Title: Simonton Beach Tours - Book Now | Expedia.com

[Simonton Beach Hotels](https://expedia.com/Simonton-Beach-Hotels.0-l553248621532652611-0.Travel-Guide-Filter-Hotels)[Car Rentals in Simonton Beach](https://expedia.com/Car-Rentals-In-Simonton-Beach.d553248621532652611.Car-Rental-Guide)[Old Town Key West Vacations](https://expedia.com/Old-Town-Key-West.d553248635976481920.Destination-Travel-Guides)

# Simonton Beach Tours

## Visit Simonton Beach

Activities

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Feel the breeze in your hair, the water swirling around your feet and the salt on your skin at Simonton Beach. Stay and watch the sun set to top off an awesome day out. 

You can keep your money safely in your pocket, because it won't cost a penny to wander around Simonton Beach. Located in [Uptown - Upper Duval](https://www.expedia.com/en/uptown-upper-duval.dx553248635976473524), you'll find some cool attractions not far from this stretch of coastline. Why not explore Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Smathers Beach too? 

## Plan a trip to see Simonton Beach

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

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Southernmost Beach Resort and Guesthouses

Old Town Key West

Save 100% on your flight

$1,031

per person

Apr 2 - Apr 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

Beautiful property. Great room with a porch w ocean view. Very clean. Loved hearing the roosters everywhere. Shore Pool is great! Bartender great! Breakfast great at the hotel restaurant. The location of the hotel is close to everything, Duval St, restaurants and shopping. Recommend a golf cart for traveling the island. Down side… we were here during a chilly week in February and there was not heat. Cold getting out of the shower! Water pressure low, not a real hot shower to begin with.

Reviewed on Feb 9, 2026

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Oceans Edge Key West Resort, Hotel & Marina

Save 100% on your flight

$1,837

per person

Mar 22 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

Room was beautiful and very clean. Concierge so very helpful. The property is relaxing and the view is beautiful

Reviewed on Feb 9, 2026

![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

Save 100% on your flight

$1,434

per person

Mar 22 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

8.8/10 Excellent! (1,749 reviews)

Great atmosphere, friendly staff, great bar and pool area with great food.

Reviewed on Feb 10, 2026

### Browse tours and tickets to explore Simonton Beach

### Tours & day trips

[See all 181 activities](https://expedia.com/things-to-do/search?&rid=553248621532652611&location=Simonton+Beach&filter.categories=ToursDayTrips)

![Day trip to Paradise from Miami: Key West Tour with Snorkeling, 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 Snorkeling, Open bar

16h 30m

9.2/10

18 verified reviews

~~$79~~$57

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/day-trip-to-paradise-from-miami-key-west-tour-with-snorkeling-open-bar.a599857.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$76

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-express-day-trip-from-miami.a263317.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

![Miami to Key West Day Trip with Activity Options](https://mediaim.expedia.com/localexpert/1344154/fc89f93c-7834-4de4-bc12-2437ae6c1c87.jpg?impolicy=resizecrop&rw=500&rh=280)

### Miami to Key West Day Trip with Activity Options

15h

8.8/10

1,057 Viator reviews

Free cancellation available

$39

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/miami-to-key-west-day-trip-with-activity-options.a1344154.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$79

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/dolphin-watch-catamaran-sunset-sail-w-tapas-and-open-bar.a2190809.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

~~$79~~$57

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/full-day-trip-in-key-west-from-miami.a599608.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$112

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-day-trip-from-fort-lauderdale.a349210.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$58

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/historic-key-west-old-town-trolley-hop-on-hop-off-tour.a191537.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

~~$140~~$126

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/half-day-key-wests-ultimate-sandbar-adventure-with-mangrove-kayak-tour.a5210842.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

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

### Miami to Key West Day Trip Adventure

14h

Free cancellation available

$57

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/miami-to-key-west-adventure-in-paradise-day-trip.a51023091.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$45

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-conch-tour-train.a191535.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

### Cruises & boat tours

[See all 84 activities](https://expedia.com/things-to-do/search?&rid=553248621532652611&location=Simonton+Beach&filter.categories=CruisesBoatTours)

![Day trip to Paradise from Miami: Key West Tour with Snorkeling, 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 Snorkeling, Open bar

16h 30m

9.2/10

18 verified reviews

~~$79~~$57

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/day-trip-to-paradise-from-miami-key-west-tour-with-snorkeling-open-bar.a599857.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

148 verified reviews

Free cancellation available

~~$50~~$45

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-morning-snorkel-adventure-with-bottomless-mimosas-breakfast.a585220.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$79

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/dolphin-watch-catamaran-sunset-sail-w-tapas-and-open-bar.a2190809.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

![Key West Sunset Sail with Live Music, Drinks and Appetizers!](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 Appetizers!

