Chatham Vacation Planner

Skydive Chatham

Experience the thrill of a lifetime with a skydive over beautiful Cape Cod and its glorious beaches. Never skydived before? After tandem jump training, you will fly to 10,000 feet. Harnessed to your tandem instructor, you will freefall for about 45 seconds at over 120 MPH! Once your parachute is open, you will steer your parachute to a soft... show more Experience the thrill of a lifetime with a skydive over beautiful Cape Cod and its glorious beaches. Never skydived before? After tandem jump training, you will fly to 10,000 feet. Harnessed to your tandem instructor, you will freefall for about 45 seconds at over 120 MPH! Once your parachute is open, you will steer your parachute to a soft landing. Ask about our weekday specials. hide

Categories: Extreme Sports

240 George Ryder Road, Chatham ~ (508) 348-1422 ~

Chatham’s family restaurant with a multi-cultural menu and entertaining cast including both crew and customers, the Squire is the place everyone looks for when they visit Chatham.

Categories: Casual Dining

487 Main Street, Chatham ~ (508) 945-0945 ~

Monomoy Island Ferries

Join Captain Keith Lincoln aboard the Rip Ryder for some of the best ocean fun and adventure available on Cape Cod. We invite you to come along for a day of exploration off the coast of Chatham, Cape Cod. Take one of our 90 min. Seal Cruises to see Chatham’s best known residents, the Grey Seals. Hiking, fishing, exploring or just relaxing seem... show more Join Captain Keith Lincoln aboard the Rip Ryder for some of the best ocean fun and adventure available on Cape Cod. We invite you to come along for a day of exploration off the coast of Chatham, Cape Cod. Take one of our 90 min. Seal Cruises to see Chatham’s best known residents, the Grey Seals. Hiking, fishing, exploring or just relaxing seem more your idea of a great day? Take our water taxi to either Monomoy Island or South Beach leaving from the Monomoy National Wildlife Refuge. For information and reservations ~ 508-237-0420. hide

Categories: Sightseeing & Tours

30 Wikis Way, Chatham ~ (508) 237-0420 ~

The Cottage Garden Cape Cod

Vicci grew up helping her mother and father tend their gardens and designed and planted many perennial gardens in Chatham and the surrounding towns. It was only natural to progress toward arranging flowers as well. With over 25 years in the business Vicci brings experience and unique vision to her floral artistry.

Categories: Florists

101 Mill Hill Road, South Chatham ~ (508) 246-3609 ~

Corner Store

The Corner Store is all about Fresh. Fast. Fun.

Makers of some of the best burritos, paninis and sandwiches on the Cape to eat-in or take-out on the go to the beach. Plus, check out their famous whoopie pies!

Categories: Casual Dining

1403 Old Queen Anne Road, Chatham ~ (508) 432-1077 ~

Millie's of Chatham

Shop all of New England beneath one roof! At Millie's of Chatham General Store, we offer unique and specialty items that are New England made products and that you can’t find just anywhere such as salsas, hot sauces, maple syrup, Cape Cod honey, pasta, Nantucket Baskets, note cards, jewelry, toys, penny candy, prints, candles, apothecary items,... show more Shop all of New England beneath one roof! At Millie's of Chatham General Store, we offer unique and specialty items that are New England made products and that you can’t find just anywhere such as salsas, hot sauces, maple syrup, Cape Cod honey, pasta, Nantucket Baskets, note cards, jewelry, toys, penny candy, prints, candles, apothecary items, wallets, kitchenware, and much more. hide

Categories: Gift Shops

1291 Main Street "The Cornfield", Chatham ~ (508) 945-2900 ~

twenty-eight Atlantic

Cape Cod's premier dining experience. A posh waterfront location, spectacular cuisine and superb service combine to create a Cape Cod dining experience comparable to Manhattan's finest. Eight-foot windows frame the panoramic views of Pleasant Bay, while Shaker-style furnishings, hand-blown glass chandeliers, nautical etchings, Limoges china and... show more Cape Cod's premier dining experience. A posh waterfront location, spectacular cuisine and superb service combine to create a Cape Cod dining experience comparable to Manhattan's finest. Eight-foot windows frame the panoramic views of Pleasant Bay, while Shaker-style furnishings, hand-blown glass chandeliers, nautical etchings, Limoges china and Riedel stemware create an atmosphere of eclectic style and quiet luxury. Chef Bill Brodsky's "progressive" menu of "new" American cuisine celebrates native and seasonal ingredients with creative, award-winning flair using cooking styles and flavors from around the world. Reservations accepted. Located at the Wequasset Resort. hide

Categories: Fine Dining

(508) 430-3000 ~

Island Pursuit

Casual luxury sportswear for women and men. All your favorite designers including Lily Pulitzer, LaCoste, Vineyard Vines, Tommy Bahama, Agave Denim and Bugatchi Uomo along with a wide array of accessories including shoes, hats, jewelry and sunglasses.

Categories: Clothing & Accessories

482 Main Street, Chatham ~ (508) 945-3525 ~

Fish Chatham Charters

Join us for some of the best big game action in New England fishing for bluefin tuna east of Chatham, MA. Trips depart from Stage Harbor in Chatham. We also offer full and half day striped bass, bluefish, bonito, or false albacore trips in the rips off Monomoy, Nantucket, or Martha's Vineyard. Arrangements can be made for pick ups on Martha’s... show more Join us for some of the best big game action in New England fishing for bluefin tuna east of Chatham, MA. Trips depart from Stage Harbor in Chatham. We also offer full and half day striped bass, bluefish, bonito, or false albacore trips in the rips off Monomoy, Nantucket, or Martha's Vineyard. Arrangements can be made for pick ups on Martha’s Vineyard or Nantucket if you are staying on-island. Captain John grew up on Martha’s Vineyard and has been fishing the waters off Cape Cod and the Islands for over 25 years. Book your fishing trip today!

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Categories: Fishing Charters

Stage Harbor, Chatham ~ (508) 237-7210 ~

Sol Spa

Voted Best Day Spa 2010 by Cape Cod Life magazine, Sol Spa delivers the best holistic spa experience on Cape Cod. Relax, rejuvenate, and realign your body, mind, and spirit in a serene and healing atmosphere. We offer a full line of treatment for skin, nails and body. Our award-winning massages are enjoyed by locals and vacationers alike. If... show more Voted Best Day Spa 2010 by Cape Cod Life magazine, Sol Spa delivers the best holistic spa experience on Cape Cod. Relax, rejuvenate, and realign your body, mind, and spirit in a serene and healing atmosphere. We offer a full line of treatment for skin, nails and body. Our award-winning massages are enjoyed by locals and vacationers alike. If you’re planning a vacation on the Cape with your family, surprise someone with a gift certificate! We also offer children's programs, including birthday parties . Open seven days a week, year round. hide

Categories: Day Spas

212c Orleans Road, North Chatham ~ (508) 945-8772 ~