Find deals on 90 top-rated, price matched, things to do close to $500+ around Cayman Islands and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.

Much loved
Private, Guided Boat Charters In The Cayman Islands
Grand Cayman, Cayman Islands
4.5 (36)
from $500
3hr Full Island Life Jetski Tour
Grand Cayman, Cayman Islands
4.7 (72)
from $395
28 feet Glasstream Vessel
Often booked
Stingray City Experience Plus Two Snorkeling Spots Private Boat
Grand Cayman, Cayman Islands
4.9 (69)
from $700
Much loved
Half Day Private Boat Charter In Grand Cayman
Grand Cayman, Cayman Islands
5.0 (80)
from $695
Much loved
Stingray City, Star Fish Point And Snorkeling Private Boat Tour
Grand Cayman, Cayman Islands
4.8 (170)
from $875
Much loved
Private: Bioluminescence Tour
Grand Cayman, Cayman Islands
4.9 (39)
from $599
Likely to sell out
Much loved
Private Luxury Halfday W/jetski Stingray City, Snorkeling & Starfish Beach Tour
Grand Cayman, Cayman Islands
5.0 (61)
from $1,600
Swim with the friendly Stingrays
Much loved
4 Hour Private Boat Charter To Stingray City, Snorkeling And More
Grand Cayman, Cayman Islands
4.8 (43)
from $550
Much loved
Stingray City And Snorkeling Private Charter
Grand Cayman, Cayman Islands
4.8 (25)
from $553
Half-day Private Stingray City Charter In Cayman Islands
Grand Cayman, Cayman Islands
5.0 (71)
from $625
Likely to sell out
Private Yacht 48 Ft Sting Ray City, Snorkel & Starfish Beach
Grand Cayman, Cayman Islands
5.0 (12)
from $1,950
Stingray City
Private Boat Charter In Grand Cayman
Grand Cayman, Cayman Islands
5.0 (31)
from $600
"Frizby" and captain Erick at Stingray City
3 Hour Private Charter On Stingray City With Snorkeling
Grand Cayman, Cayman Islands
5.0 (3)
from $700
Often booked
Private Half-day Charter To Stingray City, Starfish Point And Snorkeling Tour
Grand Cayman, Cayman Islands
5.0 (46)
from $750
The beautiful and tranquil Starfish Point
Likely to sell out
Much loved
Private, Luxury, Custom Charters To Stingray City, Snorkeling & More
Grand Cayman, Cayman Islands
5.0 (450)
from $660
Much loved
Private Charter 34ft Express Cruiser Stingay City Reef Snorkeling
Grand Cayman, Cayman Islands
5.0 (160)
from $1,000
Likely to sell out
Much loved
Cayman Private Luxury Charters - Stingray City, Snorkel, & More
Grand Cayman, Cayman Islands
4.8 (45)
from $800
Our boat Family Time
Private Fullday Stingray City, Snorkeling, Kaibo Bar & Grill And Starfish Beach
Grand Cayman, Cayman Islands
5.0 (25)
from $1,200
Private Boat Charter Experience In Bio Bay Cayman Island
Grand Cayman, Cayman Islands
3.8 (5)
from $600
Stingray City, Cayman Islands
Often booked
Private Boat Charter Snorkeling Stingray City Or Bio Bay
Grand Cayman, Cayman Islands
5.0 (11)
from $600
Likely to sell out
Much loved
Grand Cayman Half-day Private Charter
Grand Cayman, Cayman Islands
4.3 (23)
from $1,950
Much loved
Private Boat Tour In Cayman Islands
Grand Cayman, Cayman Islands
4.9 (15)
from $950
Captain and Mate testing our engine, before our tour.
Adventure Stingray City, Snorkeling The Reef And Star Fish Point
Grand Cayman, Cayman Islands
5.0 (1)
from $860
Private Boat Charter In Cayman Islands
Grand Cayman, Cayman Islands
4.9 (22)
from $900
Private 4 Hour Catamaran Tour
Grand Cayman, Cayman Islands
5.0 (4)
from $1,499
Sunrise At Stingray City, Private Tour
Grand Cayman, Cayman Islands
5.0 (5)
from $500
An exciting activity for all ages and abilities
Introductory Semi-private Kitesurf Lesson
Seven Mile Beach, Cayman Islands
5.0 (15)
from $400
Jet Ski Rental Premium Half Day
Grand Cayman, Cayman Islands
5.0 (10)
from $420
Much loved
Private E-bike Adventure In The Cayman Islands
Grand Cayman, Cayman Islands
5.0 (15)
from $800
Snorkeling tour
Private Half Day Boat Tour, 3 Locations Of Your Choice
Grand Cayman, Cayman Islands
4.6 (10)
from $800
Hanging out at Starfish Point
Likely to sell out
Private Luxury Catamaran Tour To Stingray City And Snorkel
Grand Cayman, Cayman Islands
5.0 (16)
from $2,400
Cayman Crystal Caves
Cayman Crystal Caves & Pedro St James Castle Or Botanical Garden
Grand Cayman, Cayman Islands
3.8 (18)
from $250
Fass Hand
Likely to sell out
Much loved
Private Boat Tours: Customize Your Grand Cayman Adventure!
Grand Cayman, Cayman Islands
5.0 (82)
from $499
Our boat Family Time
Much loved
Private Half Day Stingray City, Snorkeling And Starfish Beach Tour
George Town, Cayman Islands
5.0 (420)
from $600
Half Day Luxury Private Fishing Charters In Cayman Islands
Grand Cayman, Cayman Islands
New
from $1,900
Grand Cayman Luxury Private Sunset Charter Aboard Mojito Majic
Grand Cayman, Cayman Islands
New
from $900