Title: Simonton Beach in Old Town Key West - Tours and Activities | Expedia.ca [Simonton Beach Hotels](https://expedia.ca/Simonton-Beach-Hotels.0-l553248621532652611-0.Travel-Guide-Filter-Hotels)[Simonton Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Simonton-Beach.d553248621532652611.Car-Rental-Guide)[Old Town Key West Vacations](https://expedia.ca/Old-Town-Key-West.d553248635976481920.Destination-Travel-Guides) # Simonton Beach Tours and Activities ## Visit Simonton Beach Activities --- --- ## Plan a trip to see Simonton Beach Price found within the past 48 hours. Click for updated prices. ![Coconut Beach Resort](https://images.trvl-media.com/lodging/88000000/87370000/87360600/87360593/7ac40fe4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Coconut Beach Resort Old Town Key West CA $2,323 per person May 3 - May 8 found 6 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9/10 Wonderful! (143 reviews) Great spot for our family trip, toddler and all. Can’t wait to go back! Reviewed on Feb 14, 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 CA $2,898 per person Mar 21 - Mar 27 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Oceans Edge was amazing! Super friendly staff, impeccably clean property, rooms, on site restaurant with delicious food and drinks, etc.. I would book again the next time we come back to Key West! Thanks for the hospitality and great time! Reviewed on Feb 16, 2026 ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pier House Resort & Spa Key West Historic District CA $3,746 per person Mar 21 - Mar 27 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Key West (EYW) 9/10 Wonderful! (1,006 reviews) Wonderful staff and amenities Reviewed on Feb 18, 2026 ### Tours & day trips [See all 175 activities](https://expedia.ca/things-to-do/search?&rid=553248621532652611&location=Simonton+Beach&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 ~~CA $108~~CA $78 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/day-trip-to-paradise-from-miami-key-west-tour-with-snorkelling-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 8.8/10 398 verified reviews Free cancellation available CA $104 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $53 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/miami-to-key-west-day-trip-with-activity-options.a1344154.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 ~~CA $108~~CA $78 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/full-day-trip-in-key-west-from-miami.a599608.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 9.4/10 127 verified reviews Free cancellation available CA $108 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/key-west-premium-dolphin-watch-sunset-sail-w-tapas-pairing.a2190809.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 CA $153 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $79 includes taxes & fees per adult [](https://www.expedia.ca/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 18 verified reviews Free cancellation available CA $191 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/half-day-key-wests-ultimate-sandbar-adventure-with-mangrove-kayak-eco-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 CA $78 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $62 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/key-west-conch-tour-train.a191535.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off) ### Cruises & boat tours [See all 82 activities](https://expedia.ca/things-to-do/search?&rid=553248621532652611&location=Simonton+Beach&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 ~~CA $108~~CA $78 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/day-trip-to-paradise-from-miami-key-west-tour-with-snorkelling-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 9.4/10 149 verified reviews Free cancellation available CA $68 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/morning-reef-snorkel-with-unlimited-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 9.4/10 127 verified reviews Free cancellation available CA $108 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/key-west-premium-dolphin-watch-sunset-sail-w-tapas-pairing.a2190809.activity-details?&rid=553248621532652611&location=Simonton+Beach&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 CA $109 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/commotion-on-the-ocean-sunset-sail.a191563.activity-details?&rid=553248621532652611&location=Simonton+Beach&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 71 verified reviews Free cancellation available CA $109 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/key-west-parasailing-city-centre.a588901.activity-details?&rid=553248621532652611&location=Simonton+Beach&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 CA $244 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/do-it-all-watersport-combo-with-lunch-and-parasail.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 CA $74 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/snorkel-adventure-of-coral-reef.a191569.activity-details?&rid=553248621532652611&location=Simonton+Beach&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 CA $72 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/key-west-afternoon-snorkel-with-open-well-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 CA $102 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/lands-end-sunset-cruise-with-full-bar-live-music.a251769.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off) ![Key West Glass Bottom Boat – Explore North America’s Only Living Coral Reef](https://mediaim.expedia.com/localexpert/191565/5e2d3e8e-8523-4375-ba56-7521df0d2e7f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Key West Glass Bottom Boat – Explore North America’s Only Living Coral Reef 1h 45m 8.2/10 40 verified reviews Free cancellation available CA $95 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/glass-bottom-catamaran-eco-tour-cruise.a191565.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off) ### History & culture [See all 57 activities](https://expedia.ca/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 CA $62 includes taxes & fees per adult [](https://www.expedia.ca/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 72 verified reviews Free cancellation available CA $54 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $26 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $64 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/key-west-historic-district-small-group-walking-tour.