60 days in Cayman Islands Itinerary

60 days in Cayman Islands Itinerary

Created using Inspirock Cayman Islands Trip Planner

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Route & dates

60 days in Cayman Islands Itinerary

Start: Tampa
Fly:  5​h 30​min
1
George Town, Grand Cayman
— 9 nights
Drive:  15​min
2
Seven Mile Beach, Grand Cayman
— 9 nights
Drive:  30​min
3
West Bay, Grand Cayman
— 10 nights
Drive:  1​h
4
North Side, Grand Cayman
— 10 nights
taxi + Fly:  1​h 45​min
5
Little Cayman
— 10 nights
+2
taxi + Fly + taxi:  1​h
6
Cayman Brac
— 9 nights
Fly:  12​h 30​min
End: Tampa

9
nights
George Town, Grand Cayman

George Town ©
George Town is a city situated on Grand Cayman island of the Cayman Islands. You've added Cayman Stand Up Paddle Co, MarineLand Tours, Swim with Dolphins, and other attractions to your itinerary.

For maps, other places to visit, where to stay, and other tourist information, go to the George Town travel itinerary creator.

Tampa, USA to George Town is an approximately 5.5-hour flight. In September, plan for daily highs up to 89°F, and evening lows to 78°F. Cap off your sightseeing on the 10th (Sun) early enough to go by car to Seven Mile Beach.

Things to do in George Town

Tours Outdoors Wildlife

Side Trips

Grand Cayman, Point Blue Sailing
Find places to stay Sep 1 — 10:
Highlights from your plan
Lobster Pot Dive Center ©
Lobster Pot Dive Center
Smith's Barcadere ©
Smith's Barcadere
Fishing Charters & Tours

9
nights
Seven Mile Beach, Grand Cayman

Seven Mile Beach ©
Your list of things to see and do now includes Funky Monkey Lifestyle Wear, West Indies Wine Company, Legendz, and other attractions.

To find traveler tips, reviews, ratings, and other tourist information, read our Seven Mile Beach trip builder.

Seven Mile Beach is just a short distance from George Town. In September, daytime highs in Seven Mile Beach are 89°F, while nighttime lows are 78°F. You will leave for West Bay on the 20th (Wed).

Things to do in Seven Mile Beach

Tours Outdoors Wildlife

Side Trips

Grand Cayman, West Indies Wine Company
Find places to stay Sep 10 — 20:
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
George's Watersports ©
George's Watersports
Cayman Marine Lab ©
Cayman Marine Lab

10
nights
West Bay, Grand Cayman

West Bay ©
Your list of things to see and do now includes Hurricane Kiteboarding, Seven Seas Charters Day Tours, Barker's National Park, and other attractions.

To see photos, where to stay, more things to do, and other tourist information, read West Bay trip itinerary maker.

West Bay is just a short distance from Seven Mile Beach. Expect a daytime high around 89°F in September, and nighttime lows around 78°F. You'll set off for North Side on the 30th (Sat).

Things to do in West Bay

Parks Outdoors Tours

Side Trip

Grand Cayman
Find places to stay Sep 20 — 30:
Highlights from your plan
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Barker's National Park ©
Barker's National Park

10
nights
North Side, Grand Cayman

North Side ©
Your list of things to see and do now includes Star Fish Point, Trinity Caves, Babylon, and other attractions.

To find other places to visit, traveler tips, maps, and other tourist information, refer to the North Side trip builder.

Drive from West Bay to North Side in an hour. Alternatively, you can take a bus. In September, daytime highs in North Side are 89°F, while nighttime lows are 78°F. On the 10th (Tue), you're off toLittle Cayman.

Things to do in North Side

Parks Wildlife Nature

Side Trip

Grand Cayman
Find places to stay Sep 30 — Oct 10:
Highlights from your plan
Mastic Trail ©
Mastic Trail
Tortuga Divers ©
Tortuga Divers
Cayman Kayaks ©
Cayman Kayaks

10
nights
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.
Your day-by-day itinerary now includes Scuba & Snorkeling, Three Fathom Wall, Owen Island, and other attractions you added.

To find more things to do, reviews, where to stay, and more tourist information, you can read our Little Cayman tour planner.

You can do a combination of car and flight from North Side to Little Cayman in 2 hours. In October in Little Cayman, expect temperatures between 87°F during the day and 80°F at night. On the 20th (Fri), you're off toCayman Brac.

Things to do in Little Cayman

Parks Wildlife Nature
Find places to stay Oct 10 — 20:
Highlights from your plan
Bloody Bay Wall ©
Bloody Bay Wall
Mixing Bowl ©
Mixing Bowl

9
nights
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.
Your list of things to see and do now includes The Bluff, Strawberry Sponge Wall, The Bat's Cave, and other attractions.

To find other places to visit and other tourist information, read Cayman Brac custom trip planner.

Getting from Little Cayman to Cayman Brac by combination of car and flight takes about an hour. October in Cayman Brac sees daily highs of 87°F and lows of 80°F at night. On the 29th (Sun), you'll travel back home.

Things to do in Cayman Brac

Parks Nature Wildlife
Find places to stay Oct 20 — 29:
Highlights from your plan
The Bluff ©
The Bluff
Anchor Wall ©
Anchor Wall
Snapper Reef ©
Snapper Reef