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Yacht Sailboat Charters

Diamond Anchor

Bitter Guana Cay, Experience the iguanas that live here. They are very friendly.

Follow this link for more info on Bitter Guana Cay

Bahamas – Abacos / Exuma

#1 – One Week Bahamas Skippered Yacht Charters Include Yacht, Captain, Cook and all vessel expenses, Sleeps up to 6 plus crew;

Six people –  $8,500 usd

Four people –  $7,500

Two people –  $6,000


Read below, and contact ed@sailboatcruise for arrangements and more details.

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Black Diamond Yacht Charters is able to arrange Private Bahamas Skippered Sailboat Yacht Charters on Mono or Catamaran sailboats.

Black Diamond’s Bahama Skippered Yacht Charters has bases in the Abacos, Exuma & Nassau. Itineraries are custom made to your specific wants and desires. We will discuss what your perfect vacation would look like, and then together we plan the itinerary with you to include either uninhabited islands, small towns and settlements of 30 to 100 people or more populous places, resorts where you can shoot a round of golf, enjoy the pool and gourmet resort restaurants, but stay on the boat. Your itinerary could include a little of both or what ever your heart desires. In any case after a night sleeping on anchor, each day we start with breakfast on the boat, then a sail for a few hours, lunch while underway or once we have dropped the anchor at our next anchorage. You are then free to explore the beaches and islands with our dinghy runabout with outboard motor, or take a guided tour, snorkel or spear fishing expedition. All activities provided on board are at no additional cost. Recent charters our guests have experienced; deep sea fishing, snorkelling the grottos caves, spear fishing, playing with sting rays, swimming with dolphins, frolicking with swimming pigs, and playing with iguanas, enjoying time with the locals, experience the culture. All excursions are included at no charge. After a busy day enjoying the islands, water and sun, most dinners will be enjoyed onboard under the sunset. You are also free to have as many on shore meals at various restaurants as you wish. Finally ending your day with a night cap under the moonlight while anchored in a secluded bay. If you have not experienced sleeping at anchor in this setting it should be on your bucket list!

The benefits of a Skippered Yacht Charter

Skippered charters, come with a Captain, click -> Captain Ed! The crew will take care of everything for you, so you’ll spend the maximum amount of your time relaxing and enjoying your vacation. Starting with the provisions you chose, they will be already on the boat, so your not wasting a day shopping and loading the boat. The crew will help prepare meals and do all the clean up after wards such as washing the dishes. A chef can also be arranged for that added gastronomic experience.

Bare boats are not just bare of crew, but bare of the luxuries and upgrades to make for a more enjoyable holiday. Black Diamond is equipped with Air Conditioning, even on anchor through generators, a 2000 watt inverter, all 110 volt sockets in all cabins and common areas are live, even on anchor, curl your hair, use the microwave all on anchor. Digital TV, Sat Radio, Black Diamond has its own WIFI on board, lie on the beach and connect to the boat with your ipad or laptop. Boat comes with an ipad for guest use, DVD, iPhone, iPod  hook up for music. Ice, Freezer in addition to boat fridge/freezer, Full separate shower not over head area. Fans and air conditioning in all cabins and salon. Full Enclosure bimini top in the cock pit, electric winch and windlass just to name a few, check it out click here -> The Boat!

If you wish to take the helm, and take an active role sailing the boat, you are welcome to do so when ever you like, or relax and enjoy the ride at your will. In any case you will not be responsible for any damages to the boat unlike bareboat charters where qualifications are also required.

Your cruising area is limited, your usual tourist traps. With skippered charters you’ll go way beyond and have nothing to worry about. You can explore areas that are restricted with normal bareboat charters, reach farther less explored areas of the Bahamas. For instance, there are no bareboat charters in the Exumas or the further out islands. Explore San Salvador, the island that Christopher Columbus first set foot on.

Activities can include scuba diving, including shark dives if you dare, deep sea fishing, Bahamian spear fishing, Lobster spearing, explore with our 9 foot dinghy and motor, lounging on a sandy beach, swimming off the platform, exploring uninhabited islands, watching the sunset at a private mooring, exploring small towns and villages and much, much more, just read our blog.

A skippered charter has many advantages for those that want the experience of a sailing holiday without the pressure & responsibility of looking after the boat. The skipper will happily help you choose an itinerary that suits you and make sure that you have a stress free and comfortable cruise. This holiday gives you the freedom to do exactly what you want, when you want.

The other added bonus of skippered charter is that we are happy to teach. No matter your age or experience you can learn as much as you like- at a pace set by you. There is no set curriculum, no pressure and no timetable to run your trip by. You may just wish to learn how to helm, trim sails, dock or anchor. For the more experienced sailor, who would like to experience long term cruising, various anchoring techniques, tides, currents, surges, overnight passages, ocean navigation, it can all be experienced on our charters – On the other hand you may just want to go for a swim or a drink ashore, you can. The choice is yours.