2h

9.2/10

279 verified reviews

Free cancellation available

$80

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-sunset-sail-with-live-music-drinks-and-appetizers.a191563.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

![Bucket-List Parasailing In Downtown 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 Downtown Key West - Highest & Longest Rides

1h

9.2/10

70 verified reviews

Free cancellation available

~~$80~~$72

includes taxes & fees

per traveler

[](https://www.expedia.com/things-to-do/bucket-list-parasailing-in-downtown-key-west-highest-longest-rides.a588901.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

![Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & 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, Snorkeling & Lunch

6h

6/10

2 verified reviews

Free cancellation available

~~$179~~$161

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-wests-all-inclusive-combo-with-jetski-parasail-snorkeling-lunch.a588524.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$55

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-coral-reef-snorkel-with-mimosas-margaritas-or-rum-punch.a191569.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

![Key West Afternoon At The Reef Snorkeling 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 Snorkeling Adventure with Open Bar!

3h

9.2/10

79 verified reviews

Free cancellation available

~~$53~~$48

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-afternoon-at-the-reef-snorkeling-adventure-with-open-bar.a587053.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$75

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/lands-end-sunset-cruise-with-full-bar-live-music.a251769.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$80

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-wests-dolphin-watch-snorkel-tour-an-unforgettable-eco-adventure.a191577.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

### History & culture

[See all 58 activities](https://expedia.com/things-to-do/search?&rid=553248621532652611&location=Simonton+Beach&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

$45

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-conch-tour-train.a191535.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$40

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-haunted-tour-ghosts-gravestones.a329630.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$19

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/shipwreck-treasure-museum-tickets.a191533.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$47

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-historic-bahama-village-hemingway-heritage.a2599696.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$129

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-day-trip-glass-bottom-boat-tour-from-miami.a285065.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$35

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/the-dark-side-of-key-west-adults-only-walking-tour.a44644109.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$79

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-jimmy-buffet-walking-tour-with-key-lime-pie.a44635320.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$26

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/harry-s-truman-little-white-house-tour.a246139.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$18

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/mel-fisher-maritime-museum-admission-ticket.a690939.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$33

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-ghost-and-mysteries-guided-tour.a1219258.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

### Private & custom tours

[See all 35 activities](https://expedia.com/things-to-do/search?&rid=553248621532652611&location=Simonton+Beach&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

$3,864

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/dry-tortugas-national-park-day-trip-by-luxury-boat-axopar-37-xc.a47184349.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$177

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/marathon-private-cable-or-cable-kiteboarding-session.a49206825.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$565

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/key-west-private-florida-keys-sandbar-tiki-boat-cruise.a44508897.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$550

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/private-sandbar-adventure-in-key-west-backcountry.a47135631.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$457

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/2-hour-private-sunset-cruise-in-florida-keys-on-tiki-bar-boat.a3629519.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$564

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/key-west-4-hour-private-sandbar-cruise-on-a-tiki-bar-boat.a44635918.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

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

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

8h

9.2/10

10 Viator reviews

Free cancellation available

$899

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/private-luxury-charter-in-key-west-lower-keys-full-day.a5007585.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

~~$15~~$11

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-wests-old-town-treasures-a-self-guided-audio-tour.a5153240.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$403

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/key-west-private-tiki-bar-party-boat.a44647893.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

![Hemingway's Key West Self Guided outdoor 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 outdoor Walking Audio Tour

1h 30m

Free cancellation available

$8

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/hemingways-key-west-self-guided-outdoor-walking-audio-tour.a50651503.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

### Adventure & outdoor

[See all 23 activities](https://expedia.com/things-to-do/search?&rid=553248621532652611&location=Simonton+Beach&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

$95

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-half-day-fishing-charter.a5299343.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

![Key West 6-Hour Party Boat Fishing Trip – Affordable Reef Fishing](https://mediaim.expedia.com/localexpert/689977/43568d63-40cf-4d31-8fcd-1dcd6895a753.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West 6-Hour Party Boat Fishing Trip – Affordable Reef Fishing

6h

9/10

71 Viator reviews

Free cancellation available

$85

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-deep-sea-fishing-charter-with-experienced-captains.a689977.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

~~$189~~$170

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/key-west-back-country-tour-with-snorkel-drive-your-own-boat.a587829.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$250

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/6-hour-shared-deep-sea-fishing-in-key-west.a50006750.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$59

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/guided-bicycle-tour-of-old-town-key-west.a1343820.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$200

