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We use A.I. to generate travel itineraries based on recommendations made by travel bloggers and social media influencers. This day by day itinerary for Cayman Islands is derived from content published on 234 travel blogs and 672 blog posts.

The Cayman Islands is an autonomous British Overseas Territory in the western Caribbean Sea. The 264-square-kilometre territory comprises the three islands of Grand Cayman, Cayman Brac and Little Cayman, which are located to the south of Cuba and northeast of Honduras, between Jamaica and Mexico's Yucatán Peninsula. The capital city is George Town on Grand Cayman, which is the most populous of the three islands. The Cayman Islands is considered to be part of the geographic Western Caribbean Zone as well as the Greater Antilles. Wikipedia

Last Updated: Sun Nov 13 2022 00:15:55 GM

Day By Day Itinerary

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3 Days5 Days7 Days
Day 1
Cayman Islands itinerary, Grand Cayman
 373     61     30     10
  Duration: 1.5 hrs

Grand Cayman is the largest of the three Cayman Islands and the location of the territory's capital, George Town. In relation to the other two Cayman Islands, it is approximately 75 miles southwest of Little Cayman and 90 miles southwest of Cayman Brac.

+25 Activities & Tours 
Cayman Islands itinerary, Seven Mile Beach
 111     11     30     10
  Duration: 1.5 hrs

Seven Mile Beach is a long crescent of coral-sand beach on the western end of Grand Cayman island. Seven Mile Beach is known for its beauty, recently receiving the honor of "The Caribbean's Best Beach" from Caribbean Travel and Life Magazine. It is public property and one is able to walk the full length of the beach, regardless of where you are staying. The Seven Mile Beach is the most popular and most developed area of Grand Cayman.

+4 Activities & Tours 
Cayman Islands itinerary, Palm Heights
 19     2     30     10
  Duration: 1.5 hrs

By Caribbean standards, the roads throughout Cayman are of excellent quality. Beware of potholes on smaller roads. The roads often flood during Caribbean downpours but are astonishingly well drained and within hours will be dry again. Everywhere is accessible by car.

Cayman Islands itinerary, Barker's National Park
 2     1     30     2
  Duration: 1.5 hrs

It takes from 7 to 10 days for mail sent from the Cayman Islands to arrive in the UK via airmail. For mail sent to the US takes 5 to 8 days. Blue mail collection boxes are at key points around Grand Cayman. The main post office is on Edward Street and Cardinal Avenue in George Town. There are various branches across the islands, including at the West Shore Centre on West Bay Road. Stamps are available in most shops and hotels.

+1 Activities & Tours 
Cayman Islands itinerary, Comfort Suites Seven Mile Beach
 0     5     30     0
  Duration: 1.5 hrs

Mora is a luxurious beachfront villa with seven bedrooms, extensive lounging space, and unforgettable sunset views. This villa has the perfect amenities for families, and the perfect location in the capital of Grand Cayman.This gated estate sits on over 200 feet of pristine beachfront on South Sound. White sand stretches in both directions, so guests can stroll along the beach after spending the day snorkeling. The reef-protected marine life is beautiful and fragile, so please wear swim fins or pool shoes while exploring. Manicured hedges border Mora’s private beach, and a lush lawn frames the gazebo and sundeck. Beneath the gazebo, guests can relax into cushioned sectionals for a morning coffee. On the sundeck, loungers and al fresco dining sit next to the 75-foot long pool and whirlpool spa. The outdoor kitchen’s BBQ grill and the expansive covered veranda provide plenty of space for guests to feast in the island air. Sliding glass doors open to the elongated living room, which holds several lounges, a dining table, and a workspace. A massive sculpture adds a bit of fun to the elegant interior, and the adjacent media room offers air-conditioning, a satellite HDTV, and a DVD player. The kitchen is fully equipped with stainless appliances, granite countertops, and a breakfast bar. There is also a laundry room next to the kitchen. On the second floor, there is a home office with ocean views, a work station, a private balcony, and a loveseat. Mora’s main house has five spacious suites and two sleeper sofas. Three suites are on the lower level and two are on the upper level. Four of these suites have king beds and private terraces. Each suite has a TV and an ensuite bathroom. The guest cottage perches beyond the pool and spa. There are two queen suites opening onto an oceanfront deck and lawn, with the beach mere steps away. Both suites enjoy ocean views and an ensuite bathroom.Mora is a short drive from Seven Mile Beach, Georgetown, restaurants, supermarkets, and the hospital. Guests at Mora can also enjoy Silver Thatch Platinum Benefits, which includes a discount card to local businesses, 10% advance booking discount for private Silver Thatch scuba and snorkel charters, light housekeeping twice a week, and $5,000 of accidental damage protection for the villa’s indoor items and decor. Parcels, Jacques Scott Wine & Spirits, groceries, baby equipment, Snorkel Equipment, Apple TVs, rollaway beds, board games, and two tandem kayaks can all be delivered to the villa. Guests can check-in early or check-out late, and enjoy fast-track VIP airport arrivals, pick-ups, and transfers for a small fee.