Bahamas – Abacos / Exuma 

#1 – One Week Bahamas Skippered Yacht Charters Include Yacht, Captain and all vessel expenses, Sleeps up to 6;

Six people –  $8,500 usd

Four people –  $7,500

Two people –  $6,000



Contact us at !


Summer of 2018

The Hampton’s, Montauk, New England, Newport, Martha’s Vineyard, Cuttyhunk, Block Island

#2 – LONG WEEK END in The Hampton’s Long Island NY or New England this Summer! – 3 Nights / Days! 

2 Private Cabins for 2 Couples – $2,500 total, $1,250 per couple!

Limited Time Offer, Only Two of these is available!

Fly in Thursday or Friday afternoon, and fly out Monday or Tuesday afternoon. This will provide 3 nights and 3 days.

Long Week end in the Hampton’s…
Arrival on Thursday or Friday, Get Comfortable with your personal yacht and crew. Your week end starts by being personally picked up at one of the NY Airports, JFK or LGA. A transfer to Shelter Island, NY, in the Hampton’s where the yacht is moored. You will be greeted with cocktails and light apps, then followed by a moon lite dinner aboard your yacht. Your will spend not only the night but the entire weekend sleeping at anchor, with the yacht gently swinging you to sleep.
Breakfast in the morning on deck, and then a short sail to Sunset Beach. This beach is frequented by many european travellers and the rich and famous who own multi-million dollar cottages in the region. The beach is most known for the unforgettable sunsets. Black Diamond will anchor here for the afternoon and through the evening sunset. Lunch can be on the yacht, beach or the Famous SunSet Beach Inn & Hotel. Dinner again can be on the yacht or at Sunset Beach Inn.
Sunday we will sail around the island and stop at some beautiful beaches and hiking trails, and eventually end up back at home port. Depending on your travel arrangements, you can spend an additional night aboard, with meals aboard or at local establishments. We can arrange a transfer for you Sunday evening or Monday morning, depending on your travel arrangements.
This week-end package is $2,500 for the boat, this can be shared with 2 couples. This covers the cost of yacht, crew, all boat expenses, transfer from NY Airports, Captain will prepare all meals, for an additional charge a chef can be arranged for more exotic / gourmet experience, although the Captain is pretty good.
What is not included is the cost of Groceries and Drinks. This will be discussed before hand, and is dependant on which meals you wish to have on board, and those off the yacht. The cost is not market up and will be a simply reimbursement of costs from grocery / liquor stores. We estimate the cost per couple for a weekend to be about $ 150 to $200, again depending on preferences and amount of meals and drinks requested.
This is the best arrangement for the long week end. For a one week charter we can do, Block Island, Martha’s Vineyard, Nantucket, Newport Rhode Island. New Providence Rhode Island and back to the Hampton’s.

Ask about our long week-end charters in the Hampton’s

New England Cape Cod there is an additional $1,000. In which case you can board and depart the boat in that area, this covers the cost of re-locating the boat to Cape Cod.

#3 Full Week Cruise in the Hampton’s, Block Island, Martha’s Vineyard, Nantucket and Newport, Rhode Island.

We can arrange shorter or longer durations, On-board Chef can also be arranged at an added cost.


#4 – WANNA BE CRUISING Couple! $6,500! Limited Time Offer, Only One Of these is available per year!

This is a sailing/learning holiday. Ideal for any couple who wishes to gain experience cruising offshore or in warmer latitudes. Maybe you are thinking about bare boating, or taking your own boat down some day. 6 Nights and 7 days, 3-6 hours of sailing, passage making each day, will include one night passage, each day at a different island in the Bahamas or port on the East Coast, depending on the location of boat. The two of you will have hands on experience and will conduct all work on boat, with coaching from the captain. Including; Helming, Sail Raising, Sail Drops, Sail Changes, Sail Trim, Route Planning, Navigation by paper and chart plotting instruments, Weather forecasting visually and by Sirius Sat Instruments, VHF communications, weather broadcasts, Anchoring as a couple, hand signals, operation of windlass, anchor bridal, choosing suitable location for anchoring, anchor drops and raises, currents, tides, surges, rip tides, safely entering and exiting keys and cuts, dingy operation, securing to land and boat, boat maintenance and repair, groundings how to avoid and safely free vessel, picking up mooring balls, docking in tides on non-floating docks, provisioning, cooking, baking bread on board and much much more.

Ask about our current special offers.

Contact us for a quote

Captain Ed – 416-829-7236

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