Sounds like mighty good scoops. Especially if you have a few lusty sailing folks on board.

We used to do the partial provisioning with moorings or sunsail, when we went with large crews. ( some dinners on board, some ashore, all provisions delivered to the boat )

Now, with just Erica and I, we are BB'ing with Conch, We decided , well, Erica decided, she did not want to cook any dinners on board....we would have only breakfasts and snacks on board. Well, and Boat drinks.

So we appropriate one of Conchs dock barrows, look like a wheel barrow, and push it up to Riteway . We fill it up with provisions for two people, breakfast, lunches, snacks, and beer and ice, The run like the dickens back to Conch , in between breaks in the very busy traffic. And, if we run low on anything, we can pick it up when sailing the islands. We immediately stow all of the provisions and ice on board.

with a bunch of people, not sure how much it would be for the grocery store to fill your order, and then load up a taxi. Sometimes, they will deliver it to the docks .

With just two of us, we do an early boarding ( sleep aboard) 4:40 pm, and load up the provisions, and then fill up the water tanks, and spend quite a bit of time going thru our own systems, and riigging , etc check list. We want the 36i, all set to go, after all of the chart brief, and the systems brief are concluded. By being prepared, we hope to get out of the docks fairly early, the next day, and be on our way.

Not sure how many people that you want to send to the store, but sometimes that can get to be a large group goat rope, with people hasseling over what to buy, different tastes, and hates, and spend a bloody day at the store.

We would have a pre cruise meeting before we even left home, and write out a list of what we need, and then email it, and / or just send a couple of people to fill up the baskets or to pick it up. The rest can be getting the boat ready, and learning the systems , etc. Trust me, that shop by a full crew committee at the store, can have the jolly roger being hoisted and the guns run out . Just FYI.

Also, we would have a pre cruise meeting as to itinerarys, weather, what to bring, snorkeling sites, fun bars and restaurants, beaches, hiking, shopiing, music, dancing, . Plus mess duty, dishes, helm and crew watches, sailing crew duties, dinghy captains, and cleaning duties , anchoring, and mooring pick ups, etc.

When we had larger crews, we would have a galley and cooking duty list . It would alternate by couples . If the the crew went out to dinner, the couple who was supposed to cook on dinner out night, just slid into the next nights galley duty.
No free lunch, cooking duty was shared equally.

Just FYI,