Cayman Islands itinerary, Cayman Crazy Golfing
  Duration: 1.5 hrs

Day 2
Cayman Islands itinerary, Rum Point
 23     5     30     10
  Duration: 1.5 hrs

Tarasand Villa is a great choice for anyone who wants to be near Rum Point and have easy access to snorkeling, water sports, and the beach. There are gorgeous ocean views, the beach is right in your backyard, and the interior is super modern. I love that there’s so much space outside to kick back and relax… and the ocean is never more than a few steps away.

Cayman Islands itinerary, George's Watersports
 0     3     30     0
  Duration: 1.5 hrs

Bioluminescent Bay in Grand Cayman is one of only five places in the world to see this phenomenon. The bioluminescent plankton is visible at nighttime and looks like magical glitter.

Cayman Islands itinerary, Starfish Point
 3     2     30     10
  Duration: 1.5 hrs

Starfish Point is a secluded beach about an hour drive from Seven Mile Beach. A high number of starfish inhabit these shallow waters. Visit this place and enjoy holding and taking pictures with a starfish. Just make sure you keep the starfish in the water at all times.

+4 Activities & Tours 
Cayman Islands itinerary, Port - Grand Cayman
 0     23     30     10
  Duration: 1.5 hrs

Besides the banks and lack of pier, Grand Cayman is actually pretty well known for a few special attractions: Hell, Seven Mile Beach and the stingrays of Stingray City.

Cayman Islands itinerary, Heroes Square
 1     1     30     10
  Duration: 1.5 hrs

Explore the island either on foot, bike or taxi.  Grand Cayman is a safe place, the roads are well maintained and touring the island is ideal for people looking for an active and fun way to see new places. Places of interest include the Craft Market, Heroes Square Walk, Fort George and the Fish Market.

Cayman Islands itinerary, Sandon Feat Gallery
  Duration: 1.5 hrs

Day 3
Cayman Islands itinerary, Cayman Islands Brewery Ltd
 10     0     30     0
  Duration: 1.5 hrs

+6 Activities & Tours 
Cayman Islands itinerary, The Prospect Playhouse
  Duration: 1.5 hrs

Cayman Islands itinerary, Prospect Fort
  Duration: 1.5 hrs

Cayman Islands itinerary, Spotts Beach
 0     4     30     0
  Duration: 1.5 hrs

In the clear waters off Spotts Beach, you’ll have the chance to swim with turtles. Spotts Beach is also home to pretty palm trees, another comical community of chickens and a useful jetty (ideal for those hiring a power boat). You’ll also find free public parking nearby.

Day 4
Cayman Islands itinerary, Queen Elizabeth Ii Botanic Park
 2     0     30     10
  Duration: 1.5 hrs

Queen Elizabeth II Botanic Park is a non-profit outdoor garden and wildlife facility located in the North Side District of Grand Cayman Island in the British West Indies. The park is owned jointly by the Cayman Islands Government and the National Trust for the Cayman Islands, a group dedicated to preserving natural environments and places of historic significance in the Cayman Islands. Opened in 1994 with only the Woodland Trail completed, the park now also contains the Floral Colour Garden, a Cayman Heritage Garden, a lake, an orchid boardwalk exhibit, and a Blue Iguana Habitat. Also inside the park is a gift shop and a visitor's interpretive center, the starting point from which visitors can enter the Woodland Trail and other garden grounds.

