Best Portsmouth Cultural Tours in 2026

Portsmouth , New Hampshire

From $ 85.00

Highlights • Pedal along the river, gardens and waterfront paths of Prescott Park. • Pedal along the scenic Piscataqua River toward the island village of New Castle Island, one of the most picturesque coastal rides in New England. • See three iconic seacoast lighthouses and learn the maritime history that shaped the Portsmouth Harbor. • Ride through the charming streets of historic New Castle Village — New Hampshire’s smallest and oldest town. • Stop at the sweeping oceanfront lawns of Great Island Common with views of the Atlantic. • Explore the dramatic coastal ruins of Fort Stark and Constitution State Historic Site, a former coastal defense fort overlooking the sea. • Cross bridges to visit the quiet waterfront parks of Four Tree Island and Pierce Island. Ride along the Piscataqua River and the Atlantic Ocean, exploring the coastline, islands, and harbor, and visiting historic sites. Hear intriguing stories of the islands and the maritime history that has shaped this region.

Portsmouth , New Hampshire

From $ 9.75

Explore the haunted locations of Portsmouth and discover it's spooky history with a self-guided GPS Audio tour on our walking tour app. Built in EMF reader in our app to detect ghosts while taking the tour. Go at your own pace and stop to browse the shops, grab a bite, or take a break. You'll see the the most infamous sites, haunted alleyways and historic buildings. Cere Bakery Sheafe Street Inn Deadwicks 111 State Street The Old Red Light District The Stops on the Underground Railroad The Rockingham John Paul Jones House Portsmouth Music Hall African Burial Grounds Portsmouth Brewery The Oldest Bank Building in the US You'll hear The Huntsman John Bellamy The Haunts of the Port City The Ladies of the Night that linger The phantoms of the Music Hall The Lady in White Old flirty ghosts Ghosts of Bank Robbers Past Witches of the North With a little luck you might even catch a ghost on camera! *This tour is on an app, it's all outside, it's not at the bakery :)

Portsmouth , New Hampshire

From $ 75.00

Tour Highlights • Pedal through Portsmouth’s historic North End, once home to the city’s vibrant Italian “Little Italy” community. • Ride through The Hill, where beautifully preserved 18th- and 19th-century homes reveal Portsmouth’s early history. • Enjoy peaceful waterfront views at Little Harbor and the historic Wentworth‑Coolidge Mansion. • Cycle past the gardens and riverfront paths of Prescott Park and the historic neighborhood of Strawbery Banke Museum. • Discover Portsmouth’s brewing past at the former Frank Jones Brewery, once one of the largest breweries in New England. • Visit the modern sculpture installations at Bohenko Gateway Park. Our city tour is guaranteed to satisfy your love of stories, history, and exploration. You and your guide will ride 6-8 miles in under 2 hours through Portsmouth, along the quiet streets and tucked-away neighborhoods, stopping at historic sites and cultural landmarks. A great family-friendly tour, blending history, architecture, and art.

Portsmouth , New Hampshire

From $ 50.00

**E-Bikes and youth options 20 and 24 inch on our site** Limited Quantities. Pedal your way through the breathtaking Portsmouth and the surrounding areas and NH landscape – no tour guide necessary! You set the pace, choose where to go, and decide when to stop for amazing photo opportunities! This rental experience gives you the freedom to explore Portsmouth and New Castle the way you want. Helpful PortCity Bike Tours staff member will assist you in deciding on a route - choosing between Portsmouth's many historic attractions, tasty restaurants, and breathtaking views will be your only worry. In addition to one of our high-quality hybrid bicycles, your tour includes a bag, helmet, emergency tire inflator, and lock. This is a reservation for a time slot. Meet 15 minutes prior to your tour at the Historic John Paul Jones House to get fitted with a bike, helmet, and safety vest. You’ll hear a short briefing about rules of the road, safety, and bike operation. Map and routes included.

Portsmouth , New Hampshire

From $ 125.00

Great for Fall foliage viewing. We're excited to turn your ordinary day into an extraordinary adventure with our exclusive private and custom bike tours! Get ready to set off on a memorable journey through stunning landscapes on our luxury bicycle tour—one that will leave you eager for more! Whether you're exploring the rich history of our charming coastal city or simply enjoying the beautiful scenery, you'll get to pedal through cozy side streets, hidden inlets, and vibrant harbors. You'll discover breathtaking views and secret spots that make this area truly special! We’ll plan for you. No matter if you're a history lover or just looking for a fun experience, this tour has something special in store for you. Our carefully planned itinerary will highlight the very best of what this beautiful region has to offer. Don't miss out on the chance to explore the beauty of the coast with your own guide! Arrive 30 minutes early to get fitted to your bike and receive bike safety rules.

Portsmouth , New Hampshire

From $ 60.00

Explore the city on foot with an expert local guide. Discover hidden gems, learn fascinating history, and enjoy a relaxed 2-hour stroll through the most iconic and charming parts of Portsmouth, New Hampshire. As the vibrant days of summer begin to wind down, we're trading in our wheels for walking shoes! After an incredible season of bike tours through Portsmouth’s scenic streets and coastal paths, we’re excited to slow the pace and bring our tours to the heart of the city on foot. Our guided walking tours offer an intimate and immersive way to experience the charm and history of Market Square and beyond. Why the switch? Bike tours are a perfect fit for the warmer months, giving us the freedom to cover lots of ground and enjoy the breeze along the waterfront. But as the air turns crisp and the leaves start to fall, there’s something special about walking through the historic streets, taking time to appreciate the architecture, stories, and local culture — step by step.