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 CA $176 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/key-west-day-trip-glass-bottom-boat-tour-from-miami.a285065.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 CA $108 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/key-west-jimmy-buffet-walking-tour-with-key-lime-pie.a44635320.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 CA $48 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/the-dark-side-of-key-west-adults-only-walking-tour.a44644109.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 CA $35 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $24 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $45 includes taxes & fees per adult [](https://www.expedia.ca/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.ca/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 CA $5,270 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/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 CA $242 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/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 CA $771 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/key-west-private-florida-keys-sandbar-tiki-boat-cruise.a44508897.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 CA $623 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/2-hour-private-sunset-cruise-on-tiki-bar-boat-in-key-west.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 CA $770 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/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) ![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 CA $750 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-sandbar-adventure-in-key-west-backcountry.a47135631.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 ~~CA $21~~CA $15 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $550 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/key-west-private-tiki-bar-party-boat.a44647893.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 CA $1,226 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-luxury-charter-in-key-west-lower-keys-full-day.a5007585.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off) ![Private Sunset Cruise around Key West](https://mediaim.expedia.com/localexpert/47155390/d6e7b92c-c0f5-4aa6-8d65-fd3a229b89d7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Sunset Cruise around Key West 2h 10/10 24 Viator reviews Free cancellation available CA $546 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-sunset-cruise-around-key-west.a47155390.activity-details?&rid=553248621532652611&location=Simonton+Beach&swp=off) ### Adventure & outdoor [See all 20 activities](https://expedia.ca/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 CA $130 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/half-day-fishing-tour-in-key-west.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 CA $116 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/key-west-fishing-day-trip.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 CA $258 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/key-west-back-country-eco-tour-with-snorkel-for-2.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 CA $341 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $80 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $273 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/4-hour-shared-deep-sea-fishing-in-key-west.a49951843.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 CA $2,278 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-wedding-charter-lbgtq-friendly.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 CA $1,296 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/corsair-2-sportfishing.a1280332.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 CA $245 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/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) ![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 CA $1,227 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/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 The southernmost beach in the continental United States is a convenient sandy enclave, just minutes from the center of town. [](https://expedia.ca/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction) ![Key West Butterfly and Nature Conservatory featuring zoo animals, 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.ca/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.ca/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.ca/Saint-Mary-Star-Of-The-Sea-Florida.d553248621532652618.Vacation-Attraction) ![Higgs Beach which includes a 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.ca/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.ca/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.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532652611&startDate=2026-02-19&endDate=2026-02-20)[Feb 19 - Feb 20](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532652611&startDate=2026-02-19&endDate=2026-02-20) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532652611&startDate=2026-02-20&endDate=2026-02-21)[Feb 20 - Feb 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532652611&startDate=2026-02-20&endDate=2026-02-21) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532652611&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[Feb 20 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532652611&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532652611&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[Feb 27 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532652611&startDate=27%2F02%2F2026&endDate=01%2F03%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.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.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.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.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.ca/Key-West-Hotels-The-Reach-Key-West.h457821.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.ca/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.ca/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.ca/Key-West-Hotels-Santa-Maria-Suites.h910922.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.ca/Key-West-Hotels-Coconut-Beach-Resort.h87360593.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.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.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.ca/Key-West-Hotels-Seashell-Motel-Key-West-Hostel.h7107973.Hotel-Information) [See all 2,675 properties in Simonton Beach](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_POI_Spring_PROMO_553248621532652611)