Cayboss Charters
New
47 Forum Lane, George Town, Cayman Islands–
Cayboss Charters
George Town, Cayman Islands
–23 feet
7
Just listed
Explore the stunning waters of Grand Cayman aboard Own Boss, a versatile 2001 Wellcraft Fisherman center console designed for unforgettable days on the water! Accommodating up to seven guests, this boat is powered by twin 140 HP Suzuki outboard engines, reaching speeds of up to 35 knots for a comfortable and exciting ride.
What makes Own Boss special is the freedom to create your own adventure! We specialize in custom charters, allowing you to build a personalized itinerary around the experiences you love. Visit the famous Stingray City, snorkel vibrant reefs, discover Starfish Point, cruise through the beautiful mangroves, or enjoy a magical sunset on the water.
You can also arrange a relaxing stop for lunch or dinner at Rum Point or Kaibo (food and drinks are not included in the charter price). For something truly unique, ask about visiting Bioluminescence Bay!
For those looking to add even more excitement, fishing is available as an optional extra for an additional fee.
Onboard, you'll find everything you need for a fantastic day, including an audio system, outside speakers, a cooler with ice, snorkeling gear, and rod holders. Safety is also a priority, with GPS, chart plotter, depth finder, VHF radio, anchor, and life jackets.
Children are welcome, and guests can enjoy swimming, bring alcoholic beverages (including red wine), and smoke onboard.
Whether you're seeking adventure, relaxation, or a little bit of both, Own Boss offers the flexibility to make your Grand Cayman experience truly your own.
Gather your crew and book your unforgettable island adventure today!
Explore the stunning waters of Grand Cayman aboard Own Boss, a versatile 2001 Wellcraft Fisherman center console designed for unforgettable days on the water! Accommodating up to seven guests, this boat is powered by twin 140 HP Suzuki outboard engines, reaching speeds of up to 35 knots for a comfortable and exciting ride.
What makes Own Boss special is the freedom to create your own adventure! We specialize in custom charters, allowing you to build a personalized itinerary around the experiences you love. Visit the famous Stingray City, snorkel vibrant reefs, discover Starfish Point, cruise through the beautiful mangroves, or enjoy a magical sunset on the water.
You can also arrange a relaxing stop for lunch or dinner at Rum Point or Kaibo (food and drinks are not included in the charter price). For something truly unique, ask about visiting Bioluminescence Bay!
For those looking to add even more excitement, fishing is available as an optional extra for an additional fee.
Onboard, you'll find everything you need for a fantastic day, including an audio system, outside speakers, a cooler with ice, snorkeling gear, and rod holders. Safety is also a priority, with GPS, chart plotter, depth finder, VHF radio, anchor, and life jackets.
Children are welcome, and guests can enjoy swimming, bring alcoholic beverages (including red wine), and smoke onboard.
Whether you're seeking adventure, relaxation, or a little bit of both, Own Boss offers the flexibility to make your Grand Cayman experience truly your own.
Gather your crew and book your unforgettable island adventure today!
Captain
Cayboss Charters
responds within an hour
Popular features
Catch cleaning & filleting
Drinks
Child Friendly
Snorkeling Equipment
Ice Box
Popular features
Catch cleaning & filleting
Drinks
Child Friendly
Snorkeling Equipment
Ice Box
Select date to see availability
Trip availability and prices
Trip date:
Group Size:
November 2026
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|---|---|---|---|---|---|---|---|
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2 Hour – Build Your Private Charter
FREE Cancellation 1 day notice
2 hour trip multiple starting times (7:00 AM, 7:30 AM, 8:00 AM, 8:30 AM, 9:00 AM, 9:30 AM, 10:00 AM, 10:30 AM, 11:00 AM, 11:30 AM, 12:00 PM, 12:30 PM, 1:00 PM, 1:30 PM, 2:00 PM, 2:30 PM, 3:00 PM, 3:30 PM, 4:00 PM, 4:30 PM, 5:00 PM, 5:30 PM, 6:00 PM, 6:30 PM, 7:00 PM)
+1
US $500
Private tour: up to 7 people
US $500
Private tour: up to 7 people
3 Hour – Build Your Private Charter
FREE Cancellation 1 day notice
3 hour trip multiple starting times (7:00 AM, 7:30 AM, 8:00 AM, 8:30 AM, 9:00 AM, 9:30 AM, 10:00 AM, 10:30 AM, 11:00 AM, 11:30 AM, 12:00 PM, 12:30 PM, 1:00 PM, 1:30 PM, 2:00 PM, 2:30 PM, 3:00 PM, 3:30 PM, 4:00 PM, 4:30 PM, 5:00 PM, 5:30 PM, 6:00 PM)
+1
US $600
Private tour: up to 7 people
US $600
Private tour: up to 7 people
4 Hour – Build Your Private Charter
FREE Cancellation 1 day notice
4 hour trip multiple starting times (7:00 AM, 7:30 AM, 8:00 AM, 8:30 AM, 9:00 AM, 9:30 AM, 10:00 AM, 10:30 AM, 11:00 AM, 11:30 AM, 12:00 PM, 12:30 PM, 1:00 PM, 1:30 PM, 2:00 PM, 2:30 PM, 3:00 PM, 3:30 PM, 4:00 PM, 4:30 PM, 5:00 PM)
+1
US $700
Private tour: up to 7 people
US $700
Private tour: up to 7 people
5 Hour – Build Your Private Charter
FREE Cancellation 1 day notice
5 hour trip multiple starting times (7:00 AM, 7:30 AM, 8:00 AM, 8:30 AM, 9:00 AM, 9:30 AM, 10:00 AM, 10:30 AM, 11:00 AM, 11:30 AM, 12:00 PM, 12:30 PM, 1:00 PM, 1:30 PM, 2:00 PM, 2:30 PM, 3:00 PM, 3:30 PM, 4:00 PM)
+1
US $900
Private tour: up to 7 people
US $900
Private tour: up to 7 people
6 Hour – Build Your Private Charter
FREE Cancellation 1 day notice
6 hour trip multiple starting times (7:00 AM, 7:30 AM, 8:00 AM, 8:30 AM, 9:00 AM, 9:30 AM, 10:00 AM, 10:30 AM, 11:00 AM, 11:30 AM, 12:00 PM, 12:30 PM, 1:00 PM, 1:30 PM, 2:00 PM, 2:30 PM, 3:00 PM)
+1
US $1,100
Private tour: up to 7 people
US $1,100
Private tour: up to 7 people
7 Hour – Build Your Private Charter
FREE Cancellation 1 day notice
7 hour trip multiple starting times (7:00 AM, 7:30 AM, 8:00 AM, 8:30 AM, 9:00 AM, 9:30 AM, 10:00 AM, 10:30 AM, 11:00 AM, 11:30 AM, 12:00 PM, 12:30 PM, 1:00 PM, 1:30 PM, 2:00 PM)
+1
US $1,300
Private tour: up to 7 people
US $1,300
Private tour: up to 7 people
8 Hour – Build Your Private Charter
FREE Cancellation 1 day notice
