Cayman AI Visibility Index · November 2026

Who the AIs recommend in the Cayman Islands — and why.

Every month Footprint asks ChatGPT and Claude the questions visitors and residents actually ask about Cayman, many times each, with web search on, and records who gets named and which pages the assistants read to decide. This is what they said.

300AI answers collected
5industries measured
2assistants (ChatGPT & Claude)
07 Nov 2026measured

Where every answer starts

Share of all answers that drew on each source. A handful of pages decide most recommendations; if a business isn't on them, the assistants have nothing to say about it.

All industries

Tripadvisor
50%
Reddit
49.7%
Explore Cayman
46.3%
Visit Cayman Islands (DoT)
45%
Cayman Resident
19.3%
caymanvacation.com
18.7%
Yelp
0%

By assistant

The two assistants read the web differently, so a business can be visible on one and absent on the other.

Claude · 150 answers

Tripadvisor 71%

ChatGPT · 150 answers

Reddit 99% · Wikipedia 91% · Visit Cayman Islands (DoT) 81%

Restaurants & bars

What the assistants say when people ask where to eat · 60 answers

Named most often

  1. Blue by Eric Ripert
  2. Luca
  3. Tukka East
  4. The Wharf
  5. Grand Old House

In order of how often the assistants named them; exact shares in the next edition. Businesses named in fewer than 10% of answers are not listed — ask for a free check to see your own number.

Sources the assistants read

Tripadvisor
73.3%
Cayman Good Taste
51.7%
OpenTable
40%

Hotels, villas & condos

What the assistants say when people ask where to stay · 60 answers

Named most often

  1. Caribbean Club
  2. Governors Village
  3. The Ritz-Carlton, Grand Cayman
  4. Hotel Indigo Grand Cayman
  5. Turtle Nest Inn

In order of how often the assistants named them; exact shares in the next edition. Businesses named in fewer than 10% of answers are not listed — ask for a free check to see your own number.

Sources the assistants read

Full breakdown in the next edition.

Tours, excursions & watersports

What the assistants say when people ask what to do · 60 answers

Named most often

  1. Red Sail Sports
  2. Cayman Kayaks
  3. Salt Watersports
  4. Surfside Charters
  5. Capt. Marvin's Watersports

In order of how often the assistants named them; exact shares in the next edition. Businesses named in fewer than 10% of answers are not listed — ask for a free check to see your own number.

Sources the assistants read

Full breakdown in the next edition.

Dive operators

What the assistants say when people ask who to dive with · 60 answers

Named most often

  1. Ocean Frontiers
  2. Living the Dream Divers
  3. Divetech
  4. DNS Diving
  5. Red Sail Sports

In order of how often the assistants named them; exact shares in the next edition. Businesses named in fewer than 10% of answers are not listed — ask for a free check to see your own number.

Sources the assistants read

Full breakdown in the next edition.

Fishing charters

What the assistants say when people ask who to fish with · 60 answers

Named most often

Outcast Charters
30%
Reel Vibes Charters
23.3%
Aquatic Adventures
20%
Jah Bless Charters
13.3%
Blue Crest Charters
13.3%

Share of answers in this industry that named the business. Businesses named in fewer than 10% of answers are not listed — ask for a free check to see your own number.

Sources the assistants read

FishingBooker
70%
Tripadvisor
58.3%
sailingcayman.com
50%
Reddit
50%

In-depth check, 14 Grand Cayman charters, 36–78 answers each on a charter-specific question set (7–8 Nov 2026), so shares aren't comparable with the list above: three charters were named in more than half of all answers — Outcast 67%, Jah Bless 61%, Reel Vibes 56%. The other eleven were named in roughly one answer in ten, or never.

Method

So the numbers can be checked.

Each question is sent to each assistant several times with web search turned on, asking as a US visitor for tourism questions and as a Cayman resident for local services. Every answer is stored with the pages the assistant cited. A business counts as named when its name appears in the answer; the share is the fraction of answers in which that happened. AI answers vary from run to run, so a share is reported over repeated runs, never a single position. Sources are counted once per answer. Businesses below 10% are left unnamed on this page by design.

Question library: 50 questions across 5 industries · Assistants: Claude, ChatGPT · Period: 07 Nov 2026 – 08 Nov 2026

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