Orleans Vacation Planner

Sunbird serves local and organic eats for breakfast, lunch and dinner. Originally started as a fast "slow food" truck on Rt 6 in Wellfleet and in Orleans before opening it's cafe/restaurant in Orleans, MA.

Categories: Casual Dining

85 Cranberry Hwy, Orleans ~ (508) 237-0354 ~

Whisk

Brand new Orleans restaurant in 2019, Whisk opened on Main St. in the Windmill Plaza. Whisk serves breakfast and lunch, includes a coffee lounge with free wifi. Open year-round, 7 days a week from 6:30am until 2:30pm (kitchen) and 3:30pm (bakery/lounge).

Categories: Casual Dining

210 Main St., Orleans ~ 508-255-2233 ~

Rock Harbor Grill

Offering outstanding food, exceptional service, and affordable prices. Our varied menu offers all types of seafood, including chowders, fried clams, lobster mac ‘n cheese, lobster rolls, grilled swordfish, and many others. For the landlubbers, there are burgers, wood-fired pizzas, pulled short ribs, and duck sliders, among others. We offer a... show more Offering outstanding food, exceptional service, and affordable prices. Our varied menu offers all types of seafood, including chowders, fried clams, lobster mac ‘n cheese, lobster rolls, grilled swordfish, and many others. For the landlubbers, there are burgers, wood-fired pizzas, pulled short ribs, and duck sliders, among others. We offer a full gluten-free menu as well as a kids menu. Open year round 7 days a week with a few holiday exceptions. hide

Categories: Casual Dining

18 Old Colony Way, Orleans ~ (508) 255-3350 ~

Blue Claw Boat Tours

Our 1-1/2 hr guided tour from Orleans, travels to Chatham and back along the historic waterway of Pleasant Bay once used by early pilgrims, pirates and Indians. Capt Rob will regale you with tales of the rich history and natural bounty of this pristine ecosystem. A lighthouse, seals, rustic beach camps, seaside mansions, deserted islands, and... show more Our 1-1/2 hr guided tour from Orleans, travels to Chatham and back along the historic waterway of Pleasant Bay once used by early pilgrims, pirates and Indians. Capt Rob will regale you with tales of the rich history and natural bounty of this pristine ecosystem. A lighthouse, seals, rustic beach camps, seaside mansions, deserted islands, and maybe a Great White shark are viewed along the way. Capt Rob (USCG licensed master of 30 years) and our vessel is USCG inspected. See why we are the fastest growing tour on Cape. Private custom cruises a specialty. hide

Categories: Sightseeing & Tours, Boat Cruises

235 Main Street, Orleans ~ (508) 240-5783 ~

Rockin Robin Charters

Leaving from Rock Harbor, the Rockin' Robin, a 30' Boston Whaler, will take you fishing across Billingsgate Shoal, one of the most productive striped bass fishing spots on Cape Cod Bay. Please join us while you're staying on the Cape and enjoy the sun, fun, and the excitement that catching striper can only provide. Whether or not you're a seasoned... show more Leaving from Rock Harbor, the Rockin' Robin, a 30' Boston Whaler, will take you fishing across Billingsgate Shoal, one of the most productive striped bass fishing spots on Cape Cod Bay. Please join us while you're staying on the Cape and enjoy the sun, fun, and the excitement that catching striper can only provide. Whether or not you're a seasoned pro or have never fished before, you won't want to miss this! hide

Categories: Fishing Charters

Rock Harbor, Orleans ~ (774) 722-0974 ~

Cape Rental World Equipment Center

Cape Rental World is the place to find all your Tool and Party Rental needs. If you are on vacation or a local homeowner, we can help with all of your equipment rental needs. Come in and see how Cape Rental World's knowledgeable, helpful staff can help you with your party or next home improvement job. We offer a large assortment of equipment for... show more Cape Rental World is the place to find all your Tool and Party Rental needs. If you are on vacation or a local homeowner, we can help with all of your equipment rental needs. Come in and see how Cape Rental World's knowledgeable, helpful staff can help you with your party or next home improvement job. We offer a large assortment of equipment for rent. Are you unsure of what to rent for an upcoming party? Are you unsure of what equipment you need to rent for your new project? We can help. hide

Categories: Rental Services

85 Rt. 6A, Orleans ~ (508) 255-7035 ~

Emack & Bolio's

This ice cream parlor is the perfect way to cool off on a hot day. Try eclectic flavors such as 'Bye Bye Miss American Mud Pie. Candy, snacks and drinks are also available.

Categories: Ice Cream & Candy

82 Cranberry Highway, Orleans ~ (508) 255-5844 ~

Sea Howl Bookshop

Real live books sold here. We carry a thoughtfully curated selection of new & used books, along with greeting cards, notebooks, stickers, art prints, puzzles, and more unique, bookish finds.

Categories: Bookstores

46 Main St, Orleans ~ 508-255-3343 ~

Sportfishing on the Roxy

The "Roxy" is a fully equipped sport fishing charter boat available for daily 4 and 8 hour trips. Striped Bass and Blues are among the many species caught on a regular basis. Rods and gear are provided. Bring your own food and drink. Maximum capacity is six persons. The Roxy is located in Rock Harbor Orleans, MA.

Categories: Fishing Charters

Rock Harbor, Orleans ~ (508) 255-5605 ~

The Rail

Grand opening in April 2021. Stop in for breakfast or lunch, sit out on the patio overlooking Main St., or grab n' go on your way to Nauset Beach. Open 7 days a week, 5am - 3pm.

Categories: Casual Dining

222 Main Street, Orleans ~ (774) 561-2161 ~