Miami · SUNSET & EVENING TRIPS IN THE FLORIDA KEYS

The 15 Best Sunset & Evening Trips in the Florida Keys

16 tours  ·  from $60 a head

Every trip has one free day too few. These 15 sunset & evening trips in the Florida Keys justify the slot, priced and timed so you can decide in minutes and get back to the beach.

Key Largo: Sunset Cruise - The 90-minute route through Florida Bay
Boat Tours in the Florida Keys, Cruises & Boat Tours, Evening Experiences, Florida Keys Tours, Miami Sunset Cruises, Sunset & Evening Trips in the Florida Keys, Tour Reviews

Key Largo Sunset Cruise

1.Key Largo Sunset Cruise

★★★★★★★★★★5.0 · 469 reviews · 1 hour 30 minutes (approx.) · from $60Our pick

Cruise Key Largo’s Florida Bay at sunset with local guides, wildlife sightings, BYOB flexibility, and a relaxed 90-minute ride from Blackwater Sound.

“Amazing experience. Beautiful rainbows and sunset. Awseome captain Bobby. Took lots of pics, laughed music was played that we enjoyed. We would definitely do it again and recommend it to friends”

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Cruisin Tikis Key Largo - Sunset Tiki Cruise - Cruising the Keys before sunset
Boat Tours in the Florida Keys, Cruises & Boat Tours, Evening Experiences, Florida Keys Tours, Sunset & Evening Trips in the Florida Keys, Tour Reviews

Cruisin Tikis Key Largo – Sunset Tiki Cruise

2.Cruisin Tikis Key Largo – Sunset Tiki Cruise

★★★★★★★★★★5.0 · 179 reviews · 2 hours (approx.) · from $99

Cruise Key Largo aboard a six-person tiki boat, bring your drinks, swim in clear Keys water, and watch a memorable sunset.

“Loved it so much. We had a great time & Ryan is a Great captain definitely recommend … and mother nature did her job. The sun said it was great.”

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Key Largo Bay Dolphin Sunset Tour - Why the private group size matters
Dolphin Watching, Evening Experiences, Florida Keys Tours, Sunset & Evening Trips in the Florida Keys, Tour Reviews, Tours

Key Largo Bay Dolphin Sunset Tour

3.Key Largo Bay Dolphin Sunset Tour

★★★★★★★★★★5.0 · 151 reviews · 1 hour (approx.) · from $65

Cruise Key Largo Bay at sunset on a private six-person boat, with chances to see dolphins, manatees, mangroves, and local wildlife.

“Great location. You can grab a drink at the tiki bar and bring it on the boat. The boat ride passed through a beautiful area with mangrove trees and sea life. We spotted a parent-child manatee pair. Sunset of course was spectacular.”

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Private Sunset Cruise in Key Largo - Mangroves, birds, and possible wildlife sightings
Boat Tours in the Florida Keys, Cruises & Boat Tours, Evening Experiences, Florida Keys Tours, Miami Sunset Cruises, Private, Sunset & Evening Trips in the Florida Keys, Tour Reviews

Private Sunset Cruise in Key Largo

4.Private Sunset Cruise in Key Largo

★★★★★★★★★★5.0 · 38 reviews · 2 hours (approx.)

Review of Key Largo’s private two-hour sunset cruise, with wildlife, mangrove views, Captain Stewy, photos, pricing, and practical tips.

“Captain Stewy was great! He was very knowledgeable of the plant and wildlife and went out of his way to ensure our family had a memorable sunset cruise. Thanks again!”

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1.5 Hour Bay Side Key Largo Sunset Cruise on a Spacious Catamaran - Key Largo from the bay and mangrove edges
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1.5 Hour Bay Side Key Largo Sunset Cruise on a Spacious Catamaran

Key Largo: Sunset Cruise - The 90-minute route through Florida Bay
Boat Tours in the Florida Keys, Cruises & Boat Tours, Evening Experiences, Florida Keys Tours, Miami Sunset Cruises, Sunset & Evening Trips in the Florida Keys, Tour Reviews

Key Largo: Sunset Cruise

6.Sunset Cruise

★★★★★★★★★★4.6 · 32 reviews · 1h 30m · from $64

Review of the Key Largo sunset cruise, with dolphins, manatees, Florida Bay views, local guides, pricing, tips, and honest drawbacks.

“the sunset was brilliant, it was a cloudy, coll and windy day. the only thing that was not perfect the guide was sometimes hard to hear as he did not have amplified sound and when he was looking forward in the back of the boat I could not hear. he was very knowlaegable.”

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Florida: Sunset Champagne Cruise on the Marathon Mermaid - The 7 Mile Bridge is the evening’s photo anchor
Boat Tours in the Florida Keys, Cruises & Boat Tours, Evening Experiences, Florida Keys Tours, Sunset & Evening Trips in the Florida Keys, Tour Reviews, Wine Tours

Florida: Sunset Champagne Cruise on the Marathon Mermaid

7.Sunset Champagne Cruise on the Marathon Mermaid

★★★★★★★★★★5.0 · 19 reviews · 2 hours · from $82

Cruise Boot Key Harbor and the 7 Mile Bridge at sunset with champagne, music, snacks, and a friendly crew aboard the Marathon Mermaid.

