Florida Keys
Couples

Enter your dates to find available activities

Our most recommended Florida Keys Couples

Key West: 2-Hour Sunset Sail on Schooner America 2.0

1. Key West: 2-Hour Sunset Sail on Schooner America 2.0

Take in the vibrant colors of Key West's fabulous sunset as you glide through the waters on one of the finest boats in the Key West Schooner Fleet. Watch the sun fade into the horizon and the stars emerge into the deep blue sky. America 2.0 features teak decks, mahogany-trimmings, and 3,600 square feet of canvas! Sit back and relax while she plies effortlessly through the crystal-clear waters off Key West, heading towards the horizon for the quintessential Florida sunset experience! Some of the sights on this sailing adventure include a view of Fort Zachary Taylor from the water, and views of the famed Sand Key Reef, Mallory Square, and Sunset Pier. Keep your eyes peeled for wildlife such as dolphins, sea turtles, and water birds – and for the famous Key West "Green Flash" at sunset. Bring your family or friends and join the courteous and professional crew for this sunset sail that completes the Key West experience in comfort and elegance.

...
Key West: Sunset Cruise with Buffet Dinner and Open Bar

2. Key West: Sunset Cruise with Buffet Dinner and Open Bar

Climb aboard "The Party Cat" for a wonderful 2-hour cruise around the harbor.   Enjoy a freshly prepared tropical food buffet in an enclosed air-conditioned dining room. Choose from dinner options such as roast pulled pork in mojo sauce, deep fried sweet plantains, black beans and rice, marinated grilled chicken, fried fish, mixed vegetables, mashed potatoes, pasta with mini shrimp and Cuban bread and butter. Sip on your choice of tipple — margaritas, rum runners, champagne, beer, wine or spirits. After dinner, stroll upstairs to the upper deck for live music. Dance the night away or simply listen to the beat as you watch the sun set over the horizon into the Gulf of Mexico. Witness the beautiful display of colors across the night sky.

...
Key West: Jet Ski Island Tour with Free Second Rider

3. Key West: Jet Ski Island Tour with Free Second Rider

Climb on a brand new jet ski and set off on a thrilling island jet ski adventure. With your experienced guides, navigate through mangrove islands, stop at a local sandbar for a dip in the crystal clear waters, get a picture of the southernmost point from the water, and more. Each tour has 2 guides to ensure the complete safety of riders. The first guide sets the pace at the front, allowing all riders who want to go fast the opportunity to floor it. The second guide brings up the back, allowing the riders who want a more leisurely tour to go at their own pace. This tour has been voted the best jet ski tour in Key West. Get a great deal with a free second rider on each jet ski.

...
Key West Beachside Parasailing

4. Key West Beachside Parasailing

Board the parasailing boat from Smather's Beach. Get strapped into the harness on the aft of the parasailing boat then slowly rise into the air under a beautiful red, white, and blue parasail. Get an unobstructed panoramic view of Key West from over 300 feet in the air. Slowly sink down for a cooling dip in the waters before you rise high above Key West again. Get reeled back onto the aft deck of the boat following your memorable high flying adventure.

...
Key West: Food Tasting and Cultural Walking Tour

5. Key West: Food Tasting and Cultural Walking Tour

Celebrate Key West's diverse and abundant local fruits of the sea. This 3-hour guided small-group experience stops at 6 tasting locations, each carefully chosen to give you an eclectic view of Key West's best restaurants along the historic seaport. Enough for a hearty lunch, tastings are served from adored local eateries, tucked-away hidden gems, and a fisherman-owned seafood market. This tour will allow you to bypass the Duval Street tourist traps and go straight to the spots that the locals frequent to eat, drink, and discover the island. As you stroll the charming side streets and docks, you will experience the island’s seaport, as well as the rich industrial history which has transformed through the generations. Your friendly and knowledgable local guides will share stories of local industry, including the colorful past and historical landmarks. Following the tour, you can explore Old Town with confidence and take advantage of recommendations on restaurants, attractions, entertainment, and cultural offerings. You'll also receive a collection of exclusive recipes, ensuring that you can enjoy memories from this tour for many years to come.

...
Key West: 1.5-Hour Sail on the Schooner America 2.0

6. Key West: 1.5-Hour Sail on the Schooner America 2.0

Take to the water on the schooner America 2.0, just completed in 2011. This stunning 105-foot sailboat features teak decks, mahogany trimmings, and padded bench seating. Her 3,600 square feet of sail will propel you smoothly through the waters of Key West. This exciting 1.5-hour sail features complimentary soft drinks and water. You’re encouraged to make the most of the event by bringing your own picnic lunch on board. Some of the sights you’ll see from the water include Fort Zachary Taylor, the famed Sand Key reef, Mallory Square, and Sunset Pier. Don’t forget to keep your eyes peeled for marine life such as dolphins, sea turtles, and water birds. Bring your family or friends and join the courteous and professional crew for a sail that will complete your Key West experience in comfort and style!

...

Other Sightseeing Options in Florida Keys

Want to discover all there is to do in Florida Keys? Click here for a full list.

What people are saying about Florida Keys

It was AWESOME for beginning to a bit more experienced riders (we were newer to it)! It was myself & my 15 year old very active son (he loved it). Jake & the whole crew were so nice, experienced, professional, fun & very patient. I would highly recommend! A few things: - It was a little confusing finding the main office with the address given & Google maps. As you turn to the right in off main road, valet parking is to the immediate left in "1st lot". To park without valet, turn right into closest store (CVS or Walgreens, can't remember which) or through to Home Depot lot. Main jet ski office is through "lot 1" ,to the left of the building where the valet person is (walk around the outside). - You have to be 16 to drive your own jet ski, for insurance purposes. But my 15 year old very active son LOVED it, even just being on the back holding onto mama! :) - Bring a towel & wear fitted sunglasses to block wind - valuables will be locked up in their little office during the ride.

Super fun. Food was excellent and plenty enough time to get all you want to drink. We stayed up top and Was able to hang out near the DJ. Music wasn’t too loud and the sunset was awesome. Crew were very nice as well.

The boat is stunning, the crew are warm and welcoming and the service is impeccable - a great addition to any trip to Key West!

I was very impressed with the quality of the food. The DJ/Performer was excellent. Good time. Thank you.

As advertised!. Great hard working crew on the Sunset Cruise on 12-29-21. Highly recommended.