secluded waters during a customizable private charter for up to six guests.
Catch Cape Cod’s vibrant evening colors on a private charter for up to six guests with BYO food and drinks.
Explore Popponesset Bay with quality gear and the freedom to paddle for up to three hours.
Paddle Lawrence Pond at your own pace with included gear and flexible 2–3 hour rental.
Paddle scenic Cape Cod marshes at your own pace with quality gear included.
Pedal scenic canal paths at your own pace with quality bikes and included gear
Pedal scenic Cape Cod trails with quality bikes and gear included for four hours.
Paddle Popponesset Bay to Ockway Bay with an ACA-certified guide and enjoy brilliant evening colors
Explore secluded beaches and wildlife with ACA-certified guides
Watch a Cape Cod sunset from the water with an ACA-certified guide
Watch wildlife on a relaxed Scorton Creek paddle with ACA certified guides
Spend half a day sailing Cape Cod Bay with a private crew and optional swim stop.
Search for whales on Stellwagen Bank aboard a boat reserved exclusively for your group.
Discover feeding and nursing whales at Stellwagen Bank on an intimate boat tour
Experience close encounters with humpbacks and finbacks on an exclusive 3.5-hour charter
Relax aboard the Beth Ann as you glide past Provincetown’s iconic lighthouses at sunset
Search for humpback and finback whales then savor a colorful Cape Cod sunset aboard the Beth Ann.
Treat yourself to a memorable afternoon sail
Enjoy a relaxing two-hour cruise as daylight fades over the water
Ride up to 20 MPH with pedal assist and throttle to explore the island with ease
Soar 600 feet above the water with a dry deck takeoff and landing
Ride a Yamaha WaveRunner for an exhilarating hour on Martha's Vineyard waters.
Watch the sun set over Menemsha Beach aboard a comfy shuttle with dinner options and local commentary
Discover all six Martha's Vineyard towns in a small-group guided bus tour.
Ride scenic Cape Cod trails with helmet and lock included
Cruise to Provincetown's pristine beaches for sun, scenery, and seaside fun.
Cover more ground effortlessly with pedal-assist power on colorful cruisers.
Dennis is a picturesque town where the serene beauty of Cape Cod meets sandy beaches, quaint villages, and vibrant cultural spots. Known for its historic sea captain's homes and stunning sunsets over Cape Cod Bay, Dennis offers visitors a perfect blend of relaxation and exploration. The gentle ocean breeze carries hints of saltwater as you stroll along Mayflower Beach or explore the charming shops in Dennis Village.
Start your adventure with a bike ride on the scenic Cape Cod Rail Trail that winds through lush forests and cranberry bogs. In summer, catch an outdoor performance at the renowned Cape Playhouse—the oldest professional summer theater in America—or enjoy fresh seafood at one of many local eateries. As autumn arrives, immerse yourself in nature’s palette by hiking trails lined with golden leaves or visiting nearby Scargo Tower for panoramic views that stretch to Provincetown.
Whether you're kayaking on Swan Pond River or exploring art galleries filled with local talent, Dennis provides endless opportunities for memorable experiences. Join a guided tour to learn about maritime history or simply relax on warm sands while savoring ice cream from an iconic seaside stand. With its welcoming atmosphere and diverse activities year-round, this coastal gem promises both tranquility and discovery around every corner.