Title: Jackson Square in Old Town Key West | Expedia.co.uk

[Jackson Square Hotels](https://expedia.co.uk/Jackson-Square-Hotels.0-l6249254-0.Travel-Guide-Filter-Hotels)[Jackson Square Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Jackson-Square.d6249254.Car-Hire-Guide)[Old Town Key West Holidays](https://expedia.co.uk/Old-Town-Key-West.d553248635976481920.Holidays-City-Breaks)

# Jackson Square

![Jackson Square which includes heritage architecture and an administrative building](https://images.trvl-media.com/place/6249254/3cd83d52-098c-4ec4-a79e-e9a5fdfae2bf.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Jackson Square which includes heritage architecture and an administrative building](https://images.trvl-media.com/place/6249254/3cd83d52-098c-4ec4-a79e-e9a5fdfae2bf.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Jackson Square showing heritage architecture](https://images.trvl-media.com/place/6249254/dceb0550-7f90-49b3-a4bd-875ab95af47b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Jackson Square featuring an administrative building and heritage elements](https://images.trvl-media.com/place/6249254/aa00852e-187d-472f-8733-aade873b4616.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Jackson Square showing a house and street scenes](https://images.trvl-media.com/place/6249254/4172f5c8-6097-4de4-80f7-78f165fa1af6.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

## Visit Jackson Square

Activities

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## Plan a trip to see Jackson Square

Price found within the past 48 hours. Click for updated prices.

![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Havana Cabana at Key West 

New Town

£1,730

per person

26 Mar - 2 Apr

found 1 day ago

Return direct flight included

London (LHR) to Key West (EYW)

8.8/10 Excellent! (1,749 reviews)

Yes the only problem was the plumbing in the bathroom.. shower head leaking even though maintenance came and sprayed it with something it continued to leak.. stopper in bathroom sink was broken we had to use a bottle cap to prop it open so it would drain. Otherwise it was a great place to stay!

Reviewed on 7 Feb 2026

![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Marker Key West Harbor Resort

Key West Historic District

£2,110

per person

21 Mar - 28 Mar

found 1 day ago

Return direct flight included

London (LON) to Key West (EYW)

9.2/10 Wonderful! (1,000 reviews)

Very clean hotel with spacious rooms. Friendly staff and complimentary wine spritzer were a great touch

Reviewed on 1 Feb 2026

### Tours & day trips

[See all 173 activities](https://expedia.co.uk/things-to-do/search?&rid=6249254&location=Jackson+Square&filter.categories=ToursDayTrips)

![Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar](https://mediaim.expedia.com/localexpert/599857/aefdb7f1-206a-4531-bc6a-78614e1a0f10.jpg?impolicy=resizecrop&rw=500&rh=280)

### Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

16h 30m

9.2/10

18 verified reviews

~~£59~~£42

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/day-trip-to-paradise-from-miami-key-west-tour-with-snorkelling-open-bar.a599857.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Express Day Trip from Miami](https://mediaim.expedia.com/localexpert/263317/3a11b2d6-17f2-412d-af8b-373f634c42e1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Express Day Trip from Miami

12h 15m

8.8/10

396 verified reviews

Free cancellation available

£56

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-express-day-trip-from-miami.a263317.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar](https://mediaim.expedia.com/localexpert/2190809/50f64266-172c-47ec-a3dd-1abdcf45ef8c.jpg?impolicy=resizecrop&rw=500&rh=280)

### Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

2h 30m

9.4/10

125 verified reviews

Free cancellation available

£58

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-premium-dolphin-watch-sunset-sail-w-tapas-pairing.a2190809.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Full Day Trip in Key West from Miami](https://mediaim.expedia.com/localexpert/599608/0a5f7b52-4c57-40ec-80e7-716ee9b4b224.jpg?impolicy=resizecrop&rw=500&rh=280)

### Full Day Trip in Key West from Miami

16h 30m

6/10

6 verified reviews

~~£59~~£42

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/full-day-trip-in-key-west-from-miami.a599608.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Day Trip from Fort Lauderdale](https://mediaim.expedia.com/localexpert/349210/0720a608-184f-4d68-81cd-14211d663799.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Day Trip from Fort Lauderdale

15h 15m

8.8/10

68 verified reviews

Free cancellation available

£82

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-day-trip-from-fort-lauderdale.a349210.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Historic Key West Old Town Trolley Hop-On Hop-Off Tour](https://mediaim.expedia.com/localexpert/191537/2dd77e4c-4c5c-4b3c-954d-bfd0d44bd289.jpg?impolicy=resizecrop&rw=500&rh=280)