Cayman Islands itinerary, Mastic Trail
 1     4     30     10
  Duration: 1.5 hrs

If you can cope with the tropical humidity, then the Mastic Trail could be a welcome break from exploring coral reefs, coastline, and beaches. The Mastic Trail winds its way through the dense tropical forest that’s still found in the interior of the island.

Cayman Islands itinerary, Cayman Crystal Caves
 1     4     30     0
  Duration: 1.5 hrs

Whether you’re an intrepid explorer, or simply looking for a way to beat the Caribbean heat, Crystal Caves are sure to satisfy. Formed over millions of years, the “oldest natural wonder” on Grand Cayman offers spectacular spelunking opportunities through three caverns filled with fascinating rock formations, including the eponymous “crystals”—calcium-based stalagmites and stalactites that seem to shimmer in the half-light. Whether or not you buy the story that the caves still contain buried treasure from the pirates of Cayman’s past, there’s no denying their natural beauty, and the sense of wonder they inspire in visitors young and old.

Cayman Islands itinerary, Old Man Bay
 0     1     30     10
  Duration: 1.5 hrs

Cayman Sands is a beachfront villa on Old Man Bay on the north coast. This villa is one of the few villas that offers shore-diving to Cayman Wall, just 250 yards from the shore.The villa’s private beach can be accessed from the sun deck, which has loungers for tanning. There’s a gazebo too, with al fresco dining and an up close and personal ocean view. There are two hammocks, perfect for relaxing, and two kayaks that guests can take out on the sea. The swimming pool is in a screened atrium, which has more dining and lounging space. Inside, the dining room and living area has access to the screened atrium, and make up the Great Room. The kitchen has stainless steel appliances, a breakfast bar, and an open layout. All four bedrooms in the main house are on the sides of the common space. A master bedroom sits on either side of the screened atrium, each with exterior access and ensuite bathrooms. One has a king-sized bed and the other has a queen-sized bed. The other two bedrooms are on either side of the Great Room, each with an ensuite bathroom and interior access only. One has two sets of bunk beds, decorated as a children’s room, and the other has two twin beds that can be converted into a king.The guest cottage is ideal for grandparents or in-laws, with a studio layout that incorporates a kitchenette and bedroom in one space. The bedroom has a queen-sized bed and a TV, and there’s an ensuite bathroom. The kitchenette has a fridge, microwave, coffeemaker, sink, and several cabinets. A spiral staircase leads to a rooftop deck with ocean and sunset views.The villa is wheelchair accessible, perfect for two families to share. Between the two al fresco dining tables, a screened pool terrace, massive common areas, and well-sized bedrooms, there’s more than enough space for everyone to share.

Cayman Islands itinerary, North Side
 5     4     30     10
  Duration: 1.5 hrs

Cayman Sands is a beachfront villa on Old Man Bay on the north coast. This villa is one of the few villas that offers shore-diving to Cayman Wall, just 250 yards from the shore.The villa’s private beach can be accessed from the sun deck, which has loungers for tanning. There’s a gazebo too, with al fresco dining and an up close and personal ocean view. There are two hammocks, perfect for relaxing, and two kayaks that guests can take out on the sea. The swimming pool is in a screened atrium, which has more dining and lounging space. Inside, the dining room and living area has access to the screened atrium, and make up the Great Room. The kitchen has stainless steel appliances, a breakfast bar, and an open layout. All four bedrooms in the main house are on the sides of the common space. A master bedroom sits on either side of the screened atrium, each with exterior access and ensuite bathrooms. One has a king-sized bed and the other has a queen-sized bed. The other two bedrooms are on either side of the Great Room, each with an ensuite bathroom and interior access only. One has two sets of bunk beds, decorated as a children’s room, and the other has two twin beds that can be converted into a king.The guest cottage is ideal for grandparents or in-laws, with a studio layout that incorporates a kitchenette and bedroom in one space. The bedroom has a queen-sized bed and a TV, and there’s an ensuite bathroom. The kitchenette has a fridge, microwave, coffeemaker, sink, and several cabinets. A spiral staircase leads to a rooftop deck with ocean and sunset views.The villa is wheelchair accessible, perfect for two families to share. Between the two al fresco dining tables, a screened pool terrace, massive common areas, and well-sized bedrooms, there’s more than enough space for everyone to share.

