BookResorts™ is an independent travel network offering over 100,000 hotels worldwide.is an independent travel network.

Amara Cay Resort Islamorada, Florida
Book Now Or call, 24/7+1 (888) 605-1350
Rooms & Suites Dine & Drink Activities Gallery FAQs
Ready to book?Lowest online rate, free perks and upgrades.Book nowCall 24/7 · 888-605-1350
Hotel comparison guide

Amara Cay Resort vs Chesapeake Beach Resort

Amara Cay Resort is a 4-star oceanfront Islamorada resort with a zero-entry pool, private elevated sunning beach, on-site water activities, and multiple on-site restaurants — good for families, couples, and guests who want organized water sports and resort dining. Chesapeake Beach Resort is an established 3.5-star Islamorada beachfront hotel with two outdoor pools, a marina and boat tours, and a long guest-rating history — read this if you want a classic Keys waterfront stay with simple, reliable amenities.

Updated

Curved resort pool with palm trees and loungers at Amara Cay Resort

Amara Cay Resort

Oceanfront · Family-friendly · Zero-entry pool

Best for families and active-water travelers who want on-site snorkeling, kayaking, beach yoga and multiple on-site dining options.

See rooms & suites
Chesapeake Beach Resort, Islamorada, Florida

Chesapeake Beach Resort

Beachfront · Marina · 2 outdoor pools

Best for travelers who want a familiar, straightforward Islamorada beachfront hotel with marina access, boat tours, and complimentary continental breakfast.

Quick Verdict: Amara Cay Resort vs Chesapeake Beach Resort

When Amara Cay Resort wins: choose Amara Cay if you want a resort-style stay with a zero-entry oceanfront pool, a private elevated sunning beach, several on-site dining venues (ReelCatch, Tiki Bar, Coastal Cup & Lounge), organized water activities, and larger meeting/wedding spaces.

When Chesapeake Beach Resort wins: choose Chesapeake Beach if you prefer a smaller, long-standing beachfront property with marina/boat-tour access, two outdoor pools, and a high guest rating for a classic Keys waterfront experience with complimentary continental breakfast.

Bottom line: both are solid Islamorada choices on the Atlantic side; pick Amara Cay for a fuller resort program and family-friendly facilities, and pick Chesapeake Beach for a simple, well-rated beachfront stay with on-site boating options.

Call +1 (888) 605-1350Book Amara Cay Resort

Amara Cay Resort vs Chesapeake Beach Resort – At a Glance

Side-by-side facts for Amara Cay Resort and Chesapeake Beach Resort
CategoryAmara Cay ResortChesapeake Beach Resort
Overall vibe4-star resort-style property with resort fee, beach activities, poolside bar and on-site spa services.Established beachfront hotel with a straightforward, classic Keys feel and on-site marina/boat-tour options.
LocationOceanfront at Mile Marker 80 (Atlantic side) with private elevated sunning beach and reef access via stairway.Islamorada (Matecumbe) beachfront location on Overseas Hwy; supplier listing shows private beach and marina on site.
Size (rooms)110 rooms across four floors (renovated and larger meeting/event capacity).60 air-conditioned rooms listed in supplier data.
Ages / audienceAll ages welcome; primary guest must be 21+ to check in.All ages welcome (not adults-only).
PoolsZero-entry oceanfront pool with in-pool loungers; pool hours 8am to sunset.Two outdoor pools; pool hoist and sun loungers listed.
Restaurants & barsReelCatch (breakfast & dinner), Tiki Bar (poolside lunch/dinner), Coastal Cup & Lounge; public access and live music Thurs–Sat.One bar/lounge; complimentary continental breakfast served daily; wrap-up-drink bar/lounge noted.
Spa & wellnessOoh la la at The Collection provides spa services, plus beach yoga and massages.Not published
Known forResort amenities, water activities (kayaking, snorkeling, scuba), events/weddings and a zero-entry pool.Classic waterfront hotel with marina, boat tours, and strong guest ratings for a traditional Keys stay.
Beach accessPrivate elevated sunning beach (not a natural sand swimming beach) with stairway for snorkeling access.On private beach (supplier listing notes private beach and beach sun loungers/towels).
Transfers & local accessComplimentary local shuttle between sister properties and Rum Runner water taxi; no airport shuttle.Not published

