Day Trips & Islands
Paddle it, bike it, hike it. For people who can't sit still on vacation.
Visiting Cape Cod
Plan where to eat before, during, and after your Cape Cod Rail Trail ride. Expert picks in Dennis, Brewster, Orleans, Eastham, and Wellfleet — by mileage.
Cape Cod Day Trips with Kids
A real, family-tested itinerary: bike the Shining Sea Bikeway to Woods Hole, take the first ferry to Martha's Vineyard, and explore Oak Bluffs, Edgartown & Jaws Bridge by bike — no car needed.
Find parking at every Cape Cod Rail Trail trailhead from Dennis to Wellfleet — lot sizes, fees, free alternatives, and tips for beating the summer crowds.
Which stretches of the Cape Cod Rail Trail are actually worth riding? Expert section-by-section guide covering Dennis, Brewster, Orleans, Eastham, and Wellfleet.
No car reservation needed. Walk-on the Woods Hole ferry, rent bikes at the Vineyard, and explore Oak Bluffs and Edgartown car-free. Full logistics for families and couples.
Cape Cod Pursuits
Complete Cape Cod Rail Trail guide: where to park, rent bikes, and what to stop for across all 25 miles from South Dennis to Wellfleet.
Plan the right Cape Cod Rail Trail ride: four route plans from family half-days to the full 25 miles, which direction to ride, when to start, and the swim stops worth a towel.
Find the best bike rentals along the Cape Cod Rail Trail in Dennis, Brewster, Orleans, Eastham & Wellfleet. Rates, locations, tips & what to book in advance.
Plan your drink stops on the Cape Cod Rail Trail. Best breweries and bars in Orleans, Eastham, and Wellfleet — with detour distances, seasonal hours, and mid-ride tips.
Plan your Cape Cod whale watch from Provincetown: which operators are worth it, best months to go, what species you'll see, and what locals know about beating the crowds.
Plan a family bike ride on the Cape Cod Rail Trail with entry points, best segments by age, swimming stops, and parking tips for Dennis, Brewster, Eastham, and Wellfleet.
Find Cape Cod veterinarians, dog groomers, boarding, and 24/7 emergency animal care in Falmouth, Barnstable, Brewster, Chatham, and Eastham. Local expert guide.
Discover the best paddleboarding spots on Cape Cod — from calm bay beaches and tidal creeks to advanced Nauset Inlet. Includes rentals, guided tours, tide tips, and safety advice.
Discover the best kayaking routes on Cape Cod — from the Nauset Estuary and Pleasant Bay to Waquoit Bay and Hatches Harbor. Rentals, guided tours, tidal tips, and safety advice included.
The complete guide to Cape Cod water sports — where to paddleboard, sea kayak, windsurf, and kiteboard on the Cape, organized by activity and the exact spots that work best for each.
The best kayaking and paddleboarding spots on Cape Cod — bay beaches, Nauset Marsh, freshwater ponds, rental shops, and conditions to know before you launch.
Discover the best kayaking and paddleboarding spots on Cape Cod — from beginner-friendly kettle ponds and tidal rivers to stunning open bay paddles. Where to rent, where to launch, and what to bring.
Your complete guide to the Cape Cod Rail Trail — 25 miles of paved, flat bike path through Dennis, Brewster, Orleans, Eastham, and Wellfleet. Trailheads, rentals, swimming holes, and tips for families and first-timers.
The complete Cape Cod cycling guide: Rail Trail, Shining Sea Bikeway, Province Lands dunes, Route 6A, and a 3-day itinerary for every type of rider.
Most Cape Cod town beaches ban dogs May 15–Sept 15. Here's exactly where dogs ARE welcome — trails, beaches, and the workarounds locals know.
Can you visit Cape Cod without a car? An honest guide to ferries, buses, bike trails, and the specific towns where car-free travel actually works.
Discover Cape Cod's remarkable summer performing arts scene: Cape Playhouse in Dennis, WHAT in Wellfleet, Provincetown Theater, Chatham Band Concerts, Cape Cod Melody Tent, and more. A complete guide to theater, music, and cabaret on the Cape.
Plan a Cape Cod trip with your dog beyond the beach. Expert guide to dog-friendly kayaking, ferries, hiking, and shopping in Provincetown, Chatham, Wellfleet, and Falmouth.
Wild Cape Cod
Best Cape Cod National Seashore hiking trails — Fort Hill, Great Island, Atlantic White Cedar Swamp. Free trails year-round in Eastham, Wellfleet, and Provincetown.
A lantern-lit 90-minute walk through 400-plus years of Provincetown legend and seafaring lore, including the town's historic cemeteries. A fun after-dark take on local history.
Explore Martha's Vineyard on a day trip from Boston and see the cottages in Oak Bluffs, the quaint shops of Edgartown, and the Gay Head Cliffs. Upgrade your trip with a guided tour of the island.
Head out from Sesuit Harbor in East Dennis for 4-hour bottom-fishing trips in Cape Cod Bay on the 52-foot Albatross. In summer, catch a live-music sunset cruise every last Wednesday in June through Labor Day — same boat, open bar, different vibe.
A one-hour cruise along Chatham's coastline for close views of seals on the sandbars, passing the iconic Chatham Lighthouse and Fish Pier. A polished, resort-run outing.
Sail on a 1925 wooden gaff-rigged schooner — the longest-running sailing charter on Cape Cod. Day sails depart MacMillan Pier at 10am and 1pm (1.5 hours each); sunset sails run 2 hours. Dog and picnic-friendly; adults-only sunset sail is BYOB.
A self-guided GPS audio walking tour. Booked on Viator.
