Chesapeake Beach Resort

Chesapeake Beach Resort Discover the beauty and allure of Islamorada’s legendary beach and fishing destination – the Chesapeake Beach Resort. Come slip away with us.
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Lose yourself amidst swaying palm trees, endless ocean vistas, flowering hibiscus, exotic birds, and a lush private lagoon. A 6.5-acre oceanfront property, our Islamorada hotel offers a tranquil sanctuary of sparkling white sands and tropical gardens— the perfect island getaway. Select one of our 65 guest rooms and suites, which feature luxurious tropical decors and amenities like complimentary Wi

-Fi, private balconies with amazing views of the deep-blue waters outside and tropical gardens. For more than 50 years, the Chesapeake Beach Resort has welcomed generations of families, group tours, adventurers, and sport-fishing enthusiasts. It’s easy to see why when you take advantage of our recreational choices. Enjoy our two heated oceanfront pools, soaking spa, and tennis and shuffleboard court. Charter a boat for deep-sea or back-country fishing, or plan a day of snorkeling or diving. The friendly staff at our Islamorada hotel is here to make your stay a wonderful and memorable experience. Whether you’re planning a unique corporate gathering or group retreat, a romantic escape for two, or a fun family vacation, we’ll fit your lifestyle and needs. Anything is possible at Islamorada’s most famous beach and fishing resort.

09/07/2017

We regret to inform our guests that we are closed from September 7th, 2017 until further notice for Hurricane Irma. We will be postponing any and all events, groups, and arrivals for this time. Our staff hopes for the best and safest outcome possible and we encourage everyone to evacuate and heed all warnings and advise from local officials. Please keep Florida and our communities in your thoughts and prayers. We hope to see you in paradise again soon!

The Chesapeake Beach Resort staff were Honored to have welcomed Pink Heals and their trucks to Islamorada for their even...
11/07/2016

The Chesapeake Beach Resort staff were Honored to have welcomed Pink Heals and their trucks to Islamorada for their event. Pink Heals goes to different cities across America to help raise money for community members with illnesses. These individuals make sure that all funds are kept local and to help locals. Our staff was proud and excited to assist them during their stay here.

08/23/2016

Would you like to come play in a higher key? We would love for you to, so we are running another special! Book any new reservation from now through November 1, 2016 and receive a 30% discount on Sunday thru Thursday and a 20% discount on Fridays and Saturdays. Doesn't that sound great? Just to make it even more convenient for you to book your vacation now we will even throw in an additional discount if you stay 5 consecutive nights and choose to stay a 6th!** (Call for details)

Call us at 305-664-4662 or 1-800-338-3395 to book and to find out more information. This special is for new reservations ONLY and cannot be combined with any other offers and/or promotions.Blackout Dates Apply.

07/26/2016

We are offering a Facebook Special! Book your stay for July 31, 2016 through August 13, 2016 and receive a 25% off Sunday through Thursday and 20% off Friday and Saturday.

*This offer is valid for new reservations only and can not be combined with any other offer or discount. Must contact resort and mention Facebook Special for applicable discounts.

06/15/2016

Due to our great customers we are now offering a Fun in the Sun Special! Book your stay with us via phone and mention the Fun in the Sun Special to receive 25% off your stay from Sunday thru Thursday in the month of June. We hope to see you soon, so you to can play in a higher key!

***Reservations must be made by phone to the resorts front desk at 305-664-4662 or 1-800-338-3395. This offer is valid with new reservations only and can not be combined with any other offers or discounts. *****

04/04/2016

Great News! We are offering a Spring Forward Special. This special offers 20% off your entire stay (min. 3 night stay required) in the month of April only. This is valid for new reservations only and cannot be combined with any other offers/discounts. Use the code SFS16 when contacting our front desk at 305-664-4662 or 1-800-338-3395. This code is only valid with phone reservations.

We are looking forward to seeing you real soon!

Some pictures taken at our resort. The only thing missing from these pictures is YOU.
03/09/2016

Some pictures taken at our resort. The only thing missing from these pictures is YOU.

We are happy to be part of the How to Do Florida Family. It was a pleasure hosting you. Check them out.
02/10/2016

We are happy to be part of the How to Do Florida Family. It was a pleasure hosting you. Check them out.

01/14/2016

New Year means New Specials!

We are now offering a New Year Special in the month of January only. Book directly with us and mention the "New Year Special" to receive 30% off Sunday thru Thursday bookings and 20% off Friday and Saturday bookings.

**This offer cannot be combined with any other offers and is for new bookings only. Valid for the month of January bookings only.

11/12/2015

With the holiday season upon us, you surely booked your flight, and your car, but what about your room? Book now before its too late!

We are still offering our fall special until December 23! Reserve now and receive 20% on Sunday through Thursday booking...
10/07/2015

We are still offering our fall special until December 23! Reserve now and receive 20% on Sunday through Thursday bookings! Don't forget in order to get these prices you have to reserve your room on our website. Go to www.chesapeake-resort.com for more information.

Experience scenic ocean vistas, luxurious tropical accommodations and endless activities during your stay at Chesapeake Beach Resort in Islamorada, Florida.

09/09/2015

We are happy to host the 2015 Patriot Run & Car Show, Saturday September 12, 2015! Come out to enjoy the car show, some music,and good food and drinks! The Mustangs will be arriving around noon with a police es**rt and the show is to kick off at 1pm. All are welcome to attend! The public is asked to park across the street and a deputy sheriff will cross you safely.

Address

83409 Overseas Highway
Islamorada, FL
33036

Opening Hours

Monday 7am - 11pm
Tuesday 7am - 11pm
Wednesday 7am - 11pm
Thursday 7am - 11pm
Friday 7am - 11pm
Saturday 7am - 11pm
Sunday 7am - 11pm

Telephone

(305) 664-4662

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