Day 5
Cayman Islands itinerary, Pedro St. James
 7     0     30     10
  Duration: 1.5 hrs

Cayman Islands itinerary, Savannah
 6     1     30     10
  Duration: 1.5 hrs

A Special Economic Zone – Cayman Enterprise City - has been initially established for technology, finance and education investments. It is currently situated in George Town but a bricks-and-mortar bespoke city in the Savannah area is planned. The Cayman Islands have associate membership of at the Caribbean Common Market (CARICOM).

Cayman Islands itinerary, Kennedy Gallery
  Duration: 1.5 hrs

Cayman Islands itinerary, Cayman Motor Museum
  Duration: 1.5 hrs

The Cayman Motor Museum is a 12,000 square foot automobile museum located in West Bay, Cayman Islands, housing 80 rare, exotic and classic cars and motorbikes owned by Norwegian businessman Andreas Ugland. The museum opened in May 2010, and it also features a collection of paintings, photographs, and local artifacts. It is located near the Cayman Turtle Farm at 864 North West Point Road, West Bay.

Cayman Islands itinerary, Cayman Turtle Centre
 4     4     30     0
  Duration: 1.5 hrs

The Cayman Turtle Centre is a conservation facility and tourist attraction located in the West Bay district of the Cayman Islands. First established in 1968 as "Mariculture Ltd" by a group of American and British investors, the facility was initially used to breed the endangered green sea turtle for commercial purposes. By raising the turtles in a farming operation, the turtle meat could be produced for local consumption without depleting the wild population of the species. Although still in operation as a farm for raising turtles in order to sell product, the Cayman Turtle Centre has been developed into an important research project and conservation facility.

Day 6
Cayman Islands itinerary, Little Cayman
 48     1     30     10
  Duration: 1.5 hrs

Little Cayman is one of three Islands comprising the Cayman Islands. It is located in the Caribbean Sea, approximately 60 miles northeast of East End of Grand Cayman and five miles west of West end of Cayman Brac.The capital of Little Cayman is Salt Rock and not Blossom Village as many seem to presume. Little Cayman is by far the least populous, with a permanent population of about 250 including seasonal residents/homeowners and at present around 175 residents. The majority of the population are expatriate workers from Jamaica, the Philippines, and Honduras and from other Latin American countries as well as Canada, the USA, India, Australia, Scotland, England, and South Africa.

Cayman Islands itinerary, Cemetery Beach
 3     1     30     10
  Duration: 1.5 hrs

Seven Mile Beach is known for being one of the Caribbean’s best beaches, receiving many awards & accolades. So definitely check it out if you’re heading to the Caymans. Ironically it’s only 5.5 miles long, and made up of several other beaches. So, if you’re up for it, like we were, go ahead & take a stroll along the water and explore the whole thing! Along the way you will find beautiful residences, resorts, restaurants, and people visiting from everywhere enjoying the this lovely location. Some of the other most popular public access beaches along 7 Mile include Cemetery Beach, Public Beach & Governor’s Beach.

Day 7
Cayman Islands itinerary, West Bay Beach
 2     1     30     10
  Duration: 1.5 hrs

West Bay Beach on Roatan is the perfect slice of heaven for families that enjoy both relaxation and fun. You can rent a beachfront condo and spend your days swimming, snorkeling, building sand castles on white sand beaches. If you need a little more action, book a fishing charter boat, parasailing trip or scuba diving adventure right from the beach. Nearby you can swim with dolphins at Anthony’s Key Dolphin Encounters or zip line and see other animals at Gumbalimba Park. And don’t pass on the fresh banana donuts from the famous ‘Banana Donut’ man walking up and down the beach. They are delicious!