A Look Inside Amara Cay Resort

Amara Cay Resort: rooms & suitesRooms & suitesAmara Cay Resort: pools & beachPools & beachAmara Cay Resort: diningDiningAmara Cay Resort: spa & wellnessSpa & wellness
See all photos →

Location: Amara Cay Resort vs Chesapeake Beach Resort

Amara Cay Resort – Location

Amara Cay sits on Islamorada’s Atlantic (sunrise) side at Mile Marker 80 with oceanfront rooms that face the reef and Alligator Reef Lighthouse.

  • Address: 80001 Overseas Hwy, Islamorada, FL 33036.
  • Private elevated sunning beach and a stairway down to the water for snorkeling (not a natural sand swimming beach).
  • Complimentary Rum Runner water taxi and shuttle service link Amara Cay with sister properties and nearby spots.

Choose Amara Cay if you want direct oceanfront positioning with resort transport between sister properties.

Chesapeake Beach Resort – Location

Chesapeake Beach Resort is an established beachfront hotel in Islamorada (Matecumbe) with marina access and boat tours on site.

  • Address: 83409 Overseas Hwy, Islamorada, Florida 33036.
  • Supplier listing highlights an on-site marina, boat tours and private beach access.
  • Located within short local distances of Islamorada attractions like the History of Diving Museum and Windley Key Fossil Reef.

Choose Chesapeake Beach for straightforward beachfront access and easy boat-based activity options.

Rooms: What to expect

Amara Cay Resort – Rooms

Amara Cay has 110 guest rooms and 18 room types including multiple oceanfront suites and lanai options.

  • Room types include Suite, with Sofa bed, Oceanfront; Room, Oceanfront; Premium Suite, Multiple Beds, Oceanfront and more.
  • Rooms are smoke-free; property is wheelchair-accessible and has elevator service to all floors.
  • Primary guest must be 21+ to check in; family-friendly room options and some pet-friendly rooms (dogs allowed, fee applies).

Amara Cay offers a wide range of room types including larger suites for families and oceanfront lanai rooms.

Chesapeake Beach Resort – Rooms

Chesapeake Beach Resort lists about 60 air-conditioned rooms across various ocean-view and villa-style categories.

  • Room names include Ocean View King, Standard King Villa, Ocean View Queens, ADA options, and multiple suite layouts.
  • Rooms feature pillowtop beds, microwaves and flat-screen TVs; free Wi‑Fi is included.
  • Supplier listing shows accessibility features like wheelchair-accessible parking and public washrooms.

Chesapeake Beach provides a range of ocean-view and villa-style rooms with practical in-room amenities.

Dining & drinks: comparisons

Amara Cay Resort – Dining & drinks

Amara Cay runs multiple on-site venues — ReelCatch, the Tiki Bar, and Coastal Cup & Lounge — with meal times and live music schedules.

  • ReelCatch: breakfast (7–11am) and dinner (5–10pm); daily happy hour at the Lobby Bar (4–6pm).
  • Tiki Bar: poolside menu and cocktails (hours vary by listing; commonly 11:30am–11pm).
  • Many dining venues are open to the public and sister-resort guests; reservations accepted at ReelCatch and Tiki Bar.

Amara Cay is better if you want a variety of resort dining options and scheduled entertainment.

Chesapeake Beach Resort – Dining & drinks

Chesapeake Beach Resort offers a bar/lounge and a complimentary continental breakfast each morning.

