The 15 Best Boat Tours in Key West

1.Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

★★★★★★★★★★4.5 · 3,559 reviews · 2 hours (approx.) · from $79Our pick

Review of Key West’s sunset catamaran sail with an open bar, live music, shrimp, hors d’oeuvres, and views from Mallory Square to Sunset Key.

“The captain and crew were extremely attentive to all of the passengers. They even brought drinks and horsdoeuvres to the passengers hanging out on the main deck who were watching the Amazing sunset. They even mingled with the everyone and helped take pictures when asked. This was a highlight of our time at Key West!!”

Check availability →Read our full review

2.Key West Sunset Cruise: Dinner, Live Music & Drinks Included

★★★★★★★★★★4.5 · 1,707 reviews · 2 hours (approx.) · from $92

Key West sunset dinner cruise review with buffet, open bar, live music, yacht views, practical tips, crowd notes, and value advice.

“Great way to add an experience to your 50th Anniversary. Good food and drinks! And the crew was excellent!!”

Check availability →Read our full review

3.Key West Afternoon Snorkel Sail with Unlimited Cocktails!

★★★★★★★★★★4.5 · 1,572 reviews · 3 hours (approx.) · from $59Best value

Review of Key West’s $59 afternoon snorkel sail, with reef swimming, gear, open-bar drinks, crew tips, timing, and honest drawbacks.

“Booked the excursion, called the office. They said, check-in time was 1230. That was incorrect. The boat left at 12:30. We missed the trip. .They did not refund”

Check availability →Read our full review

4.Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

★★★★★★★★★★5.0 · 1,366 reviews · 2 hours (approx.) · from $125Top rated

Review of Key West’s small-group sunset sail with up to eight wines, beer, hors d’oeuvres, friendly crew, and practical booking tips.

“Just do it! The crew is wonderful. The wine & appetizers were delicious. It was a chilly and windy sail, but the crew had blankets ready and it was picture perfect. And, a couple got MARRIED during the sail!”

Check availability →Read our full review

5.Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

★★★★★★★★★★5.0 · 954 reviews · 2 hours (approx.) · from $108

Review of Key West’s adults-only sunset catamaran sail, with champagne, wine, beer, gourmet cheese, small groups, pricing, and practical tips.

“Amazing!! We love it!! Friendly people, nice food and excellent service a lot of drinks, no to many people in the catamaran, no kids is the best experience no kids”

Check availability →Read our full review

6.Key West Sunset Sail with Live Music, Drinks and Appetizers

★★★★★★★★★★4.5 · 952 reviews · 2 hours (approx.) · from $79

Review of Key West’s two-hour sunset sail with live music, unlimited drinks, appetizers, sunset views, practical tips, and honest value advice.

“Beautiful,senic,fruendly,best sun set ever. We enjoyed the trip with wonderful music and fabulous service.”

Check availability →Read our full review

7.Sunset Sail in Key West with Beverages Included

★★★★★★★★★★5.0 · 907 reviews · 1 hour 30 minutes (approx.) · from $79

Review of Floridays’ Key West sunset sail, with drinks, small groups, harbor views, practical tips, value, and cancellation details.

“It was absolutely wonderful! The crew was amazing, the boat was beautiful and the views were incredible!”

Check availability →Read our full review

8.Key West Schooner Sunset Sail with Bar & Hors d’oeuvres

★★★★★★★★★★5.0 · 804 reviews · 2 hours (approx.) · from $122

Review of Key West’s America 2.0 sunset sail, with sailing views, open beer and wine, plated hors d’oeuvres, tips, and honest value advice.

“Sunset was enchanting and the crew was super accommodating! Captain Dan also added historical tid bits that enhanced the Key west experience. Great trip!”

Check availability →Read our full review

9.Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

★★★★★★★★★★5.0 · 767 reviews · 6 hours 30 minutes (approx.) · from $152

Sail, snorkel, kayak, and eat aboard a six-hour Key West schooner trip with wildlife refuge views, lunch, and open drinks.

“Captain kid rock, James and Kylie did AMAZING!! It was so fun. Super knowledgible and friendly!! Cannot say enough great things. BOOK THIS TRIP!!”

Check availability →Read our full review

10.Dolphin Watching and Snorkeling Eco Cruise Tour

★★★★★★★★★★4.6 · 757 reviews · 3 hours · from $79

Spot wild dolphins, snorkel Florida Keys backcountry waters, and cruise home with drinks or a sunset view on this 3-hour Key West tour.

“Penny was so amazing and helpful we had so much fun. Nicole did an awesome job driving and getting us information. It was a perfect day.”

Check availability →Read our full review

11.Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

★★★★★★★★★★4.5 · 699 reviews · 2 hours 30 minutes (approx.) · from $89

Review of Key West’s sunset catamaran sail with wild dolphins, wine, champagne, shrimp cocktail, tapas, and landmark views.

“Very good value,unlimited drinks lots of dolphin sightings and very helpful staff and perfect length of trip”

Check availability →Read our full review

12.Key West Champagne Sunset Catamaran Cruise

★★★★★★★★★★4.5 · 586 reviews · 1 hour 30 minutes (approx.) · from $59

Sail from Key West for 90 minutes of sunset views, included champagne, wine, beer, sangria, soft drinks, and friendly crew service.

“We had a great time. Our crew was fantastic. If you have a chance to do this it’s worth it !! Carly and John were fun to be with. Thx”

Check availability →Read our full review

13.Key West Glass-Bottom Boat Tour with Sunset Option

★★★★★★★★★★4.0 · 576 reviews · 1 hour 45 minutes to 2 hours (approx.) · from $69

See Key West’s Florida Reef from a glass-bottom catamaran, with expert narration, air conditioning, and a Champagne sunset option.

“It was a very good experience. The glass bottom tour and the coral reef and the sunset view was exceptional.”

Check availability →Read our full review

14.Key West Reef Snorkel & Sail Adventure

★★★★★★★★★★4.5 · 540 reviews · 3 hours (approx.) · from $79

Review of Key West’s small-group reef snorkel and sail, with gear, drinks, marine life, price, timing, safety, and booking advice.

“Great crew. Very attentive and had lots of knowledge. It was pretty rough when we went out, but we still managed to see nurse shark, rays, and an abundance of fish.”

Check availability →Read our full review

15.Dolphin Watching and Snorkeling Sunset Cruise

★★★★★★★★★★4.4 · 493 reviews · 3 hours · from $79

Review of Key West’s 3-hour dolphin and snorkeling sunset cruise, including wildlife, reef conditions, crew, value, practical tips, and who should book.

“Amazing trip. Weather was perfect. Saw plenty of dolphins. Captain John, Katie and Stephanie were superb and made the trip. Great safety briefing, boat was spotless, equipment (snorkel, goggles etc) was in great condition. Lovely music, cool vibe and the sunset was just incredible: Thank you🌅”

Check availability →Read our full review