Cayman Islands itinerary, Kittiwake Shipwreck & Artificial Reef
 0     1     30     0
  Duration: 1.5 hrs

Bloody Bay Marine Park is a particularly popular diving destination as it is home to 12 different dive sites, gorgeous coral, and diverse marine life. Devil’s Grotto and Eden Rock off Grand Cayman have plenty of cool tunnels and caves to swim through. And you can explore a former submarine support ship at Kittiwake, just off Seven Mile Beach.

Cayman Islands itinerary, Macabuca
 1     2     30     1
  Duration: 1.5 hrs

In addition to wall dives, the Cayman Islands is known for their shore dives—where the colorful reef and caves are so accessible, you don’t even need a boat. We went for lunch at the amazing Macabuca—part tiki bar/part scuba shop—and loved that divers were descending into the water right from the dining area. We had a delicious spiced veggie sandwich and battered lion fish on coconut bread. (Lion fish are an invasive species, so in efforts to restore the reef, it’s become a popular local dish).

Cayman Islands itinerary, Governors Beach
 0     1     30     10
  Duration: 1.5 hrs

Seven Mile Beach is known for being one of the Caribbean’s best beaches, receiving many awards & accolades. So definitely check it out if you’re heading to the Caymans. Ironically it’s only 5.5 miles long, and made up of several other beaches. So, if you’re up for it, like we were, go ahead & take a stroll along the water and explore the whole thing! Along the way you will find beautiful residences, resorts, restaurants, and people visiting from everywhere enjoying the this lovely location. Some of the other most popular public access beaches along 7 Mile include Cemetery Beach, Public Beach & Governor’s Beach.