  • Complimentary continental breakfast served daily from the supplier listing.
  • One bar/lounge is noted for evening drinks; property encourages wrap-up drinks at the lounge.
  • On-site marina and nearby dining options in Islamorada expand choices beyond the hotel’s outlets.

Chesapeake Beach is a simpler choice for guests who prefer included continental breakfast and fewer on-site dining outlets.

Pools & beach: main amenity showdowns

Amara Cay Resort – Pools & beach

Amara Cay emphasizes a zero-entry oceanfront pool with in-pool loungers and a private sunning beach area.

  • Zero-entry pool with views to Alligator Reef Lighthouse; pool hours 8am to sunset.
  • Lighthouse Beach offers chaise lounges, thatched huts and towels; stairway to reef for snorkeling.
  • Pool and beach access are included in the resort-fee amenities.

Amara Cay focuses on family-friendly pool design and direct reef-snorkel access from its private beach.

Chesapeake Beach Resort – Pools & beach

Chesapeake Beach Resort has two outdoor pools, beach sun loungers and beach towels available for guests.

  • Supplier listing indicates two outdoor pools and pool sun loungers.
  • Beach towels and beach sun loungers are available; property notes on private beach access.
  • Pool hoist and accessible pool features are listed in the amenities.

Chesapeake Beach is suited for guests who want multiple pools and direct marina/beach access without a larger resort footprint.

Wellness & nightlife

Amara Cay Resort – Wellness & nightlife

Amara Cay offers on-site wellness options via Ooh la la at The Collection, plus beach yoga and evening live music at dining venues.

  • Spa services (Ooh la la) include massages, facials and salon services; separate booking phone numbers are published.
  • Fitness center open daily from 6am–10pm.
  • Live music Thursdays through Saturdays at ReelCatch and Tiki Bar (6–9pm).

Amara Cay pairs spa offerings and scheduled live music for guests wanting both relaxation and evening entertainment.

Chesapeake Beach Resort – Wellness & nightlife

Chesapeake Beach Resort lists general leisure amenities like free Wi‑Fi, a bar/lounge and boat-tour access; published spa details are not available in the supplier listing.

  • On-site marina and boat tours are promoted, which may appeal to active-day guests.
  • Complimentary continental breakfast and a bar/lounge provide simple start/end-of-day options.
  • No spa hours or dedicated spa provider are published in the supplier listing.

Chesapeake Beach suits travelers focused on boating and daytime water activities rather than on-site spa programming.

Who Wins? Best Pick by Travel Style

Best for families and kids' activities
Reception desk and wood-paneled wall with Amara Cay Resort lettering

Amara Cay Resort

Amara Cay — zero-entry pool, on-site water activities, kids-eat-free nights and family-friendly rooms.

Best for boating and marina access
Chesapeake Beach Resort, Islamorada, Florida

Chesapeake Beach Resort

Chesapeake Beach — on-site marina and boat tours make it easier to book water excursions directly from the property.

Best for more on-site dining choices
Seating area in the resort lobby with wicker chairs and pendant lights

Amara Cay Resort

Amara Cay — multiple venues (ReelCatch, Tiki Bar, Coastal Cup & Lounge) and scheduled live music.

Best for a straightforward beachfront stay with included breakfast
Chesapeake Beach Resort, Islamorada, Florida

Chesapeake Beach Resort

Chesapeake Beach — complimentary continental breakfast and a classic, smaller hotel footprint.

Frequently asked questions

Amara Cay Resort vs Chesapeake Beach Resort: FAQs

See all FAQs →
Which property is better for families with small children?

Amara Cay — it’s family-friendly, has a zero-entry pool, kids’ promotions at ReelCatch and multiple family-sized room types.

Which hotel is better if I want to book boat trips or rent a boat?

Chesapeake Beach — supplier listing shows a marina on site and boat tours available directly at the hotel.

Do either property’s breakfasts come included?

Chesapeake Beach lists a complimentary continental breakfast; Amara Cay typically offers cooked-to-order breakfast as a paid extra (or via on-site dining venues).

