Key West, FL > All activities
02/22/2020 ~ 02/28/2020

Key West Senior Friendly Activities, Tours & Attractions

Getting the best experiences for you...
Key West Sunset Dinner Cruise

Key West Sunset Dinner Cruise

80 reviews
Duration2 Hrs.
Enjoy a delicious dinner, drinks, and a beautiful sunset at sea with a friendly crew. Dig in to an incredible tropical...
Was very fun time, bartenders were great!
All was great. The boat, staff, drinks, food and length of cruise.
We were expecting a good experience, but what we got exceeded our expectatons. The staff were all great, the buffet was excellent - not easy when feeding 50 people on a boat - and the entertainment from Toko was really fun (I even got a little karaoke slot!) With a bit of unsettled weather over our few days in the Keys we got lucky with that too. Highly recommended and very good value for money.
from $69
$59
Champagne Sunset Sail

Champagne Sunset Sail

10 reviews
Duration2 Hrs.
Enjoy a night you’ll never forget on a Champagne Sunset Sail in Key West. Watch the masterfully painted sunset fade...
The Captain and crew were great and the evening was fun and beautiful.
We took my best friend on a sunset sail as part of her bachelorette trip and it was AMAZING. Eric and his crew were awesome and we had the best time celebrating! Highly recommend - can’t beat the price and experience!
Great evening, Wonderful boat, great crew, and the drinks weren't bad either.
from $50
$42
Key West Sunset Cruise with Beer and Wine

Key West Sunset Cruise with Beer and Wine

17 reviews
Duration2 Hrs.
Be enchanted by the magic and awe of the world famous Key West sunset aboard a luxurious Party Cat catamaran. This...
We had a great time on this trip. The entertainment was great, the food was great, and the crew was great! Could not have asked for a better time!
Excellent bartender service. Complete gorgeous panoramic views including sunset. Smooth journey on the water with live music.
My son and me had a great time! I will definitely do this again.
from
$40
Small Group Key West Food Tasting & Culture Walking Tour

Small Group Key West Food Tasting & Culture Walking Tour

23 reviews
Duration3 Hrs.
One Free Cocktail Included!
Meet your fellow foodies in Old Key West and set off to explore the mouthwatering tastes of the region. Forgo the...
Our first trip to Key West. We decided to do the Food & Culture Walking Tour for lunch on our first full day there. Figured it would give us an introduction to the layout of the island and maybe some restaurants we might want to return to. The tour and food exceeded our expectations. First stop was El Siboney for Cuban food and coffee. Very generous serving, and the 4 of us liked it so well, we returned the next day for lunch. I also was over the moon for the Cuban coffee and sought it out 5 more times during our 5 days in the keys. Including twice more at this restaurant. Our guide Tracy was a fun guy & a born and bred Key West native. He explained about the coffee and what makes it authentic, about the food at all the restaurants, and pointed out historic sites all along our walk. Next stop was the Rum Bar for a rum runner cocktail. I discovered another drink I really liked & the bartender was kind enough to let me photograph the bottles & told me how to make it at home. Then off to Bad Boy Burrito for fish tacos. Honestly, the idea of those sound awful to me so I've never ordered them, but they were very good. Then Blue Heaven for some wonderful key lime pie and, lastly, conch fritters on Duval Street. Again, Tracy was cool answering any questions we had about where to go for other meals during our stay. He took photos of people by the lighthouse so we didn't all have to do selfies. If you are hesitant about the tour, don't be. You get plenty of food for lunch, you get some exercise walking, you get history and your bearings if you've just arrived. Totally worth it.
Sophia was a knowledgeable hostess! Food and drinks were great! Enjoyed the history she provided.
We had a great guide who gave us a lot of information on life in Key West. Food was tasty and service good.
from
$75
Southernmost Sunset Sail with Full Bar and Hors d’Oeuvres

Southernmost Sunset Sail with Full Bar and Hors d’Oeuvres

10 reviews
Duration2 Hrs.
Excite yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See the local...
Wonderful sunset cruise, great apps, plenty of "beverages", cheerful staff! Highly recommend!!
This was a fantastic sunset cruise. We enjoyed the open bar and light appetizers. The crew was attentive and the music added to the experience. Highly recommend!
It was cloudy and rainy, but a very pleasant evening overall. Fortunately, the cloud front moved to the east, so we were able to see a fantastic sunset.
from $70
$64
Windjammer Schooner Sunset Sail

Windjammer Schooner Sunset Sail

23 reviews
Duration2 Hours
Spend a romantic evening aboard an authentic wooden schooner on the Windjammer Schooner Sunset Sail. This sailing vessel...
Went on a sunset sail tonight. Crew was great! Appetizers were delicious! Quite the variety. Drinks if you like alcohol you are all set BUT it would have...
Joe, Gus and especially DREW!!! Thank you for providing my husband and I with a Fabulous sunset cruise! We went for our first time- we've been visiting...
Anyone visiting Key West should most definitely make time to schedule a sunset cruise aboard this ship.My wife booked us on this delightful excursion and...
from
$64