The largest selection of boats for rent on Cape Cod [1] is at Flyer’s Boat Rentals (131A Commercial St., 508/487-0898, www.flyersrentals.com [2]), which has both motor boats and sailboats. If you are a lubber, lessons by expert sailors start at $80 for two hours.
The 73-foot gaff-rigged schooner Bay Lady II (20 Berry Ln., 508/487-9308, www.sailcapecod.com [3], $20–25 adults, $12 children) sails several times daily for the Corn Hill bluffs and Long Point Light.
Sportfishing boats lining Macmillan Wharf include the Ginny G (508/246-3656, www.ginnygcapecodcharters.com [4]), which goes in search of bluefish, bass, cod, and tuna.
Venture Athletics Kayak Shop (237 Commercial St., 508/487-9442) rents sea kayaks and leads guided tours to Wood End Light.
Links:
[1] http://www.moon.com/destinations/new-england/massachusetts/cape-cod
[2] http://www.flyersrentals.com
[3] http://www.sailcapecod.com
[4] http://www.ginnygcapecodcharters.com