Tyra & Jordan

Sunday, November 2, 2025 • Key West, FL
233 Days To Go!

Tyra & Jordan

Sunday, November 2, 2025 • Key West, FL
233 Days To Go!

Accommodations

Where to stay?

Halloween weekend is one of the busiest in Key West. Please make your arrangements ASAP for the best rates and guaranteed availability.


We recommend staying in Old Town as it's the heart of historic Key West. Here you’ll find buildings dating back to the early 1800s, endless entertainment, boutique hotels, and close proximity to our venues and Duval Street. Old Town is extremely walkable and Uber/Lyft is very active, no need for a rental car.


For more affordable accommodations, consider staying further north in New Town or Upkey, only a short 15 minute drive or Uber/Lyft away from the action.

Casa Marina Key West, Curio Collection by Hilton ($$$$)

Picture of Casa Marina Key West, Curio Collection by Hilton ($$$$)
1500 Reynolds St, Key West, FL 33040, USA
(305) 296-3535

The bride & groom will be staying at the gorgeous, historical, and newly renovated Casa Marina resort (also the wedding venue!). However, you do not have to stay here with us - please check out the recommendations below to match with your vacation style and budget. If staying on this property, use SPECIAL RATE/GROUP CODE M6 at checkout for 10% off your stay.

Website

The Reach Key West, Curio Collection by Hilton ($$$)

Picture of The Reach Key West, Curio Collection by Hilton ($$$)
1435 Simonton St, Key West, FL 33040, USA
(305) 296-5000

This is the sister property to Casa Marina, conveniently located directly next to Casa (1 minute walk). This hotel can be slightly more affordable than Casa, and guests staying at Casa or the Reach are able to use ALL amenities at both hotels (great perk!). If staying on this property, use SPECIAL RATE/GROUP CODE M6 at checkout for 10% off your stay.

Southernmost Beach Resort ($$$)

Picture of Southernmost Beach Resort ($$$)
1319 Duval St, Key West, FL 33040, USA
(800) 354-4455

A great, quiet hotel option, and the next hotel down from The Reach and Casa Marina (10 minute walk). This hotel offers the Southernmost Beach Resort Hotel and Guesthouse rentals. We anticipate this being a more affordable beachfront option, so be sure to check out the offers page on the website. The guesthouses do include breakfast.

Santa Maria Suites Resort ($$)

Picture of Santa Maria Suites Resort ($$)
1401 Simonton St, Key West, FL 33040, USA
(305) 296-5678

This hotel is located on the southern portion of the island right next to Casa Marina/The Reach (10 minute walk). This hotel provides two-bedroom suites featuring full kitchens and a laundry room. Great for groups and better price for a suite-style room.

Key West Hospitality- Guesthouses & Rooms ($$-$$$)

Picture of Key West Hospitality- Guesthouses & Rooms ($$-$$$)
305-296-4275

Several guesthouse locations, including the Wicker Guesthouse, an Island Oasis, and Colors on White at a great price point. Some great rooms can be easily shared for families, friends, couples. Continental Breakfast and bikes included.

The Perry Hotel & Marina Key West ($$)

Picture of The Perry Hotel & Marina Key West ($$)
7001 Shrimp Rd, Key West, FL 33040, USA
(877) 496-8712

Located in New Town, Key West (15 minute drive), a beautiful new hotel at a more affordable price point.

Hilton Garden Inn Key West / The Keys Collection ($$)

Picture of Hilton Garden Inn Key West / The Keys Collection ($$)
3850 N Roosevelt Blvd, Key West, FL 33040, USA
(305) 320-0920

For our Hilton members! Located in upper Key West (15 minute drive), a great hotel option at a more affordable price point.

Fairfield Inn & Suites Key West at The Keys Collection ($$)

Picture of Fairfield Inn & Suites Key West at The Keys Collection ($$)
3852 N Roosevelt Blvd, Key West, FL 33040, USA
(305) 320-0910

For our Marriott members! Located in upper Key West (15 minute drive) a great hotel option at a more affordable price point.