custom luxury charters

About Us

Our mission is to offer our guests unrivaled experiences while ensuring service and luxury in our yachts with the best prices

Our commitment is to guarantee an unforgettable yachting experience and beautiful life long memories.

Our Story

Surfside Charters is owned and operated by husband and wife team, Kris and Debi Bergstrom.  The Bergstrom’s made the Cayman Islands their home in the early 1960’s building one of the first boutique hotels on island where Watersports activities were an important part of the offering  to its guests.   As teenagers, both worked in Watersports-related businesses and with a large family, being on the water has always been a big part of their lives. In 2013 Kris & Debi opened the very popular Beach Bar & Watersports business, Surfside Beach Ltd. When Surfside closed its doors to make way for the Kimpton Hotel on Seven Mile Beach, the Bergstroms brought their yacht that was located in the BVI back to Cayman, and decided to launch Surfside Charters with the personal commitment to providing the most relaxing and comfortable on the water experience.

As Grand Cayman’s most luxurious private sail and powerboat charter company, our luxury private charters are perfect for couples, friends & families looking for an amazing custom adventure.   Let us turn your dreams into reality by giving you a unique charter experience like no other to relax and enjoy an amazing adventure.  We operate two exceptional boats in a class of their own ~ 52ft Lagoon Catamaran, Bamboozle, or their 377 Intrepid, Mojito Majic.  As a private charter, you have the luxury of setting your own itinerary.  Surfside Charters offers it all from Sailing, Cruising, Snorkeling, Stingray City, Starfish Point, Bioluminescence Tours, Paddle Boarding, Deep Sea & Reef Fishing, Sunset Cruises, Tubing, Mangrove Cruises or just relaxing taking in the wonders of our beautiful island.   Morning, Afternoon, Evening or Overnight Trips are available.

Surfside Charters caters to you and can help you to design your perfect adventure. Our friendly and professional crew can provide our guests with their own unique experiences throughout all areas of our beautiful island, from luxury tranquil sailing excursions or adventurous days out fishing, snorkeling or paddle boarding. Full catering services with food and drink is available with all charters. 

The Crew

Along with personal service, the professional crew will ensure you enjoy your charter. All our crew is carefully selected for their qualifications and exemplary customer service: our crew members share a unique passion for sailing, cruising and hospitality. With years of boating experience and a wealth of local knowledge, our crew are your indispensable guide to all the great attractions.

Our crew’s professionalism and attention to detail are only matched by their ability to bring you an exceptional charter experience. Each charter experience is tailored to your specific preferences. From showing you the best spots to snorkel to serving up your favorite drinks and snacks, or choosing the perfect spot for an amazing sunset, your crew’s only goal is providing an unforgettable vacation experience for everyone aboard.

 CAPTAIN KRIS

Place of Birth:  Grand Cayman

Languages spoken:  English

Experiences/ Qualifications:

Growing up in a hotel on Island, Kris learned the love of the water and boats at a very early age and has been on the water all his life.  Kris & his wife Debi founded Surfside Charters because of their love for the water and great customer service.  His passion for the tranquility for Sailing and the need for speed is why Surfside has such diversity in our yachts.  He is also a commercial airline pilot, so happy to be a helm on the water or in the air.  Kris loves to share Cayman’s history and his passion for the water and the beauty of our island with guests on board.

Captain Sail & Power
Competence in Security Awareness
Personal Safety & Social Responsibility
Personal Survival Techniques 
First Aid at Sea
CPR Certified
Marine Radio Operator
PADI Open Water Diver
Dive Compressor Operator

Areas Traveled:

Caribbean -Bahamas, BVI, Puerto Rico, Haiti, Dominican Republic, Cuba, Jamaica, Cayman Islands, Italy, Greece, Spain, France, Hawaiian Islands, United States and United Kingdom.

Debi

Place of Birth:  Jamaica

Languages spoken:  English

Experiences/ Qualifications:

Born in Jamaica, Debi relocated to the Cayman Islands with her family in 1976 and grew up in Grand Cayman.  She has seen the island develop and grow into the Jewel of the Caribbean.  Debi is very passionate about what Cayman has to offer.  Debi and her husband Kris founded Surfside Charters because of their love for the water and great customer service.  Outstanding Customer Service and attention to detail are some of the things Debi prides herself on. With over 30 years as a business owner, Debi brings her unique perspective to lead her team. Specializing in creating and ensuring clients needs are met with excellent customer service.


Competence in Security Awareness
Personal Safety & Social Responsibility
Personal Survival Techniques 
First Aid
PADI Open Water Diver

Areas Traveled:

Caribbean -Bahamas, BVI, Puerto Rico, Dominican Republic, Cuba, Jamaica, Cayman Islands, Italy, Greece, Spain, France, Hawaiian Islands, United States and United Kingdom.

 

CAPTAIN GLEN

Place of Birth:  Jamaica

Languages spoken:  English

Experiences/ Qualifications:

Captain Glen grew up on the water and has been on boats all his life.  With over 25 years of Captain’s experience, he got his qualifications at the tender age of 19 in Jamaica and has captained boats ever since, working on charter sailboats, fishing boats and various privately-owned yachts. Worked on both charter sailboats, fishing boats and various privately owned yachts.  Living in Cayman since 2013, Glen truly knows the beauty the island has to offer and is passionate about good, friendly customer service.   You will always see him smiling and willing to go the extra mile.

Captain Sail & Power
Competence in Security Awareness
Personal Safety & Social Responsibility
Personal Survival Techniques 
First Aid at Sea

CPR Certified
Marine Radio Operator
PADI Rescue Diver
Dive compressor operator

Areas Traveled:

Caribbean – Jamaica & Cayman Islands

STEPHANIE

Place of Birth:  Germany

Languages spoken:  English, Spanish, Italian, French & German

Experiences/ Qualifications:

Stephanie has worked in the tourism sector in the Cayman Islands for 16 years and has made it her home. She has extensive experience of guest services, watersports and photography and is passionate about the quality of service offered and will ensure that each charter is customized for every guest’s needs.  She coordinates all aspects of the charters to ensure that our guests have a one of a kind luxury charter experience.

Competence in Security Awareness
Personal Safety & Social Responsibility
Personal Survival Techniques 
First Aid

CPR
PADI Open Water Diver

 

Areas Traveled:

Europe, Panama, Cuba, Jamaica, Bahamas & USA

MATTHEW “MATT”

Place of Birth:  Grand Cayman

Languages spoken:  English

Experiences/ Qualifications:

Matt grew up on the water and has been on boats all his life.  He spent 9 months on a tall ship sailing the world, has crossed the Atlantic twice and has done over 18,000 nautical miles. Worked on both charter sailboats, power and fishing boats.  He is an avid scuba diver and enjoys sharing his adventures and our beautiful island with guests.  Matt offers excellent customer service and is outgoing, friendly and attentive.

Competence in Security Awareness
Personal Safety & Social Responsibility
Personal Survival Techniques
First Aid
PADI Open Water Diver

 

Areas Traveled:

Netherlands, Portugal, France, Spain, Madeira, Morocco, Canary Islands, Senegal, Brazil, Suriname, Barbados, Cuba, Bermuda, Russia, Estonia, Denmark, BVI & Cayman Islands