8 hour trip multiple starting times (7:00 AM, 7:30 AM, 8:00 AM, 8:30 AM, 9:00 AM, 9:30 AM, 10:00 AM, 10:30 AM, 11:00 AM, 11:30 AM, 12:00 PM, 12:30 PM, 1:00 PM)
+1
US $1,500
Private tour: up to 7 people
US $1,500
Private tour: up to 7 people
There is 1 person looking at this charter.
Customer reviews
FAQs about Cayboss Charters
Cayboss Charters offers the following trips to customers:
- US $500 per group - 2 Hour – Build Your Private Charter (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 1:00 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 1:30 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 10:00 AM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 10:30 AM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 11:00 AM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 11:30 AM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 12:00 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 12:30 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 2:00 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 2:30 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 3:00 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 3:30 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 4:00 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 4:30 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 5:00 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 5:30 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 6:00 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 6:30 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 7:00 PM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 7:30 AM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 8:00 AM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 8:30 AM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 9:00 AM (2 hours)
- US $500 per group - 2 Hour – Build Your Private Charter - 9:30 AM (2 hours)
- US $600 per group - 3 Hour – Build Your Private Charter (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 1:00 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 1:30 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 10:00 AM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 10:30 AM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 11:00 AM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 11:30 AM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 12:00 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 12:30 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 2:00 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 2:30 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 3:00 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 3:30 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 4:00 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 4:30 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 5:00 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 5:30 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 6:00 PM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 7:30 AM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 8:00 AM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 8:30 AM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 9:00 AM (3 hours)
- US $600 per group - 3 Hour – Build Your Private Charter - 9:30 AM (3 hours)
- US $700 per group - 4 Hour – Build Your Private Charter (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 1:00 PM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 1:30 PM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 10:00 AM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 10:30 AM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 11:00 AM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 11:30 AM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 12:00 PM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 12:30 PM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 2:00 PM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 2:30 PM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 3:00 PM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 3:30 PM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 4:00 PM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 4:30 PM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 5:00 PM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 7:30 AM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 8:00 AM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 8:30 AM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 9:00 AM (4 hours)
- US $700 per group - 4 Hour – Build Your Private Charter - 9:30 AM (4 hours)
- US $900 per group - 5 Hour – Build Your Private Charter (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 1:00 PM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 1:30 PM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 10:00 AM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 10:30 AM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 11:00 AM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 11:30 AM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 12:00 PM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 12:30 PM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 2:00 PM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 2:30 PM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 3:00 PM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 3:30 PM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 4:00 PM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 7:30 AM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 8:00 AM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 8:30 AM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 9:00 AM (5 hours)
