A trip to Block Island is a journey back to a simpler time. Accessible via ferry from Point Judith, RI (about a 90-minute drive from major regional hubs) or by small plane into Westerly State Airport, the arrival is part of the adventure. This three-day Block Island itinerary is designed to help you balance the island's most iconic landmarks with the quiet, hidden gems that make this offshore escape so special. Prepare to leave your car behind and embrace the pace of island life.
Day 1: Arrival and Old Harbor Charms
Start your journey by boarding the ferry from Point Judith. Upon arriving at Old Harbor, you will be greeted by the sight of Victorian-era hotels lining the waterfront. After checking into your accommodation, head straight to a rental shop to secure your bicycles for the weekend. Spend your first afternoon exploring the immediate vicinity of Old Harbor. Walk through the downtown streets, browsing the local boutiques and art galleries that showcase island-inspired crafts.
For your first taste of the island's natural beauty, bike a short distance to Crescent Beach. This long stretch of sand is perfect for a relaxing afternoon. As the sun begins to set, head back toward the harbor for dinner. The atmosphere in town during the evening is lively but relaxed. Take a walk along the breakwater to watch the boats coming in and out of the harbor. This initial day is all about shedding your mainland stress and getting used to the salty air and the rhythmic sounds of the Atlantic.
Day 2: The Southern Loop and Bluffs
On your second day, prepare for a more active exploration of the island's southern half. After a hearty breakfast, pedal south toward the Mohegan Bluffs. The ride involves some significant hills, so take your time and enjoy the views of the ocean as you climb. Once you reach the bluffs, park your bike and take the 141 steps down to the beach. Spend the morning beachcombing or simply sitting on the boulders, watching the waves roll in. This is one of the most photographed spots on the island for a reason.
Next, head to the nearby Southeast Lighthouse. The grounds offer spectacular views, and you can learn about the impressive engineering feat that moved the lighthouse inland. For lunch, find a spot with a view of the Atlantic before heading toward the interior of the island to explore the Greenway trails. These trails offer a cooling canopy of trees and a chance to see the island's 'stone wall' heritage. End your day at one of the restaurants overlooking the Great Salt Pond to watch the sunset over the masts of the sailboats anchored in the harbor.
Day 3: The North End and Wildlife
For your final day, head toward the northern tip of the island. The terrain here is flatter and the environment feels more wild and exposed. Make your way to the North Light at Sandy Point. The walk from the parking area to the lighthouse is through a sandy wildlife refuge, so wear sturdy footwear. This area is peaceful and offers a different perspective on the island's maritime history. It is a fantastic place for birdwatching or spotting seals in the surf.
On your way back toward town, stop by the Great Salt Pond for some water-based activity. Depending on the weather, you might want to rent a kayak or paddleboard to explore the calmer waters of the pond. Alternatively, visit the Settler's Rock monument, which marks the landing spot of the island's first European settlers in 1661. Before catching your late afternoon ferry back to Point Judith or New London, grab some local ice cream and do one last sweep of the shops for souvenirs. The return ferry ride is the perfect time to reflect on the weekend as the island slowly fades into the distance.
Tips for a Smooth Trip
To make the most of your Block Island itinerary, keep a few practicalities in mind. First, transportation is key. While mopeds are available for rent, they require a bit of skill and can be dangerous on the island's narrow, sandy roads; bicycles remain the safest and most immersive way to travel. If you are not an experienced rider, consider an e-bike to help with the southern hills. Second, remember that everything on the island is seasonal. Check the official NPS or local tourism sites for current hours and any closures of trails or historic sites.
Packing for the island requires layers. Even on a hot summer day, the temperature can drop significantly once the sun goes down or if the fog rolls in. Sunscreen and insect repellent are also essentials, especially if you plan on hiking the interior trails where ticks can be present in the tall grass. Finally, cash is still helpful in some of the smaller stands, though most major establishments accept credit cards. Planning for a daily budget of around $275 per person will cover moderate dining, rentals, and comfortable lodging.
Extending Your Stay
If you have more than three days, the island rewards a slower pace. You could spend an entire day dedicated to the 'Glass Float Project,' where you hunt for hidden glass orbs along the Greenway trails. These are handcrafted by a local glassblower and hidden throughout the year. It is a wonderful way to discover parts of the island that are off the beaten path. You might also consider taking a guided nature walk with the Nature Conservancy to learn more about the unique ecology of the island's kettle ponds and maritime scrubland.
Additional time also allows for a visit to the west side of the island, which is home to several smaller, quieter beaches like Charleston Beach, known for its excellent fishing and sunset views. You could also spend more time at the local historical society, delving into the stories of shipwrecks and the island's role in the American Revolution. The longer you stay, the more you will notice the subtle changes in the light and the tides, allowing you to truly sync up with the island's natural rhythm.
More ways to book Block Island
Illustrative · Diego AngelSprinter Adventure Van
Small enough to park at the trailhead, comfy enough to sleep in.
$189/day (estimate)
Direct link · RVshare