Chesapeake Beach Resort - Islamorada, FL

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Hotel at a Glance: Chesapeake Beach Resort

This waterfront resort has something to suit every kind of visitor to the Florida Keys. It has two pools and one hot tub, all of which overlook the Atlantic Ocean. Guests who wish to explore the landscape board charter boats for deep-water and back-country fishing excursions right from the resort’s dock. For a happy medium between sleepily sunbathing and heading out on a full-throttle fishing mission, the resort facilitates a variety of playful pursuits such as kayaking and bicycling.

  • Garden-view and deluxe ocean-view rooms feature private balconies, free WiFi, mini fridges, and flat-screen HDTVs.
  • Savor fresh seafood at a waterfront table at Wahoo’s Bar and Grill, located a 3-minute walk from the resort.
  • Feeling lazy? Not a problem. You can order food from Wahoo’s and have it delivered to your room anytime between 11:30 a.m. and 8:30 p.m.
  • Fun on the water: An $18 resort fee (not covered by this Groupon) gets you unlimited access to the resort’s kayaks, paddleboats, bicycles, and catamarans.
  • Rise and shine: The resort offers a breakfast buffet that includes scrambled eggs, bacon, yogurt, fruit, and more.

Islamorada, Florida: Beaches and Boating in the Florida Keys

Islamorada is a group of small islands in the Florida Keys, less than a two-hour drive from Miami. It’s home to some of the only living coral reefs in US waters. See these colorful formations up close while snorkeling or scuba diving; just rent gear or sign up for an excursion at one of the many shops renting watersports equipment. If you’d like to see what’s under the waves but would prefer to stay dry, book a glass-bottom boat ride. There’s really no excuse for not taking a dip, though—the water around Islamorada stays invitingly warm all year and beaches are plentiful.

There’s a seemingly endless supply of fresh local seafood at Islamorada’s laid-back restaurants and bars. To catch your own dinner, talk to one of the countless charter-boat companies that will take you out on the waves to reel in snapper, tarpon, and other tasty fish.

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What You Get

  • Stay for two in a garden-view double room, premium oceanview king room, or deluxe ocean-view double room
  • Up to two kids 11 or younger stay free in a garden-view double room or deluxe ocean-view double room
  • Dates into December

Policies and Fees

  • Reservations: Dates cannot be changed once booked; valid only for night(s) purchased
  • Cancellation policy: 8-day cancellation notice required prior to check-in or reservation is non-refundable; reservations made within cancellation window are non-refundable.
  • Additional fees: $18 daily resort fee plus tax paid at check-in.
  • Rates may vary by date and are subject to availability

No-shows will be charged total Groupon rate; no refunds, rescheduling, or rebooking allowed.

Amenities

  • Two outdoor pools
  • Waterfront hot tub
  • Tennis courts
  • Watersports equipment
  • Fishing charters
  • Kids’ playground
  • Breakfast buffet available 7 a.m.– 10 a.m. daily

The Fine Print

  • Dates cannot be changed once booked; valid only for night(s) purchased
  • 8-day cancellation notice required prior to check-in or reservation is non-refundable; reservations made within cancellation window are non-refundable
  • No-shows will be charged total Groupon rate
  • Traveler name must match ID at time of check-in
  • No refunds will be processed by Groupon after check-in
  • Must be 21 or older to check in
  • Credit card required at check-in
  • Not valid with reward points
  • $18 daily resort fee plus tax paid at check-in.

Other Details

Room Details

Garden-View Double Room

  • Two double beds
  • Standard occupancy: 2
  • Maximum occupancy: 4
  • Adding occupants above standard: $20 per person, per night, for each additional guest 12 or older; kids 11 or younger stay free

Premium Oceanview King Room

  • One king bed
  • Standard occupancy: 2
  • Maximum occupancy: 2

Deluxe Ocean-View Double Room

  • Two double beds
  • Standard occupancy: 2
  • Maximum occupancy: 4
  • Adding occupants above standard: $20 per person, per night, for each additional guest 12 or older; kids 11 or younger stay free

Hotel Policies

  • Check in: 3 p.m.
  • Check out: 11 a.m.
  • Resort fee includes: all nonmotorized watersports (kayaking, sail boat, water bikes, two-wheel bikes), bottled water in guest room, hot breakfast, free tennis time
  • Parking: free
  • Rollaways: available for an additional $15 per night; permitted in Double and King rooms only
  • Smoking policy: no smoking inside the property
  • Pet policy: pets are not allowed inside the property.
  • Accessibility: please contact property for handicap accessibility requests or options.
  • Room upgrades: not available

Getting There

  • Nearest airports: Miami International (MIA; 79 mi) and Key West International (EYW; 80 mi)
  • Distance from Miami: about 77 miles
  • Distance from Key Largo: about 16 miles

What Makes This Getaway Great

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15% Bonus Savings
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