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Day 1
1
 373     61     30     10
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Day 2
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Prospect Fort, Cayman Islands Photo #1 by CAJC: in the PNW from flickrProspect Fort, Cayman Islands Photo #2 by Pedro Ribeiro Simões from flickrProspect Fort, Cayman Islands Photo #3 by Alan Wilson from flickrProspect Fort, Cayman Islands Photo #4 by urbanfeel from flickrProspect Fort, Cayman Islands Photo #5 by Alan Wilson from flickrProspect Fort, Cayman Islands Photo #6 by Tim Evanson from flickrProspect Fort, Cayman Islands Photo #7 by Alan Wilson from flickrProspect Fort, Cayman Islands Photo #8 by John Jackson from flickrProspect Fort, Cayman Islands Photo #9 by John Jackson from flickr
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Mastic Trail, Cayman Islands Photo #1 by Jose A. from flickrMastic Trail, Cayman Islands Photo #2 by Jose A. from flickrMastic Trail, Cayman Islands Photo #3 by Jose A. from flickrMastic Trail, Cayman Islands Photo #4 by Jose A. from flickrMastic Trail, Cayman Islands Photo #5 by Jose A. from flickrMastic Trail, Cayman Islands Photo #6 by Jose A. from flickrMastic Trail, Cayman Islands Photo #7 by Jose A. from flickrMastic Trail, Cayman Islands Photo #8 by Jose A. from flickrMastic Trail, Cayman Islands Photo #9 by Jose A. from flickr
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Old Man Bay, Cayman Islands Photo #1 by Giles Watson from flickrOld Man Bay, Cayman Islands Photo #2 by Fabrice Florin from flickrOld Man Bay, Cayman Islands Photo #3 by Michael from flickrOld Man Bay, Cayman Islands Photo #4 by Pedro Ribeiro Simões from flickrOld Man Bay, Cayman Islands Photo #5 by Pedro Ribeiro Simões from flickrOld Man Bay, Cayman Islands Photo #6 by Pedro Ribeiro Simões from flickrOld Man Bay, Cayman Islands Photo #7 by Pedro Ribeiro Simões from flickrOld Man Bay, Cayman Islands Photo #8 by thierry ehrmann from flickrOld Man Bay, Cayman Islands Photo #9 by jmc4 - Church Explorer from flickr
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North Side, Cayman Islands Photo #1 by thederek412 from flickrNorth Side, Cayman Islands Photo #2 by Christian Collins from flickrNorth Side, Cayman Islands Photo #3 by Eric Huybrechts from flickrNorth Side, Cayman Islands Photo #4 by Maher Najm from flickrNorth Side, Cayman Islands Photo #5 by Ian Sane from flickrNorth Side, Cayman Islands Photo #6 by Ian Sane from flickrNorth Side, Cayman Islands Photo #7 by Bonnie Moreland from flickrNorth Side, Cayman Islands Photo #8 by Dominic Wade Photography from flickrNorth Side, Cayman Islands Photo #9 by David Stanley from flickr
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Savannah, Cayman Islands Photo #1 by VinceTraveller from flickrSavannah, Cayman Islands Photo #2 by Pom' from flickrSavannah, Cayman Islands Photo #3 by Pom' from flickrSavannah, Cayman Islands Photo #4 by Ken Lund from flickrSavannah, Cayman Islands Photo #5 by Pom' from flickrSavannah, Cayman Islands Photo #6 by Pom' from flickrSavannah, Cayman Islands Photo #7 by Ken Lund from flickrSavannah, Cayman Islands Photo #8 by Pom' from flickrSavannah, Cayman Islands Photo #9 by Pom' from flickr
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Kennedy Gallery, Cayman Islands Photo #1 by Pedro Ribeiro Simões from flickrKennedy Gallery, Cayman Islands Photo #2 by Pedro Ribeiro Simões from flickrKennedy Gallery, Cayman Islands Photo #3 by Alan Wilson from flickrKennedy Gallery, Cayman Islands Photo #4 by Tim Evanson from flickrKennedy Gallery, Cayman Islands Photo #5 by Tim Evanson from flickrKennedy Gallery, Cayman Islands Photo #6 by See-ming Lee from flickrKennedy Gallery, Cayman Islands Photo #7 by denisbin from flickrKennedy Gallery, Cayman Islands Photo #8 by denisbin from flickrKennedy Gallery, Cayman Islands Photo #9 by Olaf Janssen from flickr
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Little Cayman, Cayman Islands Photo #1 by NOAA Ocean Exploration from flickrLittle Cayman, Cayman Islands Photo #2 by Jeff Vier from flickrLittle Cayman, Cayman Islands Photo #3 by Serge Melki from flickrLittle Cayman, Cayman Islands Photo #4 by Serge Melki from flickrLittle Cayman, Cayman Islands Photo #5 by Serge Melki from flickrLittle Cayman, Cayman Islands Photo #6 by Serge Melki from flickrLittle Cayman, Cayman Islands Photo #7 by SF Brit from flickrLittle Cayman, Cayman Islands Photo #8 by Serge Melki from flickrLittle Cayman, Cayman Islands Photo #9 by Serge Melki from flickr
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Cemetery Beach, Cayman Islands Photo #1 by Dr Bob Hall from flickrCemetery Beach, Cayman Islands Photo #2 by Tim Evanson from flickrCemetery Beach, Cayman Islands Photo #3 by Nicolas Henderson from flickrCemetery Beach, Cayman Islands Photo #4 by Mary and Andrew from flickrCemetery Beach, Cayman Islands Photo #5 by Mike McBey from flickrCemetery Beach, Cayman Islands Photo #6 by Nithi Anand from flickrCemetery Beach, Cayman Islands Photo #7 by Pedro Ribeiro Simões from flickrCemetery Beach, Cayman Islands Photo #8 by John Stratford from flickrCemetery Beach, Cayman Islands Photo #9 by John Stratford from flickr
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West Bay Beach, Cayman Islands Photo #1 by James Johnstone from flickrWest Bay Beach, Cayman Islands Photo #2 by Eric Verleene from flickrWest Bay Beach, Cayman Islands Photo #3 by Dennis Jarvis from flickrWest Bay Beach, Cayman Islands Photo #4 by Eric Verleene from flickrWest Bay Beach, Cayman Islands Photo #5 by Dennis Jarvis from flickrWest Bay Beach, Cayman Islands Photo #6 by Dennis Jarvis from flickrWest Bay Beach, Cayman Islands Photo #7 by Eric Verleene from flickrWest Bay Beach, Cayman Islands Photo #8 by Matthew Hartley from flickrWest Bay Beach, Cayman Islands Photo #9 by Kirt Edblom from flickr
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