14 days in Cayman Islands Itinerary

14 days in Cayman Islands Itinerary

Created using Inspirock Cayman Islands Trip Planner

©
This plan was created by another user.  Make it your plan

Route & dates

14 days in Cayman Islands Itinerary

Start: Tampa
Fly + Drive:  6​h
1
North Side, Grand Cayman
— 1 day
taxi + Fly:  1​h 45​min
2
Cayman Brac
— 1 night
+2
taxi + Fly + taxi:  45​min
3
Little Cayman
— 1 night
Fly:  2​h
4
Seven Mile Beach, Grand Cayman
— 2 nights
Drive:  15​min
5
West Bay, Grand Cayman
— 1 night
bus:  30​min
6
George Town, Grand Cayman
— 8 nights
Fly:  5​h 15​min
End: Tampa

1
day
North Side, Grand Cayman

North Side ©
Start off your visit on the 24th (Tue): stop by So-Chlo, then explore the gorgeous colors at North Wall, and then enjoy the sand and surf at Rum Point.

To find photos, maps, reviews, and other tourist information, go to the North Side travel itinerary creator.

Tampa, USA to North Side is an approximately 6-hour flight. Expect somewhat warmer evenings in North Side when traveling from Tampa in October, with lows around 78°F. Finish your sightseeing early on the 24th (Tue) so you can travel to Cayman Brac.

Things to do in North Side

Parks Beaches Outdoors

Side Trips

Grand Cayman, So-Chlo
Find places to stay Oct 24 — 25:
Highlights from your plan
Rum Point ©
Rum Point

1
night
Cayman Brac

Cayman Brac ©
At just 36 sq km (14 sq mi), Cayman Brac is a small but hugely rewarding eco-tourist's paradise, offering countless chances to spot birds, scuba dive, fish, spelunk, hike, and rock climb.
On the 25th (Wed), stop by NIM Things, examine the collection at Cayman Brac Museum, then see the vivid underwater world at Elkhorn Forest, and finally steep yourself in history at MV Captain Keith Tibbetts.

To see where to stay, reviews, photos, and tourist information, read our Cayman Brac vacation builder.

You can do a combination of car and flight from North Side to Cayman Brac in 2 hours. In October, plan for daily highs up to 87°F, and evening lows to 80°F. Wrap up your sightseeing on the 25th (Wed) to allow time to travel to Little Cayman.

Things to do in Cayman Brac

Historic Sites Parks Wildlife
Find places to stay Oct 24 — 25:
Highlights from your plan
NIM Things ©
NIM Things

1
night
Little Cayman

Little Cayman ©
The smallest and undeniably quietest of the Cayman Islands, Little Cayman is truly little in terms of its population, with fewer than 200 permanent residents, almost all of whom work in the tourism industry.
Kick off your visit on the 26th (Thu): contemplate in the serene atmosphere at Little Cayman Baptist Church, see the vivid underwater world at Point of Sand, and then see the vivid underwater world at Bloody Bay Wall.

For where to stay, traveler tips, ratings, and other tourist information, read Little Cayman tour planner.

You can do a combination of car and flight from Cayman Brac to Little Cayman in an hour. Expect a daytime high around 87°F in October, and nighttime lows around 80°F. Finish your sightseeing early on the 26th (Thu) to allow enough time to travel to Seven Mile Beach.

Things to do in Little Cayman

Parks Wildlife Beaches
Find places to stay Oct 25 — 26:
Highlights from your plan
Bloody Bay Wall ©
Bloody Bay Wall

2
nights
Seven Mile Beach, Grand Cayman

Seven Mile Beach ©
Start off your visit on the 27th (Fri): tour the pleasant surroundings at Western Wall, then stop by West Indies Wine Company, and then enjoy the sand and surf at Seven Mile Beach. Get ready for a full day of sightseeing on the 28th (Sat): tour the pleasant surroundings at Governor's Beach, look for gifts at Funky Monkey Lifestyle Wear, stop by Island Company, then look for gifts at Books & Books, and finally fly like a bird with a parasailing or paragliding tour.

For reviews, where to stay, more things to do, and tourist information, read Seven Mile Beach online itinerary creator.

Traveling by flight from Little Cayman to Seven Mile Beach takes 2 hours. In October in Seven Mile Beach, expect temperatures between 88°F during the day and 78°F at night. Finish your sightseeing early on the 28th (Sat) so you can drive to West Bay.

Things to do in Seven Mile Beach

Parks Beaches Outdoors

Side Trips

Grand Cayman, West Indies Wine Company
Find places to stay Oct 26 — 28:
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Governors Beach ©
Governors Beach
West Indies Wine Company ©
West Indies Wine Company

1
night
West Bay, Grand Cayman

West Bay ©
On the 29th (Sun), tour the pleasant surroundings at Cemetery Beach and Reef, then see the vivid underwater world at Kittiwake Shipwreck & Artificial Reef, and then see the interesting displays at Cayman Motor Museum.

To find ratings, maps, other places to visit, and more tourist information, go to the West Bay holiday planner.

West Bay is very close to Seven Mile Beach. In October, plan for daily highs up to 88°F, and evening lows to 78°F. Finish your sightseeing early on the 29th (Sun) so you can drive to George Town.

Things to do in West Bay

Parks Wildlife Beaches

Side Trip

Cemetery Beach and Reef
Find places to stay Oct 28 — 29:
Highlights from your plan
Cemetery Beach and Reef ©
Cemetery Beach and Reef
Kittiwake Shipwreck & Artificial Reef ©
Cayman Motor Museum ©
Cayman Motor Museum

8
nights
George Town, Grand Cayman

George Town
George Town is a city situated on Grand Cayman island of the Cayman Islands. For photos, other places to visit, reviews, and other tourist information, refer to the George Town sightseeing planner.

George Town is very close to West Bay. In October, daytime highs in George Town are 88°F, while nighttime lows are 78°F. On the 6th (Mon), you're off tohome.

Things to do in George Town

Tours Outdoors Wildlife
Find places to stay Oct 29 — Nov 6: