Jamaica Sailing Adventures

Jamaica Sailing Adventures offers the most unforgettable sailing, fishing, and snorkeling trips in Jamaica. You will enjoy every minute of your trip and leave with amazing memories that will last a lifetime. They are unique in the type of fishing trips they offer because they have a sailboat that you can troll on using fishing rods under sail.

Fishing and sailing will take place aboard the Deja Vu, which is a 40’ Endeavour sloop rigged sailboat. It was built in Largo, Florida and can sleep 6–8 guests in 3 separate cabins. This vessel is powered by a 56 HP Yanmar engine which is maintained continuously. It contains a GPS and a fishfinder, a dual emergency VHF radio, and an AIS.

The boat is spacious with a stateroom that accommodates 2 people, and features an ensuite bathroom with a stand-up shower stall. The boat also boasts air-conditioning, an MP3 stereo system, a full kitchen with a stove, a barbecue, a fridge and freezer, and all the safety equipment you might need.

Your trip will take you out to the reefs, where you can bottom fish or try your luck at spearfishing. The ultimate goal is to enjoy the day, whether you catch fish or snorkel or just relax. The targeted species will be Mahi Mahi, King Mackerel, Jacks, Whiting, Bonito, Tuna, and Barracuda.

The crew will provide you with the fishing gear, and also serve cool drinks and snacks so all you have to bring is sunscreen. You’ll also enjoy the shade provided by the T-Top, and the music onboard.

Come and enjoy your day with Jamaica Sailing Adventures, and make your fishing trip a lasting memory!



Select date to see available trips and rates:

  • Private trip
    Half Day Trip – Sail, Fish, Snorkel
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 8:00 AM
    $700
    On this trip, you will sail around the Island, while trolling with lures. Then, you will stop at a reef for a chance to spearfish. Maximum 20 people. You will target Mahi Mahi, Marlin and other species that swim in the local waters.
  • Private trip
    Full Day Trip – Sail, Fish, Snorkel
    FREE Cancellation 14 days notice
    8 Hour Trip, starts at 8:00 AM
    $1,050
    On the full day trip, you will have plenty of opportunities to troll under sail, targeting Mahi Mahi and other species. Afterward, you will stop at a reef for bottom fishing or snorkeling. Maximum 20 people.
There are 2 people looking at this charter.

About the Captain

Christopher Pinto
Montego Bay, Jamaica
1 Fishing Report
11 Customer reviews
Response time within an hour
Member since November 2016
Captain Chris is a fully licensed captain with over 25 years of experience and holds a 100 ton US Coast Guard license. He is also a PADI rescue diver, so he knows CPR and is able to advise on boat handling, navigation and has even taught sailing at the Caribbean Maritime Institute. He is a fun and relaxed person who loves the sea and taking his guest sailing.

About this listing

Targeted species

Bonito Bonito
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)
King Mackerel (Kingfish) King Mackerel (Kingfish)
Tuna (Yellowfin) Yellowfin Tuna

Boat specs

Endeavour (Sailing Yacht) originally built in 1981, and restored in 2014. Powered by a 56HP Yanmar engine, with a maximum cruising speed of 7 knots.

Length
40 ft
Capacity
8 persons

Types of fishing

Offshore Fishing
Reef Fishing

Fishing techniques

Heavy Tackle
Trolling
Spearfishing
Deep Sea Fishing

Amenities

Toilet
GPS
Fishfinder
Bed
Snorkeling Equipment
Kitchen

Trip includes

Rods, reels & tackle
Lures
Catch cleaning & filleting
Snacks
Drinks

Cancellation policy

Free cancellation up to 14 days prior to trip

You can cancel or modify your booking up to 14 days days 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.

Listing policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
No Smoking
You Keep Catch
Catch and Release Allowed

Payment

Book with 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% 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
PayPal

Montego Bay Fishing Calendar

Loading Fish Calendar!
Please Wait...

Customer reviews

Rating Summary
Excellent
5.0 / 5
out of 5 stars from 11 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (5)
Fishing with Christopher
Great morning
Half Day Snorkeling\/Fishing with Capt. Pinto & Wanda
+2
Angler Rating
11
0
0
0
0
Anglers Claimed
Good experience
91%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
73%
Satisfied with the boat
100%
Catch intended fish
9%
Sort By:
Featured  
Showing:
5 of 11 reviews
Michael O.
Piedmont, CA
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great half (plus) day with Captain Chris

VERIFIED   Half Day Trip – Sail, Fish, Snorkel on December 30, 2021
My wife and two boys (16yo and 13yo) had the pleasure of spending New Year’s Eve day with Captain Chris on his boat.  Everything...
Michael O. recommends Jamaica Sailing Adventures
Mark review as helpful
You found this review helpful
  Christopher Pinto Captain replied

Cory A.
Philadelphia, Jamaica
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half Day Trip

VERIFIED   Half Day Trip – Sail, Fish, Snorkel on May 1, 2022
We had a great day with Captain Chris. Such a great guy and really showed us a great time!
Cory A. recommends Jamaica Sailing Adventures
Mark review as helpful
You found this review helpful
  Christopher Pinto Captain replied

JUSTIN G.
Las Vegas, NV
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Day trip with Christopher

VERIFIED   Half Day Trip – Sail, Fish, Snorkel on August 4, 2021
If you are in Jamaica to get away from all the noise & smoke of engines, I recommend this tour. The seas are calm, the breeze...
JUSTIN G. recommends Jamaica Sailing Adventures
Mark review as helpful
You found this review helpful
  Christopher Pinto Captain replied

Timothy L.
Toronto, ON
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half day trip with Captain Christopher

VERIFIED   Half Day Trip – Sail, Fish, Snorkel on February 11, 2020
Had a great time sailing with Captain Christopher…snorkelling was excellent and the Captain was very personable and knowledgeable....
Timothy L. recommends Jamaica Sailing Adventures
Mark review as helpful
You found this review helpful
  Christopher Pinto Captain replied

Lars M.
Montego Bay, Jamaica
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Christopher

VERIFIED   Half Day Trip – Sail, Fish, Snorkel on November 6, 2021
Lars M. recommends Jamaica Sailing Adventures
Mark review as helpful
You found this review helpful
  Christopher Pinto Captain replied

FAQs about Jamaica Sailing Adventures

Jamaica Sailing Adventures offers the following trips to customers:
  • $700 per group, additional $95 per person after 6 guests - Half Day Trip – Sail, Fish, Snorkel (4 hours)
  • $1,050 per group, additional $135 per person after 6 guests - Full Day Trip – Sail, Fish, Snorkel (8 hours)

When you book a trip with Jamaica Sailing Adventures, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Bed
  • Snorkeling Equipment
  • Kitchen
  • Refrigerator
  • Spearfishing Equipment
  • Ice Box

Trips booked with Jamaica Sailing Adventures include:
  • Rods, reels & tackle
  • Lures
  • Catch cleaning & filleting
  • Snacks
  • Drinks

Jamaica Sailing Adventures offers the following types of fishing:
  • Offshore Fishing
  • Reef Fishing

Jamaica Sailing Adventures offers the following fishing techniques:
  • Heavy Tackle
  • Trolling
  • Spearfishing
  • Deep Sea Fishing

Top targeted fish species with Jamaica Sailing Adventures include:
  • Bonito
  • Dolphin (Mahi Mahi)
  • King Mackerel (Kingfish)
  • Tuna (Yellowfin)