### Historic Key West Old Town Trolley Hop-On Hop-Off Tour

1d+

8.8/10

130 verified reviews

Free cancellation available

£42

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/historic-key-west-old-town-trolley-hop-on-hop-off-tour.a191537.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour](https://mediaim.expedia.com/localexpert/5210842/5976b681-8e86-4088-9b81-d36100c5f7b1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour

5h

9.6/10

17 verified reviews

Free cancellation available

~~£103~~£93

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/half-day-key-wests-ultimate-sandbar-adventure-with-mangrove-kayak-eco-tour.a5210842.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Miami to Key West Adventure in Paradise Day Trip](https://mediaim.expedia.com/localexpert/51023091/6ddbed33-55b8-4533-a02c-03b35718b9ee.jpg?impolicy=resizecrop&rw=500&rh=280)

### Miami to Key West Adventure in Paradise Day Trip

14h

Free cancellation available

£42

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/miami-to-key-west-adventure-in-paradise-day-trip.a51023091.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Conch Tour Train](https://mediaim.expedia.com/localexpert/191535/9b448a2f-ece5-45c7-be77-f9172888dc8f.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Conch Tour Train

1h

8.8/10

135 verified reviews

Free cancellation available

£33

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-conch-tour-train.a191535.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

### Cruises & boat tours

[See all 81 activities](https://expedia.co.uk/things-to-do/search?&rid=6249254&location=Jackson+Square&filter.categories=CruisesBoatTours)

![Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar](https://mediaim.expedia.com/localexpert/599857/aefdb7f1-206a-4531-bc6a-78614e1a0f10.jpg?impolicy=resizecrop&rw=500&rh=280)

### Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

16h 30m

9.2/10

18 verified reviews

~~£59~~£42

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/day-trip-to-paradise-from-miami-key-west-tour-with-snorkelling-open-bar.a599857.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast](https://mediaim.expedia.com/localexpert/585220/33764975-3db8-4de6-a174-18e4cf9a40c6.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

3h

9.4/10

147 verified reviews

Free cancellation available

~~£37~~£33

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/morning-coral-reef-snorkel-with-mimosas-breakfast.a585220.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar](https://mediaim.expedia.com/localexpert/2190809/50f64266-172c-47ec-a3dd-1abdcf45ef8c.jpg?impolicy=resizecrop&rw=500&rh=280)

### Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

2h 30m

9.4/10

125 verified reviews

Free cancellation available

£58

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-premium-dolphin-watch-sunset-sail-w-tapas-pairing.a2190809.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Sunset Sail with Live Music, Drinks and Starters!](https://mediaim.expedia.com/localexpert/191563/7e4be692-c00e-461c-919c-2a29890f9b88.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Sunset Sail with Live Music, Drinks and Starters!

2h

9.2/10

279 verified reviews

Free cancellation available

£59

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/commotion-on-the-ocean-sunset-sail.a191563.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Bucket-List Parasailing In City centre Key West - Highest & Longest Rides](https://mediaim.expedia.com/localexpert/588901/43eed805-6849-4eda-87bf-fb57f27624fe.jpg?impolicy=resizecrop&rw=500&rh=280)

### Bucket-List Parasailing In City centre Key West - Highest & Longest Rides

1h

9.2/10

70 verified reviews

Free cancellation available

~~£59~~£53

includes taxes & fees

per traveller

[](https://www.expedia.co.uk/things-to-do/key-west-parasailing-city-centre.a588901.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West's All-Inclusive Combo With Jetski, Parasail, Snorkelling & Lunch](https://mediaim.expedia.com/localexpert/588524/809610bd-a369-477f-bc6c-dcadffbb2fa2.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West's All-Inclusive Combo With Jetski, Parasail, Snorkelling & Lunch

6h

6/10

2 verified reviews

Free cancellation available

~~£132~~£118

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/do-it-all-watersport-combo-with-lunch-and-parasail.a588524.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch](https://mediaim.expedia.com/localexpert/191569/63a0da09-6295-405d-8a01-7db09d0745a6.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

3h

8.6/10

131 verified reviews

Free cancellation available

£40

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/snorkel-adventure-of-coral-reef.a191569.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Afternoon At The Reef Snorkelling Adventure with Open Bar!](https://mediaim.expedia.com/localexpert/587053/54666c36-0979-4755-bcfd-1df49670de5a.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Afternoon At The Reef Snorkelling Adventure with Open Bar!

