Things to do over the New Year's Day long weekend in Key West (Updated 2026)

Depart the island of Key West & enjoy a full day of sightseeing along the iconic Overseas Highway! You'll travel halfway up the keys to...
$100

Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island music on the way back. HIGHLIGHTS •...
$84

Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the...
$700

Escape the crowds and discover hidden sandbars on a private eco tour through Key West’s backcountry waters. Swim, snorkel, or simply relax on pristine beaches...
$966

Private Key West Sunset Sail
2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for...
$695

Turn your Key West vacation into memories you can actually keep and be in the pictures too! Instead of spending your vacation searching for the...
$350

Looking for an unforgettable culinary experience? The expert chefs are passionate about sharing the unique flavors of Key West while keeping you entertained. Watch as...
$91

Discover the sweeter side of paradise on the Key West Sweets Tour! This fun and flavorful walking tour takes you through the heart of Old...
$70

Explore the serene mangrove waterways of Geiger Key on this guided eco-tour. Perfect for all ages and levels of experience. Choose between a single kayak,...
$75

Embark on a lively 1.5-hour Tiki Fun Cruise through the stunning Florida Keys. Glide over crystal-clear waters on an authentic tiki bar boat, where you...
$85

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida...
$425

you'll be able to fish the Atlantic side of the Florida Keys and the Gulf side in the same outing if you so desire....
$500

Welcome to Key West! Stroll through Old Town Key West with a long-time local, see & learn about the unique places you can visit during...
$55

At SeaEO Luxury Boat Charters, our meticulous attention to detail, expert captains, and premium vessels set us apart, transforming every trip into your perfect day...
$899

See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with this affordable walking tour. • Find out...
$15

Explore the Waters of Key West
Explore the vibrant & diverse underwater world of the Florida Keys with Salty Paws' Reef Snorkel Trip! Our experienced & knowledgeable crew will take you...
$700

Key West Nighttime Full Moon Sail
Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or...
$84

This private charter is designed for a relaxed, flexible day on the water, perfect for groups who want a casual, unstructured experience. Instead of a...
$950

Key West Stand Up Paddleboard Rental
Explore the calm, clear waters between Stock Island and Key West with a 2-hour standup paddleboard rental. Glide over sea grass and through mangrove tunnels...
$40

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with...
$109

Drift into tranquility on this private 2-Hour Sunset Tiki Cruise and witness the stunning sunset over the Florida Keys. Glide across crystal-blue waters as the...
$599

