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

Key West Luxury 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
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
Wind and Wine Sunset Sail

Wind and Wine Sunset Sail

18 reviews
Duration2 Hrs.
Sail into the Key West sunset while sampling 8 fine wines from around the world, beer, and delicious hors d'oeuvres....
Great crew that took care of us! The sunset alluded is that evening but we saw a spectacular moonrise and watched a man propose to his girlfriend. Very impressed that crew member Joe had memorized everyone’s names in about 30 minutes. I would definitely recommend.
All female crew and they rocked it. The wines were good. The crew didn't make us adhere to a strict tasting (i.e. they let us skip around the sampling and have refills on the wines we liked). All three of the crew members were accommodating, friendly, and fun. The food was good. The sunset ending up being blocked by clouds, but the crew worked hard to get to the best vantage point. All in all it was a great trip. We look forward to doing it again.
Great trip. Crew with Brianna was the best! Thanks!
from
$85
Windjammer Schooner Day Sail

Windjammer Schooner Day Sail

23 reviews
Duration2 Hours
Catch the wind on a historic, dual-masted sailing vessel for a pleasure cruise through beautiful Key West. Journey the...
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
$37
Seabreeze Dolphin & Snorkel Tour

Seabreeze Dolphin & Snorkel Tour

9 reviews
Duration3.5 Hrs.
Be on the lookout for Key West’s magnificent dolphins while cruising the crystal clear backcountry waters of the Gulf...
One of our best excursions of the week. Beautiful water, easy on/off the boat to snorkel, great dolphin activity!
Had a great time! Great tour and snorkeling! I saw a sea turtle, so wonderful and awesome!
It was great. Only changes I would make.., Have guests introduce themselves and maybe have some cheese and crackers for snacks.
from
$89
Private Snorkel and Sunset Sail Excursion

Private Snorkel and Sunset Sail Excursion

33 reviews
Duration4 Hrs.
Climb aboard and set out on a private snorkel and sunset sail. You'll get the best of both worlds as you glide across...
We came down to the Keys for a weekend with a group of 5 ladies and wanted to do a morning sail before we left. The captains were very friendly and...
My family sailed on the When and If sailboat over the weekend and we had an amazing experience! The crew was accommodating and very knowledgable. They...
Absolutely an amazing experience. I was just hanging out with some buddies and we saw this classic ship with a sunset tour. We asked if it was accessible...
from
$695