Spencer's by the Sea
1435 Simonton Street
Photo courtesy of The Reach, A Waldorf Astoria Hotel
Spencer's by the SeaYou can enjoy a romantic dinner at a table set up on the beach at Spencer’s by the Sea, the upscale steakhouse at The Reach, A Waldorf Astoria Resort. (You can also eat on a less sandy deck over the beach or in the dining room.) The gorgeous views over the water make Spencer's popular at sunsets, as does happy-hour pricing on drinks and bar food. At dinner, the steak is, not surprisingly, quite good, but so are some of the more local offerings like crabcakes and conch chowder. The restaurant and resort offer a unique Key West experience: You can fish off the coast during the day and then dine on your catch that night.