Is there an on-site spa at both hotels?

Amara Cay has spa and wellness services through Ooh la la at The Collection; Chesapeake Beach supplier data does not publish spa details.

More Amara Cay Resort Comparison Guides

Explore how Amara Cay Resort stacks up against other hotels nearby:

Couple enjoying a covered beachfront cabana looking toward the ocean at Amara Cay Resort
Book your stay

Oceanfront rooms with water‑sports access

  • Lowest rate guarantee
  • Complimentary perks & upgrades
  • 24/7 concierge
Check availability Call 888-605-1350
Offer terms

Price comparison & offer terms

These terms apply to the price comparison, Lowest Price Guarantee, free perks and concierge service shown on this site.

How we compare rates

The nightly rate shown is the lowest nightly rate we found for Amara Cay Resort after searching every available night up to 12 months in advance, based on single occupancy (one guest). We compared that rate with publicly available rates on other online travel agencies (OTAs), such as Expedia, Hotels.com and similar sites, and show the price difference we found. We don't name the specific site each comparison came from.

Rates and availability change constantly. The rate for your dates, room type and number of guests may be different. The full price, including taxes and fees, is shown before you confirm.

Lowest Price Guarantee

Free perks & upgrades

24/7 concierge

General

BookResorts may change or end these offers at any time. These terms are in addition to our Terms & Conditions and Privacy Policy. BookResorts is an independent travel agency and is not affiliated with Amara Cay Resort.
Legal

Terms & Conditions

Last updated: January 1, 2026

Please read these Terms carefully. They contain important information about limitations of our liability and the resolution of disputes through binding arbitration and a class action waiver (Section 16), and our right to change these Terms (Section 18).

1. Acceptance of these terms

These Terms & Conditions (the “Terms”) govern your access to and use of BookResorts and any booking you make through us. By using the site or making a reservation, you agree to these Terms. If you do not agree, please do not use the site.

2. Definitions

“We,” “us,” and “our” refer to BookResorts, operated by SVH Tours & Travel Services, Inc. “You” refers to the person using the site or making a reservation. A “Supplier” or “Travel Provider” is the hotel, resort, or other provider that supplies the travel services. “Travel Services” means the room stays and related services made available through us. “Content” means text, descriptions, images, reviews, and other material on the site.

3. Who we are

BookResorts is an independent online travel agency that acts as an intermediary between you and Suppliers. We are not a hotel, and we are not owned by, affiliated with, endorsed by, or sponsored by any hotel or brand featured on the site. When you book, your reservation is made with the Supplier through us as agent.

4. Eligibility & use of the site

You must be at least 18 years old (or the age of majority where you live) and able to enter a binding contract. You agree to use the site only to make legitimate reservations for yourself or for someone you are authorized to act for, to provide accurate and complete information, and to inform any other traveler of the terms that apply to their reservation.

5. Bookings & confirmation

All reservations are subject to availability and to the rate rules, restrictions, and policies shown at the time of booking. A reservation is confirmed only when you receive a confirmation from us. You are responsible for reviewing the rate rules (including cancellation terms) before you book.

6. Prices, fees, taxes & currency

Prices are shown in the currency indicated and include applicable taxes and fees unless stated otherwise; the total is displayed before you confirm. Our price may include a service fee and may differ from the rate offered directly by the Supplier. Currency conversions, where shown, are estimates. Certain taxes or resort fees may be collected by the Supplier at the property.

7. Cancellations, changes & refunds

Each rate carries its own cancellation policy, shown before you book (for example, non-refundable, or refundable up to a stated deadline). Refund eligibility and timing follow the policy attached to the rate you select. Service fees may be non-refundable. Failure to check in (“no-show”) may result in forfeiture of the amount paid, per the rate rules.

8. Your responsibilities

You are responsible for having valid identification and any required travel documents (such as a passport or visa), and for complying with the Supplier’s policies, including minimum check-in age, occupancy limits, deposits, and identification requirements. You are responsible for the accuracy of all guest information you provide.

