Take a drive out Route 6 to check out the Cape Cod National Seashore.It’s a tiny little place, but the food is terrific at Taste of Siam in Hyannis grab some takeout and head down to the harbor. If you come for an extra day or two take a ferry to Nantucket or Martha's Vineyard! The Hyline and Steamship Authority Ferries depart from Hyannis. Take the long way round and drive along 6A from Sandwich to Barnstable to get a taste for the various communities on Cape Cod before heading to Osterville! Hyannis Whale Watcher Cruises, leaving out of Barnstable. Public courts are available in Osterville Village (behind the Citizens Bank) or at the Barnstable West Villages Elementary School (760 Osterville West Barnstable Road). Keep going to Hyannisport where you can take a self guided tour around the Kennedy compound! Try the Osterville/Hyannisport route along craigville beach road/main street. Hit up Osterville for some shopping - you're bound to track down Mary Mal! One of the best Cape beaches - and just down the road (err beach) from The Beach Club so you can sneak a peek of the Wedding Festivities. Don’t worry, there are heated canopied decks for those cool September nights. Overlooking Hyannis Harbor, Tugboats is rated the best outside dining on ALL of Cape Cod. Located near the Hyline Ferry on Hyannis Harbor. Known to have the best Lobster Roll in all of New England. Whether you go for a morning coffee and croissant (try the yogurt a Molly and Mary Mal fav) or wait 'til evening for a Steak Frites, we promise it won't disappoint. Pain D'Avignon might be a more apt name given the location right next to Hyannis airport, but we promise this place provides a dose of France right here on Cape Cod. It is built entirely over the water and has great views of the harbor activities. Located on the Hyannis waterfront, Baxter's is one of the oldest Cape Cod restaurants. This buys you cheap drinks, popcorn, and access to pool, foosball, TV’s and a Jukebox. Requires a ”membership” at the bargain price of $5. If you come to Osterville, you have to go to the Fox Hole for at least 1 drink, 1 cheap drink that is. Located in the basement of the Osterville Veteran’s Association and definitely has that “basement” feel. They have pizza, they have fajitas’ and they even have fajita pizza! The “South of the Border” nachos are a must-have and the pizzas are delicious. This place is exactly what it sounds like. Next to the restaurant is Wimpy’s Market where you will find fresh fish, desserts, and more. The decor is traditional Cape Cod with two dining areas: the Tavern and the main restaurant area which is more family style dining.

Wimpy's is a great place to eat out at and have a good time. This is a great place to swing in for a drink at the bar, which also offers a more casual menu of small plates. Offers modern yet classic food and atmosphere worthy of a major city.

Overall, the food is very good and you must try the Fish Tacos and rum punch! they do not take reservations but call ahead and they usually can give you a good idea of availability. Relax on their outdoor patio, cook a s’more at the fire pit, and even get in a game of cornhole. Casual restaurant with fresh wood-fired pizza and homemade pastas prepared with seasonal, local ingredients.

Crisp osterville