3h

9.2/10

79 verified reviews

Free cancellation available

~~£39~~£35

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-afternoon-snorkel-with-open-well-bar.a587053.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Lands End Sunset Cruise with Full Bar & Live Music](https://mediaim.expedia.com/localexpert/251769/cb9d1dec-662c-4e04-99eb-3ffd79b609ba.jpg?impolicy=resizecrop&rw=500&rh=280)

### Lands End Sunset Cruise with Full Bar & Live Music

2h

9/10

88 verified reviews

Free cancellation available

£55

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/lands-end-sunset-cruise-with-full-bar-live-music.a251769.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West's Dolphin Watch & Snorkel Tour – An Unforgettable Eco-Adventure](https://mediaim.expedia.com/localexpert/191577/ed369079-e4ef-4a29-85d1-0995f06af497.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West's Dolphin Watch & Snorkel Tour – An Unforgettable Eco-Adventure

3h

8.8/10

43 verified reviews

Free cancellation available

£59

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/dolphin-watch-snorkelling-tour.a191577.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

### History & culture

[See all 55 activities](https://expedia.co.uk/things-to-do/search?&rid=6249254&location=Jackson+Square&filter.categories=HistoryCulture)

![Key West Conch Tour Train](https://mediaim.expedia.com/localexpert/191535/9b448a2f-ece5-45c7-be77-f9172888dc8f.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Conch Tour Train

1h

8.8/10

135 verified reviews

Free cancellation available

£33

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-conch-tour-train.a191535.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Haunted Tour : Ghosts & Gravestones](https://mediaim.expedia.com/localexpert/329630/2026f348-b14f-4483-b492-b38853a4ef47.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Haunted Tour : Ghosts & Gravestones

1h

8.8/10

70 verified reviews

Free cancellation available

£29

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-haunted-tour-ghosts-gravestones.a329630.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Shipwreck Treasure Museum Tickets](https://mediaim.expedia.com/localexpert/191533/0194ef1a-54dc-4244-9dae-801c2ad37537.jpg?impolicy=resizecrop&rw=500&rh=280)

### Shipwreck Treasure Museum Tickets

9h

7.8/10

15 verified reviews

Free cancellation available

£14

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/shipwreck-treasure-museum-tickets.a191533.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Historic Bahama Village & Hemingway Heritage](https://mediaim.expedia.com/localexpert/2599696/3edd30b6-ebb4-4d9a-8ff9-07d18d5d336f.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Historic Bahama Village & Hemingway Heritage

1h 30m

10/10

105 Viator reviews

Free cancellation available

£35

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-historic-district-small-group-walking-tour.a2599696.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Day Trip & Glass Bottom-Boat Tour from Miami](https://mediaim.expedia.com/localexpert/285065/2933e6b0-eb8a-417e-bdb5-6050489ac020.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Day Trip & Glass Bottom-Boat Tour from Miami

12h

5.4/10

27 verified reviews

Free cancellation available

£95

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-day-trip-glass-bottom-boat-tour-from-miami.a285065.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![The Dark Side of Key West Adults Only Walking Tour](https://mediaim.expedia.com/localexpert/44644109/8eef0aae-a434-4795-9a54-78642f15fb74.jpg?impolicy=resizecrop&rw=500&rh=280)

### The Dark Side of Key West Adults Only Walking Tour

1h 30m

9.4/10

11 GetYourGuide reviews

Free cancellation available

£26

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/the-dark-side-of-key-west-adults-only-walking-tour.a44644109.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West: Jimmy Buffet Walking Tour with Key Lime Pie](https://mediaim.expedia.com/localexpert/44635320/9b1d42e0-ed70-487c-affb-7a3c368841c6.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West: Jimmy Buffet Walking Tour with Key Lime Pie

1h 30m

8.8/10

5 GetYourGuide reviews

Free cancellation available

£58

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-jimmy-buffet-walking-tour-with-key-lime-pie.a44635320.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Harry S. Truman Little White House Tour](https://mediaim.expedia.com/localexpert/246139/ffacb806-5c32-4d4b-81e6-9d29bc3903d1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Harry S. Truman Little White House Tour

1h 15m

9.8/10

26 verified reviews

Free cancellation available

£19

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/harry-s-truman-little-white-house-tour.a246139.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Mel Fisher Maritime Museum Admission Ticket](https://mediaim.expedia.com/localexpert/690939/e5f3a695-28a4-40a4-b248-056798141443.jpg?impolicy=resizecrop&rw=500&rh=280)

