Sample Yacht Charter Itineraries

Yacht charter itineraries are planned specifically for each yacht charter guests based on the client preferences & requests. The vacation will be tailored to guest preferences. Caribbean Charter offers a sample itinerary for you to view.

Sample Virgin Islands Itineraries 

Day 1

Board your yacht in St. Thomas and after lunch, enjoy a leisurely sail (or motor sail) to Frances Bay on St. John (click to read about St. John and the National Park there). Have an afternoon swim, then walk the beach and enjoy a Caribbean sunset. Savor a delicious dinner either in the cockpit under the stars or below in the coziness of the main salon.

Day 2

Perhaps make plans for a “wedding in paradise”. A wedding on the beach After breakfast depart for Leinster Bay, also on St John, for snorkeling, exploring and a hike to a sugar mill. Return for lunch and then proceed to Jost Van Dyke to clear customs into the British Virgin Islands. Explore Jost, visit Foxy’s and other well known beach bars. Club Paradise This is also a good spot for a West Indian meal ashore at moderate prices – an island pig roast perhaps? Coming into Foxy’s, Jost Van Dyke And, a great place for some evening revelry in the form of a “jump up” (party).

Day 3

Depart Jost van Dyke for a quick trip to Sandy Spit Sandy Cay, British Virgin Islands for a morning of beachcombing and snorkeling. Sail on to Cane Garden Bay, Tortola – (listen carefully to Jimmy Buffet’s song Mañana, and he sings about sailing in to Cane Garden Bay!) Cane Garden Bay, Tortola Soper’s Hole Marina, West End, Tortola Stay in Cane Garden Bay for the evening or head on to West End, Tortola for lunch and a trip ashore to Pusser’s Landing for a “Painkiller” and shopping.

Day 4

Cruise on to the Bight at Norman Island and visit the “Wille T” (a floating bar and restaurant) or Billy Bones ashore for local roti (spicy curry wrapped meat and vegetables) and sunset cocktails or after dinner wildness (Billy Bones announces Happy Hour with a blast from a pirate cannon!). Billy Bones Beach Bar & Restaurant Snorkel the water level Caves at Norman Island Snorkeling into the caves at Norman Island Norman Islands’ Caves This island is nicknamed ‘Treasure Island’, as it is rumored to be the basis for Robert Louis Stevenson’s Treasure Island. The Bight from Spyglass Hill Sail on to Cooper Island for lunch. Enjoy an afternoon sail to Trellis Bay on Beef Island. After dinner, go to the Last Resort for Tony Snelling’s musical review or have a relaxing drink at Pusser’s Marina Cay Marina Cay

Day 5

Head to Virgin Gorda, and visit the famous Baths, which are world famous house-sized boulders Yachts anchored at the Baths on Virgin Gorda that form fascinating pools and grottoes to explore. The Baths at Virgin Gorda After lunch, sail on to North Sound, North Sound, Virgin Gorda and visit the Bitter End Yacht Club for snorkeling, boardsailing, water-skiing or hiking. Almost any activity can be found in the islands, year round! Leverick Bay, Virgin Gorda

Day 6

A secluded beach on Peter Island Depart North Sound after morning activities and lunch for a sail to Peter Island, where there is a great beach on Deadman’s Bay and excellent snorkeling in Great Harbor. Visit Peter Island Yacht Club – a very upscale place for a dinner ashore ( jackets required in season ) if that’s your preference.

Day 7

More water sports in the morning Wreck of the RMS Rhone (possibly a SCUBA dive on the coral-encrusted 1867 wreck of the British mail steamer R.M.S. Rhone). Following lunch, cruise to Cruz Bay on St John to clear U.S. Customs. Check out the cute local boutiques here or sail on to Christmas Cove on Great St James island for one more chance at snorkeling or other watersports. Enjoy your last evening aboard with another glorious Caribbean sunset, A beautiful Caribbean Sunset Dining aboard your own luxury yacht and a special dinner prepared by your chef.

Day 8

After breakfast (with a farewell Bloody Mary or Mimosa, perhaps?) and a final swim, return to Red Hook Bay on the east end of St. Thomas, Red Hook, East End, St. Thomas or to the main harbor on the south side, Charlotte Amalie. Downtown St Thomas offers some very fine last minute duty free shopping before you catch your flight home.