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/4-hour-shared-deep-sea-fishing-in-key-west.a49951843.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$180

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/private-key-west-conch-republic-tiki-bike-experience-by-kokomo-cabs-key-west.a2599693.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

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

### Six Fins Private Bachelorette Charter–Key West Yacht Party Cruise

6h

$1,670

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/private-key-west-wedding-charter.a49230665.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$950

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/corsair-2-sportfishing-key-west.a1280332.activity-details?&rid=553248621532652611&location=Simonton+Beach&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

$900

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/fishing-charters-in-key-west-florida.a45754110.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off)

### Popular places to visit

![South Beach featuring a sandy beach and general coastal views as well as a small group of people](https://images.trvl-media.com/place/6246827/42d13a3e-a933-4e9f-b857-cde9f4314a24.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### South Beach

Head to the southernmost beach of the continental United States to relax and swim in the waters where famous writer Tennessee Williams once took his daily swim.

[](https://expedia.com/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction)

![Key West Butterfly and Nature Conservatory showing animals, zoo animals and food](https://images.trvl-media.com/place/6068597/40321a43-d7c0-4ff6-bffa-8178a19d9be2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Key West Butterfly and Nature Conservatory

With about 60 species of butterfly, an indoor waterfall and a tropical rainforest, this nature conservatory is one of the most popular attractions in Key West.

[](https://expedia.com/Key-West-Butterfly-And-Nature-Conservatory-Old-Town-Key-West.d6068597.Vacation-Attraction)

![Southernmost Point featuring signage as well as a large group of people](https://images.trvl-media.com/place/501380/97e2b26c-38ce-483b-b59e-7a017404ab35.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Southernmost Point

Snap a memorable photograph from the edge of North America at this monumental landmark.

[](https://expedia.com/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction)

![Saint Mary Star of the Sea](https://images.trvl-media.com/place/553248621532652618/15ccc86c-afc5-49fd-bb6f-91969d6a525a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Saint Mary Star of the Sea

Be a faithful pilgrim or curious visitor to see a truly marvelous structure that measures the progression of time through religion.

[](https://expedia.com/Saint-Mary-Star-Of-The-Sea-Old-Town-Key-West.d553248621532652618.Vacation-Attraction)

![Higgs Beach showing a sandy beach and tropical scenes as well as a large group of people](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Clarence S. Higgs Memorial Beach Park

Pay your respects at an impressive African burial site, explore landscaped gardens or snorkel with the family at this oceanfront beach park.

[](https://expedia.com/Clarence-S-Higgs-Memorial-Beach-Park-Old-Town-Key-West.d6246822.Vacation-Attraction)

![Key West Lighthouse and Keeper\'s Quarters Museum which includes a lighthouse as well as a small group of people](https://images.trvl-media.com/place/501383/c7b3d50d-e46f-45f8-b8e6-3e9dc0cb7342.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Key West Lighthouse and Keeper's Quarters Museum

Climb to the top of this historic lighthouse for unparalleled photo opportunities and then visit the former home of Key West’s lighthouse keepers.

[](https://expedia.com/Key-West-Lighthouse-And-Keepers-Quarters-Museum-Old-Town-Key-West.d501383.Vacation-Attraction)

---

## Best Lodging Options Near Simonton Beach

## Check availability on hotels close to Simonton Beach

[Tonight

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532652611&startDate=2026-02-10&endDate=2026-02-11)[Feb 10 - Feb 11](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532652611&startDate=2026-02-10&endDate=2026-02-11)

[Tomorrow night

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532652611&startDate=2026-02-11&endDate=2026-02-12)[Feb 11 - Feb 12](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532652611&startDate=2026-02-11&endDate=2026-02-12)

[This weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532652611&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532652611&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)

[Next weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532652611&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026)[Feb 20 - Feb 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532652611&startDate=2%2F20%2F2026&endDate=2%2F22%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.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Reach Key West, Curio Collection by Hilton

1435 Simonton Street Key West FL

[](https://expedia.com/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

[](https://expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

![Southwinds Motel](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/83ae09e3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Southwinds Motel

1321 Simonton Street Key West FL

[](https://expedia.com/Key-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information)

![The Southernmost Inn - Adults Only](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/2b7e8bad_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Southernmost Inn - Adults Only

525 United Street Key West FL

[](https://expedia.com/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.Hotel-Information)

![Santa Maria Suites](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/8aacf584_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Santa Maria Suites

1401 Simonton St Key West FL

[](https://expedia.com/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information)

![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Winslow's Bungalows - Key West Historic Inns

725 Truman Avenue Key West FL

[](https://expedia.com/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information)

![Coconut Beach Resort](https://images.trvl-media.com/lodging/88000000/87370000/87360600/87360593/7ac40fe4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Coconut Beach Resort

1500 Alberta St Key West FL

[](https://expedia.com/Key-West-Hotels-Coconut-Beach-Resort.h87360593.Hotel-Information)

![Seashell Motel](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/96336187_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Seashell Motel

718 South Street Key West FL

[](https://expedia.com/Key-West-Hotels-Seashell-Motel-Key-West-Hostel.h7107973.Hotel-Information)

[See all 2,677 properties in Simonton Beach](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=553248621532652611)

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.

