Caribbean Sailing Trip

A Caribbean Sailing Trip is All about the Integration of Fun Activities, Partying and Relaxing

The BVI has 60 beautiful islands and cays very close to each other so you are always in sight of land. The chain of islands shaped like a necklace offers numerous safe coves and protected anchorages. This sailing paradise offers daily chooses in the type and distance of your sail.

Diving/Snorkeling - On a Caribbean sailing vacation one favorite activity when SailingWithTerry is enjoying the many spectacular diving and snorkeling destinations. The BVI is an underwater paradise with over 100 dive/snorkel sites for undersea exploration and offers azure clear waters, abundant sea life, stunning coral gardens, canyons, tunnels, caverns, grottos, and shipwrecks.

In customizing your sailing trip we can include as much diving and snorkeling as you wish. We can start the day off diving/snorkeling, we can have multiple stops during the day and we always end up at an anchorage where we can do more diving/snorkeling.

Sailing – Oh Yes, On your sailing vacation we will do as much sailing as you want. It was a simple decision to choose to operate SailWithTerry in the BVI the BVI is a sailor’s paradise. The crystal clear waters, peaceful anchorages, constant trade winds and deserted coves provide the environment for a special sailing vacation. Winds generally blow at 10-25 knots, and are sometimes stronger in the winter months Whether you are an accomplished sailor, or a land-lubber with no experience at all Captain Terry will help you to set sail on an sailing adventure you’ll never forget.

On your sailing vacation you will enjoy incredible variety – the BVI is a cruising area that is approximately 32 miles long and 15 miles wide. A sailing vacation gives you the freedom to create your own agenda around the sixty islands and cays that form the beautiful BVI.

Fishing – On your sailing trip Captain Terry will schedule rendezvous fishing trips as part of the customized sailing agenda. The BVI is home to the famous North Drop above Tortola, which claims the highest number of Blue Marlin strikes per day of anywhere in the World. Schools of Wahoo, Dolphin Fish, Tuna, Sailfish, White Marlin and Kingfish hungrily feed around the Islands. Anegada is one of my favorite islands for diving and snorkeling and is known for some of the finest shallow water and deep-sea fishing in the world. For those interested in fly-fishing, Anegada's waters offer a wide variety of game fish. Fishermen can spend hours in water eight inches to two feet deep casting into schools of silver bonefish.

Hiking Mountains & Walking Deserted Beaches
While you are on your sailing trip there are many opportunities for walking deserted beaches and great hiking in the BVIs. Some of the National Parks boast rock outcrops and deep gully’s that expose the rich earth of these volcanic islands. If something a bit more relaxed is what you have in mind then there are a number of small deserted islands resembling Botanic Gardens. They offer peaceful walks through tropical vegetation and pathways covered with colorful vines, as well as a miniature forest and beautiful vistas.

Jost Van Dyke, Norman, Virgin Gorda - North Sound are a few of other islands that have a number of unspoiled trails and hills with breathtaking views and mind-blowing panoramas.

kayaking and exploring

Kayaking & Relaxing– Each afternoon we enter a new cove for a peaceful anchorage, but your choice of activities continues. A popular late afternoon activity is to take some snorkeling gear jump in the kayak and go exploring. Another popular choice is to grab a noodle, and a beer then jump off the stern of Mañana Maybe it’s time to relax.

The Party Scene – On yes, as you enjoy your Caribbean sailing trip you have a wide range of famous and infamous beach bars and party boats. A wide variety of entertainment is offered in the majority of these charming party locations. Your challenge if you want to accept it, is to decide which of the many fun and crazy places you will party at, all with the friendly inviting atmosphere you would expect. To name a few Jolly Rogers, Pirates, Willy-T’s, Emiles, Myett’s, Quito's, Fat Virgin’s Café, Rock Café, Saba Rock, The Pub Beach Bar, Cow Wreck, Flash of Beauty, Big Bamboo and Foxy’s…..this is the tip of the iceberg.