9. Suppliers & third-party services

Suppliers are independent third parties. We are not liable for the acts, errors, omissions, representations, warranties, or negligence of any Supplier, or for the quality, condition, or safety of the travel services they provide. Any dispute regarding your stay or the services delivered is between you and the Supplier. Supplier terms and policies apply in addition to these Terms.

10. Third-party links

The site may contain links to third-party websites provided for your convenience. We do not control and are not responsible for those sites, and a link does not imply endorsement. Your use of any linked site is at your own risk and subject to that site’s terms.

11. Intellectual property

The site and its Content (excluding third-party trademarks) are owned by BookResorts or its licensors and are protected by law. Hotel names, logos, and trademarks are the property of their respective owners and are used only to identify the property being booked. You may not copy, scrape, or reuse any Content without permission.

12. Prohibited conduct

You agree not to use the site for any unlawful or fraudulent purpose; not to make speculative, false, or fraudulent reservations; not to use automated tools to access or scrape the site; and not to interfere with the site’s operation or security.

13. Reviews & user content

If you submit reviews or other content, you grant us a non-exclusive, royalty-free license to use, display, and distribute it in connection with our services. You are responsible for what you submit, and we may remove content at our discretion.

14. Disclaimers

The site, its Content, and the travel services are provided on an “as is” and “as available” basis, without warranties of any kind, whether express or implied, including as to accuracy, availability, or fitness for a particular purpose. We do not warrant that listings, prices, or descriptions are error-free.

15. Limitation of liability

To the fullest extent permitted by law, BookResorts will not be liable for any indirect, incidental, special, punitive, or consequential damages arising out of or connected with your use of the site or any booking. If we are found liable, our total liability will not exceed the greater of (a) the fees you paid to BookResorts for the booking at issue, or (b) US$100. This limitation reflects the allocation of risk between us.

16. Dispute resolution

We want to resolve any concern quickly and fairly. Before pursuing a formal claim, you agree to first contact our support team at 888-605-1350 or support@bookresorts.com and give us 60 days to resolve the matter informally. If we are unable to resolve it, any dispute will be handled by the state or federal courts located in California, as set out in Section 17 (either party may still bring qualifying claims in small claims court).

17. Governing law & venue

These Terms are governed by the laws of the State of California, USA, without regard to conflict-of-laws rules. Any permitted court action will be brought exclusively in the state or federal courts located in Los Angeles County, California, and you consent to their jurisdiction.

18. Changes to these terms

We may update these Terms from time to time. The version in effect at the time of your booking applies to that booking. Your continued use of the site after changes take effect means you accept the updated Terms.

19. Force majeure

We are not responsible for any failure or delay caused by events beyond our reasonable control, including severe weather, natural disasters, pandemics, strikes, government actions, or Supplier closures.

20. Miscellaneous

If any provision is found unenforceable, the remaining provisions stay in effect. Our failure to enforce a provision is not a waiver. These Terms are the entire agreement between you and us regarding the site.

21. Contact

Questions about these Terms or a reservation? Call our support team, available 24/7, at 888-605-1350.
Legal

Privacy Policy

Last updated: January 1, 2026

This Privacy Policy explains how BookResorts collects, uses, shares, and protects your personal information when you use our site or make a booking. For the purposes of applicable data protection law, the data controller is SVH Tours & Travel Services, Inc. (operating as BookResorts).

1. Information you provide

When you search, book, or contact us, we collect information such as your name, email, phone number, billing and payment details, the names and details of other guests, your travel dates and preferences, and the content of your communications with us.

2. Information we collect automatically

When you use the site, we automatically collect technical and usage data such as your device and browser type, IP address, approximate location, pages viewed, referring URLs, and interactions with the site, using cookies and similar technologies.