## Explore a world of travel with Expedia

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- [4 Star Hotels in Key West ](https://www.expedia.com/4Star-Key-West-Hotels.s40-0-d1187.Travel-Guide-Filter-Hotels)
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- [Ernest Hemingway Home and Museum ](https://www.expedia.com/Ernest-Hemingway-Home-And-Museum-Old-Town-Key-West.d501376.Vacation-Attraction)
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- [Tennessee Williams Key West Exhibit ](https://www.expedia.com/Tennessee-Williams-Key-West-Exhibit-Old-Town-Key-West.d553248621561885356.Vacation-Attraction)
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- [Visit Uptown - Upper Duval ](https://www.expedia.com/Key-West-Uptown-Upper-Duval.dx553248635976473524)
- [The Kite House ](https://www.expedia.com/The-Kite-House-Old-Town-Key-West.d553248621532652628.Vacation-Attraction)
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- [San Carlos Institute - Casa Cuba ](https://www.expedia.com/San-Carlos-Institute-Casa-Cuba-Old-Town-Key-West.d6068607.Vacation-Attraction)
- [Jackson Square ](https://www.expedia.com/Jackson-Square-Old-Town-Key-West.d6249254.Vacation-Attraction)
- [Florida Keys Eco - Discovery Center ](https://www.expedia.com/Florida-Keys-Eco-Discovery-Center-Old-Town-Key-West.d6069247.Vacation-Attraction)
- [Key West Burlesque Theater ](https://www.expedia.com/Key-West-Burlesque-Theater-Old-Town-Key-West.d553248621532652629.Vacation-Attraction)
- [Donkey Milk House ](https://www.expedia.com/Donkey-Milk-House-Key-West-Historic-District.d6249268.Vacation-Attraction)
- [Florida Keys National Marine Sanctuary ](https://www.expedia.com/Florida-Keys-National-Marine-Sanctuary-Key-West.d6163838.Vacation-Attraction)
- [Visit Bahama Village ](https://www.expedia.com/Key-West-Bahama-Village.dx553248621533115696)
- [Oldest House Museum and Garden ](https://www.expedia.com/Oldest-House-Museum-And-Garden-Key-West-Historic-District.d553248621533115800.Vacation-Attraction)
- [Harry S. Truman Little White House ](https://www.expedia.com/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction)
- [Red Barn Theater ](https://www.expedia.com/Red-Barn-Theater-Key-West-Historic-District.d6069271.Vacation-Attraction)
- [Curry Mansion Museum ](https://www.expedia.com/Curry-Mansion-Museum-Key-West-Historic-District.d553248621532652631.Vacation-Attraction)
- [Romantic Vacation Packages Key West ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/1187/Key-West)
- [Visit Key West Historic District ](https://www.expedia.com/Key-West-Key-West-Historic-District.dx6281809)
- [Sails To Rails Museum at Flagler Station ](https://www.expedia.com/Sails-To-Rails-Museum-At-Flagler-Station-Key-West-Historic-District.d553248621532652635.Vacation-Attraction)
- [Mel Fisher Maritime Museum ](https://www.expedia.com/Mel-Fisher-Maritime-Museum-Old-Town-Key-West.d6163799.Vacation-Attraction)
- [Audubon House and Tropical Gardens ](https://www.expedia.com/Audubon-House-And-Tropical-Gardens-Key-West-Historic-District.d6068599.Vacation-Attraction)
- [Schooner Western Union ](https://www.expedia.com/Schooner-Western-Union-Key-West-Historic-District.d6069261.Vacation-Attraction)
- [Roy John-Karl Gallery ](https://www.expedia.com/Roy-John-Karl-Gallery-Key-West-Historic-District.d553248621532652462.Vacation-Attraction)
- [Custom House Museum ](https://www.expedia.com/Custom-House-Museum-Old-Town-Key-West.d6069265.Vacation-Attraction)

- [Car rentals near Key West ](https://www.expedia.com/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)
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- [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)

- [Things to do in Key West ](https://www.expedia.com/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)