- US $900 per group - 5 Hour – Build Your Private Charter - 9:30 AM (5 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 1:00 PM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 1:30 PM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 10:00 AM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 10:30 AM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 11:00 AM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 11:30 AM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 12:00 PM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 12:30 PM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 2:00 PM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 2:30 PM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 3:00 PM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 7:30 AM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 8:00 AM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 8:30 AM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 9:00 AM (6 hours)
- US $1,100 per group - 6 Hour – Build Your Private Charter - 9:30 AM (6 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 1:00 PM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 1:30 PM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 10:00 AM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 10:30 AM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 11:00 AM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 11:30 AM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 12:00 PM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 12:30 PM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 2:00 PM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 7:30 AM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 8:00 AM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 8:30 AM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 9:00 AM (7 hours)
- US $1,300 per group - 7 Hour – Build Your Private Charter - 9:30 AM (7 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter (8 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter - 1:00 PM (8 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter - 10:00 AM (8 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter - 10:30 AM (8 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter - 11:00 AM (8 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter - 11:30 AM (8 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter - 12:00 PM (8 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter - 12:30 PM (8 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter - 7:30 AM (8 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter - 8:00 AM (8 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter - 8:30 AM (8 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter - 9:00 AM (8 hours)
- US $1,500 per group - 8 Hour – Build Your Private Charter - 9:30 AM (8 hours)
When you book a trip with Cayboss Charters, you can expect the following amenities onboard:
- GPS
- VHF Radio
- Chart Plotter
- Depth Finder
- Anchor
- Wheel Steering
- Life Jackets
- Audio System
- Outside Speakers
- Ice Box
- Rod Holders
Trips booked with Cayboss Charters include:
- Snorkeling Equipment
- Fishing Equipment
- Catch cleaning & filleting
- Drinks
Cayboss Charters offers the following activities:
- Boat & Yacht Tours
- Sunset Dinner Cruises
- Snorkeling & Diving Tours
- Eco-Tours
- Sandbar Tours
- Stingray Tours
Your operator
Cayboss Charters
George Town, Cayman Islands
Member since November 2026
At Cayboss Charters, we're passionate about creating unforgettable experiences on the beautiful waters of Grand Cayman. Whether you're looking for an exciting day exploring Stingray City, snorkeling vibrant reefs, discovering hidden island gems, or enjoying a relaxing sunset cruise, we're here to make it happen. We specialize in custom private charters, giving every guest the freedom to create their perfect day on the water. With a friendly crew, local knowledge, and a love for the ocean, we look forward to welcoming you aboard and showing you the best of Grand Cayman!
Cayboss Charters
2026
member since
At Cayboss Charters, we're passionate about creating unforgettable experiences on the beautiful waters of Grand Cayman. Whether you're looking for an exciting day exploring Stingray City, snorkeling vibrant reefs, discovering hidden island gems, or enjoying a relaxing sunset cruise, we're here to make it happen. We specialize in custom private charters, giving every guest the freedom to create their perfect day on the water. With a friendly crew, local knowledge, and a love for the ocean, we look forward to welcoming you aboard and showing you the best of Grand Cayman!
What the boat is like
Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Wellcraft
Boat Model
Fisherman
Year built
2001
Boat length
23 ft
Capacity
7 persons
Engine model
Suzuki
Max crusing speed
35 knots
Powered by
2 x 140HP
Engine Type
Outboard
Fuel Type
Gas
Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Wellcraft
Boat Model
Fisherman
Year built
2001
Boat length
23 ft
Capacity
7 persons
Which kind of activities are offered
Boat & Yacht Tours
Sunset & Dinner Cruise
Sunset cruise.
Snorkeling & Diving Tours
Snorkeling only.
Eco-Tours
Sandbar Tours
Stingray Tours
Which amenities are available onboard
GPS
VHF Radio
Chart Plotter
Depth Finder
Anchor
Wheel Steering
Life Jackets
Audio System
Outside Speakers
Ice Box
Rod Holders
What’s allowed on the boat
Child Friendly
Smoking
Alcohol
Shoes
Swimming
Red Wine
What's included in the trip price
Snorkeling Equipment
Fishing Equipment
Fishing can be added on for an additional cost.
Catch cleaning & filleting
Drinks
Bottled waters.
What additional terms you should be aware of
Security deposit is not required
A refundable deposit is not required by the charter operator.
Fuel is included
Fuel is included in the price of the rental.
How cancellations work
Free cancellation up to 1 day prior to trip
You can cancel or modify your booking up to 1 day before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
More details
How you can pay
Reserve with a 10% booking deposit, pay the captain the rest
When the captain confirms your trip, BoatBooker charges your credit card a 10% booking deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
MastercardWhen paying the remaining balance with a credit card, an additional 5% charge will apply.
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