3. Information from other sources

We may receive information about you from Suppliers, business partners, fraud-prevention services, and (if you choose to connect one) social media platforms.

4. How we use your information

We use your information to process and manage bookings; communicate with you about reservations; provide customer support; personalize your experience; send marketing where permitted (with the ability to opt out); analyze and improve the site; prevent fraud and secure our services; and comply with legal obligations.

5. How we share your information

To complete a booking, we share necessary details with the relevant hotel and room Suppliers and with payment processors. We may also share information with service providers who support our operations, with advertising and analytics partners, with our corporate affiliates, in connection with a business transfer, with authorities where required by law, and with your consent.

6. Cookies & tracking

We use essential, performance, functional, and advertising cookies and similar technologies. You can manage non-essential cookies through your browser and through our cookie settings. For more detail, see our Cookie Policy.

7. Your privacy rights

Depending on where you live, you may have the right to access, correct, delete, or restrict the use of your personal information, to data portability, and to opt out of marketing.

EEA/UK (GDPR): You may access, rectify, erase, restrict, or object to processing of your data, withdraw consent, and lodge a complaint with your local supervisory authority. We process data based on your consent, the performance of a contract, our legitimate interests, and legal obligations.

California (CCPA/CPRA): You may request to know, delete, or correct your personal information, and limit the use of sensitive personal information, without discrimination. We do not sell or share your personal information as those terms are defined under California law, so no opt-out is necessary. To exercise any of your rights, contact us at support@bookresorts.com; we verify requests before responding.

8. Data retention

We keep personal information for as long as needed to provide our services and to meet legal, tax, accounting, and dispute-resolution obligations.

9. Security

We use reasonable technical and organizational measures to protect your information. However, no method of transmission or storage is completely secure, and we cannot guarantee absolute security.

10. International transfers

Your information may be processed in countries other than where you live. Where required, we put appropriate safeguards in place (such as standard contractual clauses) for those transfers.

11. Children’s privacy

The site is intended for adults and is not directed to children. We do not knowingly collect personal information from children under 18 without appropriate consent.

12. Third-party links & social features

The site may contain links to, or features from, third-party services. We are not responsible for the privacy practices of those third parties; please review their policies.

13. Changes to this policy

We may update this policy from time to time. The “last updated” date above reflects the current version, and we will provide notice of material changes where required.

14. Contact us

Questions or privacy requests? Reach our support team, available 24/7, at 888-605-1350 or by email at support@bookresorts.com.
About BookResorts · Independent since 1993

A better way to book your hotel

BookResorts is a full-service, independent travel agency connecting travelers to unforgettable stays since 1993. Detailed hotel information, competitive all-in rates and 24/7 concierge support, all in one place.

Est. 199330+ years
100K+Hotels & resorts
200+Countries
24/7Concierge
This is not the official website of Amara Cay Resort. BookResorts is an independent travel agency and is not owned by, affiliated with, endorsed by or sponsored by Amara Cay Resort or its parent brand.

Why travelers choose BookResorts

Best available rates

We compare rates from top suppliers. Taxes and fees included, no hidden charges.

100,000+ hotels & resorts

200+ countries and 2,000+ cities, from all-inclusives to boutique stays.

24/7 concierge

Real travel specialists to build, change or help with your reservation anytime.

Full transparency

Honest details on every property: rooms, amenities and policies.

Trusted since 1993

Three decades as a full-service, independent travel agency.

Secure & protected

Every booking is handled securely and your information is protected.

How booking with us works

Questions about a reservation? Our team is here 24/7 at 888-605-1350.
Full details in our Terms & Conditions and Privacy Policy.

Lowest Price + Free Perks

UsOthers
Nightly rate
Price guarantee✓
No hidden fees✓
Perks & upgrades✓
24/7 concierge✓
Check availability

vs. sites like Expedia, Hotels.com and other OTAs ·

Book by phone888-605-1350
Book nowLowest rates Call usAvailable 24/7
Photo viewer