### Mel Fisher Maritime Museum Admission Ticket

2h

9.2/10

9 Viator reviews

Free cancellation available

£13

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/mel-fisher-maritime-museum-admission-ticket.a690939.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Ghost and Mysteries Guided Tour](https://mediaim.expedia.com/localexpert/1219258/0498384e-fe65-4c38-832e-a459a634c991.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Ghost and Mysteries Guided Tour

1h 30m

8.8/10

159 Viator reviews

Free cancellation available

£24

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-ghost-and-mysteries-guided-tour.a1219258.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

### Private & custom tours

[See all 34 activities](https://expedia.co.uk/things-to-do/search?&rid=6249254&location=Jackson+Square&filter.categories=Privatecustomtours)

![Dry Tortugas National Park Day Trip by Luxury Private Boat](https://mediaim.expedia.com/localexpert/47184349/0ab67fdd-10fd-4a09-964c-1c9e41e0ee10.jpg?impolicy=resizecrop&rw=500&rh=280)

### Dry Tortugas National Park Day Trip by Luxury Private Boat

8h

Free cancellation available

£2,839

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/dry-tortugas-national-park-day-trip-by-luxury-boat-axopar-37-xc.a47184349.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Marathon: Private Cable or Cable Kiteboarding Session](https://mediaim.expedia.com/localexpert/49206825/570dd764-a277-46ff-8f12-e8080eb09f71.jpg?impolicy=resizecrop&rw=500&rh=280)

### Marathon: Private Cable or Cable Kiteboarding Session

1h+

Free cancellation available

£130

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/marathon-private-cable-or-cable-kiteboarding-session.a49206825.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West: Private Florida Keys Sandbar Tiki Boat Cruise](https://mediaim.expedia.com/localexpert/44508897/027b6a07-e05f-4b52-a7e6-e4f8a18fd8b7.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West: Private Florida Keys Sandbar Tiki Boat Cruise

4h

10/10

1 GetYourGuide review

Free cancellation available

£415

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/key-west-private-florida-keys-sandbar-tiki-boat-cruise.a44508897.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Private Sandbar Adventure in Key West Backcountry](https://mediaim.expedia.com/localexpert/47135631/383d7d0b-4397-4483-8bd0-3dfea7e87907.jpg?impolicy=resizecrop&rw=500&rh=280)

### Private Sandbar Adventure in Key West Backcountry

3h

10/10

10 Viator reviews

Free cancellation available

£404

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/private-sandbar-adventure-in-key-west-backcountry.a47135631.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West: Private Sunset Cruise on an Authentic Tiki Bar Boat](https://mediaim.expedia.com/localexpert/3629519/c43ae5e9-5fd1-4a25-9574-96ffcb11acdc.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West: Private Sunset Cruise on an Authentic Tiki Bar Boat

2h

9.4/10

24 Viator reviews

Free cancellation available

£336

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/2-hour-private-sunset-cruise-in-florida-keys-on-tiki-bar-boat.a3629519.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West: 4-Hour Private Sandbar Cruise on a Tiki Bar Boat](https://mediaim.expedia.com/localexpert/44635918/3d52beba-8054-4e50-9222-16b16b415ef6.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West: 4-Hour Private Sandbar Cruise on a Tiki Bar Boat

4h

8.8/10

8 GetYourGuide reviews

Free cancellation available

£415

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/key-west-4-hour-private-sandbar-cruise-on-a-tiki-bar-boat.a44635918.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Private Charter Rental: Luxury Boat with Captain](https://mediaim.expedia.com/localexpert/5007585/26c49cd5-6d6e-4a9b-8d78-10591ad96218.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Private Charter Rental: Luxury Boat with Captain

8h

9.2/10

10 Viator reviews

Free cancellation available

£661

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/private-luxury-charter-in-key-west-lower-keys-full-day.a5007585.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West’s Old Town Treasures: A Self-Guided Audio Tour](https://mediaim.expedia.com/localexpert/5153240/66c357be-7a29-4724-a1f9-cd4f27e79e57.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West’s Old Town Treasures: A Self-Guided Audio Tour

2h

9.4/10

13 Viator reviews

Free cancellation available

~~£12~~£8

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-wests-old-town-treasures-a-self-guided-audio-tour.a5153240.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West: Private Tiki Bar Party Boat & Mini Sandbar](https://mediaim.expedia.com/localexpert/44647893/e37eea72-36a4-4a7b-a9c8-a9def5625c16.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West: Private Tiki Bar Party Boat & Mini Sandbar

