See Key West on Land and Sea

One of the great things about visiting Key West is the fact that it is a small island with a multitude of interesting things packed close together, making it easy to take in the sights. Most everyone knows about strolling along Duval Street, walking to the Southernmost Point, riding the Old Town Trolley and Conch Tour Train, and cruising over to Mallory Square for the Sunset Celebration. But what many people don’t know is that there are ways to see Key West differently – from new angles and altitudes, and via modes that range from adventurous and exciting to quirky, to purely sublime. In the next couple of posts, we will take a look at 5 interesting ways to take in the unique beauty of Key West.

Key West Electric Cars
One of the best ways to explore the neighborhoods and catch the street scenes of Key West is to zip around in a fun and funky electric car. Cool, quiet, easy to operate and environmentally friendly, Key West electric cars are like big golf carts. You could not ask for a better way to see the sights on a Caribbean island. Open-sided and airy, an electric car is perfect for beating the heat and taking photos on the move. Small and maneuverable, it will take you in and out of tight spots and down quiet neighborhood streets with no hassle or fuss. An electric car is the perfect way to get to a lot of places in a short time if you are only in town for a day or an afternoon. Or if you have already done a lot of walking, and just want to go back and hit a few favorite spots one more time. Or for just plain fun and convenience for groups of four or six people who want to enjoy the sights together. With free drop-off service at your hotel, cruise ship dock, or at the Key West Express Ferry dock, and 4-hour half-day as well as full-day availability, an electric car might very well be the perfect way for you to see Key West.

Key West Sunset Cruise
A Key West sunset cruise is perfect for those who would like to see Key West harbor and the city skyline from offshore. This sightseeing mode is interesting in two ways. First, it provides an opportunity to reflect on the island from a historical perspective. Particularly if you choose to embark on a sailing craft, as with the Wind and Wine Key West Sunset Sail, it is easy to imagine the island as it presented itself to so many seafarers of generations past. Looking over the rail toward shore, or on a heading for the harbor powered by wind alone, the experience is not that different from it may have been for sailors 150 years ago. The second advantage of the sunset cruise is that it is one of the most romantic ways to see the sights. To see the island bathed in soft twilight, then look out to sea at nature’s light show, really brings on the classic tropical vacation effect. These are the sights that will remind you why you came to the island in the first place. For lovers, wine lovers, and sailors, a Wind and Wine Key West sunset sail is one of the best ways to see Key West and a definite vacation must-do. Cool Key West is glad to be able to offer this cruise, along with a variety of other sunset cruises to match a wide range of needs and interests from the party-hearty to family fun times.

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Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran...

2 hours (approx.)Free Cancellation
2 hours (approx.)Free Cancellation
2 hours (approx.) • Free Cancellation
4.8 (3,754)
Best Rate
$79.95
Key West Sail, Snorkel, Kayak with Sunset Option
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....

4.5 or 6.5 hours (approx.)Free Cancellation
4.5 or 6.5 hours (approx.)Free Cancellation
4.5 or 6.5 hours (approx.) • Free Cancellation
4.9 (2,702)
Best Rate
$105
Key West Schooner Sunset Sail with Hors D’oeuvres and Full Bar

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and...

2 hours (approx.)Free Cancellation
2 hours (approx.)Free Cancellation
2 hours (approx.) • Free Cancellation
4.9 (1,701)
Best Rate
$99.95
Key West Wind & Wine Sunset Sail
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

Wind & Wine has been the #1 rated sunset sail on Cool Key West for over a decade. In our opinion, this is the best...

2 hours (approx.)Free Cancellation
2 hours (approx.)Free Cancellation
2 hours (approx.) • Free Cancellation
5.0 (1,692)
$115
$99
Key West 6 Seater EZGO Golf Cart Rental
Likely to Sell Out
Likely to Sell Out

Need a Key West golf cart rental that can get a group of six around the island in fun style? A 6-seater gas-engine EZGO Express...

3 hours and upFree Cancellation
3 hours and upFree Cancellation
3 hours and up • Free Cancellation
4.9 (1,323)
Best Rate
$180
Key West 4 Seater EZGO Golf Cart Rental
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and...

3 hours and upFree Cancellation
3 hours and upFree Cancellation
3 hours and up • Free Cancellation
4.9 (1,323)
$100
$99
Key West 8 Seater EZGO Golf Cart Rental
Likely to Sell Out
Likely to Sell Out

In Key West for a wedding or other family event? Got a large group of cruise ship friends who want to see all of the...

3 hours and upFree Cancellation
3 hours and upFree Cancellation
3 hours and up • Free Cancellation
4.9 (1,323)
Best Rate
$210
Key West 4 Seater Electric Car Rental
Likely to Sell Out
Likely to Sell Out

Cruise Key West with family or friends! Four people can get around town in comfort and ease with the smooth, silent GEM 4-seater electric car...

3 hours and upFree Cancellation
3 hours and upFree Cancellation
3 hours and up • Free Cancellation
4.9 (1,096)
$100
$99
Key West 6 Seater Electric Car Rental
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5...

3 hours and upFree Cancellation
3 hours and upFree Cancellation
3 hours and up • Free Cancellation
4.9 (1,096)
Best Rate
$180
Key West “Commotion on the Ocean” Live Music Sunset Sail
Likely to Sell Out
Likely to Sell Out

This is the Key West sunset cruise party everyone talks about — live music, open-bar beer, wine, & margaritas, delicious appetizers, dancing, and a great...

2 Hours (approx.)Free Cancellation
2 Hours (approx.)Free Cancellation
2 Hours (approx.) • Free Cancellation
4.8 (965)
Best Rate
$79.95
Key West Catamaran Dolphin Watch & Sunset Sail

Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines...

2 hours 30 minutes (approx.)Free Cancellation
2 hours 30 minutes (approx.)Free Cancellation
2 hours 30 minutes (approx.) • Free Cancellation
4.8 (737)
Best Rate
$89.95
Island Adventure: Sandbar, Kayak & Paddleboard Excursion with Sunset Option
Likely to Sell Out
Likely to Sell Out

Enjoy life like a Key West local with a picnic play day on the calm, clear waters and pure white sands of a Backcountry sandbar...

3.5 Hours (approx.)Free Cancellation
3.5 Hours (approx.)Free Cancellation
3.5 Hours (approx.) • Free Cancellation
4.9 (613)
Best Rate
$119.95
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