Key West, FL > Boat Tours
02/26/2020 ~ 03/03/2020

Key West Boat Tours

Getting the best experiences for you...
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
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

10 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
Seabreeze Sunset Harbor Cruise with Wine and Beer
Escape the hustle and bustle and experience a breathtaking Key West sunset with a Seabreeze Sunset Harbor Cruise. Your...
Private Luxury Yacht Sunset Cruise
Ride off into a beautiful Lower Keys' sunset on this Private Luxury Sunset Cruise. On board this incredible customized...
Private Harbor Day Sail Aboard the High Tide
Cruise the scenic waters of America's southernmost city on a day sail adventure with the professionals at Sunset Sail...
Private Chill Out Lily-Pad Sail - Up to Six Guests
Live the Key West lifestyle as you set sail over calm blue waters then drop anchor and chill out on a giant floating...
Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas
Take an adventure into the depths to explore Florida's best reef on a snorkeling experience you will never forget! The...
Sunset Sip and Sail with Open Bar and Live Music
Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this...
Dip and Sip Afternoon Snorkel with Open Bar
Take an afternoon and plunge into the depths of Florida's coral reef for an amazing snorkeling experience. The Sandie...
Backcountry Paradise Private Charter - Up to 4 Guests
Take an adventure through the Florida Keys' Backcountry on a Custom Charter for up to four guests. Customize your...
Combo Dolphin and Snorkel Cruise in Key West
Climb aboard a combo snorkel and dolphin watch adventure and see the best of Key West. First head out looking for pods...
Private BYOB Sunset Sailing Excursions
Cruise the picturesque waters of Key West at sunset aboard the 33' yacht of Sunset Sail Key West. Among the most popular...
Private Charter Fishing in Key West
Climb aboard and take to the open ocean on an unforgettable Key West deep sea fishing excursion with Captain Conch...
Private Luxury Yacht Charter
Climb onboard the After Hours for a one-of-a-kind adventure through the Florida Keys with this Private Luxury Yacht...
3/4 Day Split Charter Fishing in Key West
Venture out to sea to chase big game with an expert captain and crew. You and up to 5 other anglers will search for some...
Wreck Dive Scuba Adventure
Visit two shipwreck locations and explore Key West's underwater treasures. Glide through the shimmering waters in search...
Key West Day Trip with Glass Bottom Boat Ride
Journey to explore the southernmost city in the U.S. on a Key West Day Trip with Glass Bottom Boat Ride from Miami or...
Schooner Champagne Sunset Sail
Come along on this Champagne Sunset Sail and step into the lap of luxury. Sip, relax, and unwind aboard a gorgeous...
Bloody Mary Schooner Sail
Set sail around the coast of Key West on an authentic wooden schooner. Take a cruise that boasts some gorgeous sights...
Harbor History Tour Key West
Soak up the idyllic seaside views on this fully narrated Harbor History Tour Key West. Climb on board for a breathtaking...
Captain's Choice Sunset Sail with Wine and Tapas Pairings
Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Captain's Choice...
Sunset Sail Aboard the Historic When and If
Set sail on Key West’s most elegant historic schooner, the When And If. Built in 1939 for General George Patton’s...
Key West Sunset Sail on America 2.0
Embark on a spectacular sunset sailing adventure off the coast of Key West in search of the famed "Green Flash"....
Day Sail Aboard Schooner America 2.0
Explore the high seas in style on the Schooner America 2.0, namesake of the first sailboat to win the America's Cup in...
Private Luxury Yacht Day Cruise
Experience the backcountry islands of the lower Keys' in the lap of luxury on a Private Yacht Luxury Day Cruise. Forego...
Mimosa Day Sail Aboard Schooner America 2.0
Take the helm and experience the majesty of sailing for yourself as you sit back and relax with a mimosa on a scenic day...