2h

10/10

2 GetYourGuide reviews

Free cancellation available

£296

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/key-west-private-tiki-bar-party-boat.a44647893.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Hemingway's Key West Self Guided Walking Audio Tour](https://mediaim.expedia.com/localexpert/50651503/1e580132-eab9-4c5b-822e-38860217dab8.jpg?impolicy=resizecrop&rw=500&rh=280)

### Hemingway's Key West Self Guided Walking Audio Tour

1h 30m

Free cancellation available

£6

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/hemingways-key-west-self-guided-walking-audio-tour.a50651503.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

### Adventure & outdoor

[See all 22 activities](https://expedia.co.uk/things-to-do/search?&rid=6249254&location=Jackson+Square&filter.categories=AdventureOutdoor)

![Key West Half-Day Fishing Charter](https://mediaim.expedia.com/localexpert/5299343/7451f534-fa0a-4441-bee5-a3e8539ab191.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Half-Day Fishing Charter

5h

9.4/10

139 Viator reviews

Free cancellation available

£70

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/half-day-fishing-tour-in-key-west.a5299343.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Fishing Party Boat Charter with Experienced Captains](https://mediaim.expedia.com/localexpert/689977/43568d63-40cf-4d31-8fcd-1dcd6895a753.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Fishing Party Boat Charter with Experienced Captains

6h

9/10

71 Viator reviews

Free cancellation available

£62

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-fishing-day-trip.a689977.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Back-Country Tour with Snorkel - Drive Your Own Boat](https://mediaim.expedia.com/localexpert/587829/b428fd9d-801e-4052-a1e3-cf7bf43b3049.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Back-Country Tour with Snorkel - Drive Your Own Boat

2h 30m

10/10

5 verified reviews

Free cancellation available

~~£139~~£125

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/key-west-back-country-eco-tour-with-snorkel.a587829.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![6 Hour Shared Deep Sea Fishing in Key West](https://mediaim.expedia.com/localexpert/50006750/4c1b40a4-c138-4aed-a1ed-34473091ac51.jpg?impolicy=resizecrop&rw=500&rh=280)

### 6 Hour Shared Deep Sea Fishing in Key West

6h

Free cancellation available

£184

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/6-hour-shared-deep-sea-fishing-in-key-west.a50006750.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Guided Bike Tour of Old Town Key West](https://mediaim.expedia.com/localexpert/1343820/41e37625-1a25-4a87-b217-575e752918da.jpg?impolicy=resizecrop&rw=500&rh=280)

### Guided Bike Tour of Old Town Key West

2h

9.8/10

304 Viator reviews

Free cancellation available

£43

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/guided-bicycle-tour-of-old-town-key-west.a1343820.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![4 Hour Shared Deep Sea Fishing in Key West](https://mediaim.expedia.com/localexpert/49951843/dc6da1bd-6845-4dd1-8e46-fd431fd441ed.jpg?impolicy=resizecrop&rw=500&rh=280)

### 4 Hour Shared Deep Sea Fishing in Key West

4h

10/10

1 Viator review

Free cancellation available

£147

includes taxes & fees

per adult

[](https://www.expedia.co.uk/things-to-do/4-hour-shared-deep-sea-fishing-in-key-west.a49951843.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Conch Republic Tiki Pedicab Experience by Kokomo Cabs](https://mediaim.expedia.com/localexpert/2599693/b6702a3e-e02b-4446-b5c0-8fafe69095a5.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Conch Republic Tiki Pedicab Experience by Kokomo Cabs

2h 30m

10/10

29 Viator reviews

Free cancellation available

£132

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/private-key-west-conch-republic-tiki-bike-experience-by-kokomo-cabs-key-west.a2599693.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Private Key West Wedding Charter](https://mediaim.expedia.com/localexpert/49230665/1a95f75e-c63e-4a97-bb27-b67923c5bd50.jpg?impolicy=resizecrop&rw=500&rh=280)

### Private Key West Wedding Charter

6h

£1,227

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/private-wedding-charter-lbgtq-friendly.a49230665.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Deep Sea Fishing: Big Fish](https://mediaim.expedia.com/localexpert/1280332/9381ff42-e7c5-4208-acbe-92146c3ea898.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Deep Sea Fishing: Big Fish