“Great experience.. would highly recommend!! Captain Dawn & Brandon were excellent hosts, & very informative during our cruise. They kept the champagne flowing & played fun music, and sunset at sea was fantastic!”

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Sunset on the High Seas - Leaving from 12 Bass Avenue at 6:30 pm
Evening Experiences, Florida Keys Tours, Sunset & Evening Trips in the Florida Keys, Tour Reviews

Sunset on the High Seas

8.Sunset on the High Seas

★★★★★★★★★★5.0 · 19 reviews · from $109

Key Largo sunset cruise aboard a quiet 40-foot yacht, with mangroves, fossil coral, marine life, local stories, and a BYOB policy.

“Amazing trip! Very relaxing! Saw manatee and a dolphin. Interesting info about Key Largo history but also just a nice way to unwind at the end of the day. Good boat driving skills and the Weimeraner pups were an added bonus!!!”

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Private Islamorada Sunset Cruise - Leaving Hog Heaven through Snake Creek
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Private Islamorada Sunset Cruise

9.Private Islamorada Sunset Cruise

★★★★★★★★★★5.0 · 17 reviews · 1 hour 30 minutes (approx.)

Watch an Islamorada sunset from a private boat, cruise mangrove channels, and dance under the stars for $350 per group.

“Pete and Shannon were really informative and we really enjoyed our little cruise! Learned some things, saw the sunset! I would recommend it! They’re great!”

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Sunset Kayak Adventure with Enchanting Underwater Lights - A narrow mangrove channel changes the view
Canoes & Kayaks, Evening Experiences, Florida Keys Tours, Kayak & Paddle Tours in the Florida Keys, Sunset & Evening Trips in the Florida Keys, Tour Reviews

Sunset Kayak Adventure with Enchanting Underwater Lights

2 Hour Sunset Eco-Cruise - Boarding at 77522 Overseas Highway
2-Hour Experiences, Boat Tours in the Florida Keys, Cruises & Boat Tours, Evening Experiences, Florida Keys Tours, Sunset & Evening Trips in the Florida Keys, Tour Reviews

2 Hour Sunset Eco-Cruise

11.2 Hour Sunset Eco-Cruise

★★★★★★★★★★5.0 · 7 reviews

Cruise Islamorada’s mangroves at sunset, spot wildlife with a private captain, and enjoy a two-hour Florida Keys outing for up to six.

“Henry did an amazing job with my family! Sunset was incredible! Would highly recommend! We’ve been coming here for years and it never gets old! Say hi to the croc!”

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Night Tour Glass Bottom Boat in Islamorada - Seeing the reefs after dark
Boat Tours in the Florida Keys, Cruises & Boat Tours, Evening Experiences, Florida Keys Tours, Reef & Glass-Bottom Boat Trips, Sunset & Evening Trips in the Florida Keys, Tour Reviews, Tours

Night Tour Glass Bottom Boat in Islamorada

12.Night Tour Glass Bottom Boat in Islamorada

★★★★★★★★★★4.5 · 5 reviews · from $86

See Islamorada’s reefs after dark on a 2-hour glass bottom boat tour with guides, Alligator Reef Lighthouse, and possible sea life sightings.

“We did the 8 pm tour. It was wonderful! Brian and Greg were so interesting and informative. Thanks Greg amd Mike! Great location and xonpany”

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Key Largo: Cruisin' Tikis Key Largo - Sunset Cruise - Leaving Snooks and settling into the Keys
Boat Tours in the Florida Keys, Cruises & Boat Tours, Evening Experiences, Florida Keys Tours, Miami Sunset Cruises, Sunset & Evening Trips in the Florida Keys, Tour Reviews

Key Largo: Cruisin’ Tikis Key Largo – Sunset Cruise

1 Hour Private Sunset Charter Islamorada Florida - Why a Private Boat Changes the Experience
1-Hour Experiences, Evening Experiences, Florida Keys Tours, Private, Sunset & Evening Trips in the Florida Keys, Tour Reviews

1 Hour Private Sunset Charter Islamorada Florida

14.1 Hour Private Sunset Charter Islamorada Florida

★★★★★★★★★★5.0 · 3 reviews · 1 hour (approx.)

Cruise Islamorada at sunset on a private tiki catamaran for up to six, with a captain, cooler, bathroom, and BYOB flexibility.

“Merv was personable, knowledgeable, and flexible. He brought the Keys to life with his vast experience on the water, and this part of Florida. He made sure we all got on board safely and were comfortable. Can't recommend him enough. This kind of trip can ruin or make the day. He made everyone's day.”

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Islamorada Florida Sunset Cruise Tour - The bayside views and chance of wildlife
Boat Tours in the Florida Keys, Cruises & Boat Tours, Evening Experiences, Florida Keys Tours, Miami Sunset Cruises, Sunset & Evening Trips in the Florida Keys, Tour Reviews, Tours

Islamorada Florida Sunset Cruise Tour

15.Islamorada Florida Sunset Cruise Tour

★★★★★★★★★★3.5 · 3 reviews · from $83

Islamorada sunset cruise review covering the catamaran ride, drinks, wildlife views, price, boarding, meeting point, and who should book.

“Great way to spend a couple of hours on the water-- very stable boat and great friendly crew-- Leaves from Cheeca Lodge a lovely resort-”

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