4h

9.8/10

18 Viator reviews

£698

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/corsair-2-sportfishing-key-west.a1280332.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Fishing Charters in Key West Florida](https://mediaim.expedia.com/localexpert/45754110/db14ebb1-5f80-41c2-b17d-e0d945e20a3b.jpg?impolicy=resizecrop&rw=500&rh=280)

### Fishing Charters in Key West Florida

4h

8.4/10

5 Viator reviews

Free cancellation available

£661

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.co.uk/things-to-do/fishing-charters-in-key-west-florida.a45754110.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

### Popular places to visit

![KEY WEST, FLORIDA, USA - September 2012:  San Carlos institute is a historic Key West building also known as "La casa de Cuba"](https://images.trvl-media.com/place/6068607/ca50f0f1-1b80-49ca-a7a4-8a8b38bfce5d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### San Carlos Institute - Casa Cuba

You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals. 

[](https://expedia.co.uk/San-Carlos-Institute-Casa-Cuba-Key-West-Historic-District.d6068607.Attraction)

![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Duval Street

4.5/5(47 reviews)

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

[](https://expedia.co.uk/Duval-Street-Key-West-Historic-District.d6068616.Attraction)

![Oldest House Museum and Garden](https://images.trvl-media.com/place/553248621533115800/70a0f34e-7380-4b3c-a674-576bd0702110.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Oldest House Museum and Garden

With its period décor and vintage documents, South Florida’s oldest house provides an impression of life in the Florida Keys archipelago in the 19th century

[](https://expedia.co.uk/Oldest-House-Museum-And-Garden-Florida.d553248621533115800.Attraction)

![Harry S. Truman Little White House featuring a house](https://images.trvl-media.com/place/6068605/4f5f7570-d796-4d5a-9a98-d925004bc7d6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Harry S. Truman Little White House

4.5/5(12 reviews)

Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.

[](https://expedia.co.uk/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Attraction)

![Audubon House and Tropical Gardens showing a house](https://images.trvl-media.com/place/6068599/1247082a-f056-4999-8b19-9cbb1174b48f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Audubon House and Tropical Gardens

2.5/5(2 reviews)

Visit a house named after famed naturalist John James Audubon. Learn the history of why the house came to be here.

[](https://expedia.co.uk/Audubon-House-And-Tropical-Gardens-Key-West-Historic-District.d6068599.Attraction)

![St Maarten and St Martin](https://images.trvl-media.com/place/6163799/e86a432d-0e24-416d-b029-e5045c466cdf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Mel Fisher Maritime Museum

Key West’s definitive maritime museum is an important attraction for anyone wanting to learn about early life in the Keys. Hear stories of slavery, pirates and fishermen.

[](https://expedia.co.uk/Mel-Fisher-Maritime-Museum-Florida.d6163799.Attraction)

---

## Top Hotel Deals

## Check availability on hotels close to Jackson Square

[Tonight

](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2026-02-08&endDate=2026-02-09)[8 Feb - 9 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2026-02-08&endDate=2026-02-09)

[Tomorrow night

](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2026-02-09&endDate=2026-02-10)[9 Feb - 10 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2026-02-09&endDate=2026-02-10)

[Next weekend

](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[13 Feb - 15 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

[](https://expedia.co.uk/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

La Concha Key West, Autograph Collection

430 Duval St Key West FL

[](https://expedia.co.uk/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information)

![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Centric Key West Resort and Spa

601 Front St Key West FL

[](https://expedia.co.uk/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information)

![Duval House](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Duval House

815 Duval St Key West FL

[](https://expedia.co.uk/Key-West-Hotels-Duval-House.h900423.Hotel-Information)

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Pier House Resort & Spa

1 Duval St Key West FL

[](https://expedia.co.uk/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

![The Cabana Inn Key West - Adults Only](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/98bddc65_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Cabana Inn Key West - Adults Only

413 Applerouth Lane Key West FL

[](https://expedia.co.uk/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information)

![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

NYAH Key West - Adults Only

420 Margaret Street Key West FL

[](https://expedia.co.uk/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information)

![Pegasus International Hotel](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/81c4c567_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Pegasus International Hotel

501 Southard Street Key West FL

[](https://expedia.co.uk/Key-West-Hotels-Pegasus-International-Hotel.h977303.Hotel-Information)

![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/f2c5f58d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Opal Key Resort & Marina, Key West

245 Front Street Key West FL

[](https://expedia.co.uk/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information)

[See all 2,753 properties in Jackson Square](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6249254)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.