Question 1

Is it worth trailing a fishing line behind the boat in the tropical waters of the Caribbean?

Accepted Answer

Definitely! Particularly so when sailing in the open water between the islands. If this is your intention you should download the eBook 'Secrets of Sailboat Fishing' by Dick McClary.

Question 2

What are the best times to sail in the Caribbean?

Accepted Answer

The Caribbean is a year-round sailing destination, but the best times to sail are from December to April, when the weather is dry, sunny, and breezy. The hurricane season runs from June to November, and it is advisable to avoid sailing during this period or check the weather forecast carefully before booking.

Question 3

What are the sailing conditions in the Caribbean?

Accepted Answer

The Caribbean offers a variety of sailing conditions, depending on the location and season. Generally, the wind is steady and moderate, ranging from 10 to 25 knots, and the sea is calm to moderate, with waves of 1 to 3 meters. The currents are mostly weak, except in some narrow passages and channels. The navigation is easy, with line-of-sight sailing and many sheltered anchorages.

Question 4

What are the visa and entry requirements for sailing in the Caribbean?

Accepted Answer

The visa and entry requirements vary depending on the nationality of the sailors and the islands they visit. Some islands are part of larger countries or territories, such as the British Virgin Islands, St. Martin, or Puerto Rico, and they follow the same visa rules as their parent countries.

Other islands are independent nations, such as Antigua, Grenada, or St. Lucia, and they have their own visa policies.

It is recommended to check the visa requirements for each island before sailing and have a valid passport and proof of onward travel.

Question 5

What are the sailing licenses and qualifications required for chartering a sailboat in the Caribbean?

Accepted Answer

The sailing licenses and qualifications required for chartering a sailboat in the Caribbean depend on the type of charter and the destination.

For bareboat charters, where the sailors operate the boat themselves, they need to have a valid sailing license or certificate from a recognized authority, such as RYA, ASA, or IYT. They also need to have sufficient sailing experience and provide a sailing resume to the charter company.

For skippered charters, where a professional skipper is hired to sail the boat, the sailors do not need any license or qualification, but they may need to pay an extra fee for the skipper's services.

Question 6

What are the costs and fees involved in chartering a sailboat in the Caribbean?

Accepted Answer

The costs and fees involved in chartering a sailboat in the Caribbean vary depending on several factors, such as the size and type of the boat, the duration and season of the charter, the destination and itinerary, and the extras and services included. Some of the main costs and fees are:

Charter fee: This is the price of renting the boat for a certain period of time. It usually includes basic equipment, insurance, taxes, and marina fees at the base;

Security deposit: This is a refundable amount that is paid before departure to cover any potential damage or loss to the boat or its equipment during the charter. It can be paid by cash or credit card authorization;

Fuel: This is the cost of refilling the fuel tank at the end of the charter. It depends on how much fuel is consumed during the sailing;

Water: This is the cost of refilling the water tank at the end of the charter. It depends on how much water is used during the sailing;

Provisioning: This is the cost of buying food and drinks for the crew during the charter. It can be done by self-catering or by ordering from a provisioning service provided by some charter companies;

Mooring fees: These are fees that are paid for anchoring or docking at marinas or buoys along along the way. They vary depending on the location and availability of mooring facilities;

Customs fees: These are fees that are paid for clearing customs and immigration when entering or leaving different islands or countries. They vary depending on the destination and nationality of the sailors;

Tips: These are optional gratuities that are given to skippers, crew members, or other service providers during or after the charter. They depend on personal preference and satisfaction with their services.

Question 7

What are some of the best places to visit while sailing in the Caribbean?

Accepted Answer

The Caribbean has many beautiful and diverse places to visit while sailing, each with its own charm and attractions. Some of the best places are:

The British Virgin Islands: This is one of the most popular sailing destinations in the Caribbean, with over 60 islands and cays to explore. It offers stunning scenery, pristine beaches, world-class snorkeling and diving, and lively beach bars;

St. Martin/St. Maarten: This is a unique island that is divided into two parts, one French (St. Martin) and one Dutch (St. Maarten). It offers a blend of European and Caribbean culture, fine dining and lively casinos, and pristine beaches and coves;

Grenada: This is a spice island that is known for its lush rainforests, waterfalls, and volcanoes. It offers excellent hiking and adventure activities, as well as delicious cuisine and rum;

The Grenadines: This is a chain of small islands that are part of St. Vincent and Grenada. It offers secluded and tranquil anchorages, turquoise waters, and white-sand beaches. It is also home to the Tobago Cays, a marine park that is a paradise for snorkeling and diving;

Antigua: This is an island that has a rich history and culture, as well as a reputation for sailing excellence. It offers historic forts and museums, lively festivals and events, and over 365 beaches to choose from;

St. Lucia: This is an island that has a dramatic landscape, dominated by the twin peaks of the Pitons. It offers natural wonders, such as sulphur springs, waterfalls, and rainforests, as well as luxury resorts and spas.

Question 8

What are some of the safety tips and precautions to follow while sailing in the Caribbean?

Accepted Answer

Some of the safety tips and precautions to follow while sailing in the Caribbean are:

Check the weather forecast before and during the sailing, and avoid sailing in bad weather or during hurricane season;

Follow the navigation rules and regulations of each island or country, and respect the local customs and laws;

Use the appropriate safety equipment and devices on board, such as life jackets, flares, fire extinguishers, VHF radio, GPS, etc;

Keep an eye on the fuel and water levels, and refill them when necessary;

Avoid sailing at night or in unfamiliar waters, and use charts, guides, and landmarks to navigate;

Anchor or dock securely in designated areas, and lock the boat when leaving it unattended;

Be careful of coral reefs, rocks, shoals, or other hazards that may damage the boat or its propeller;

Be aware of the potential dangers of swimming or diving in the water, such as strong currents, jellyfish or other marine life;

Protect yourself from the sun, heat, and insects by wearing sunscreen, hats, sunglasses, long sleeves, and repellent.

Question 9

What are some of the things to pack for a sailing trip in the Caribbean?

Accepted Answer

Some of the things to pack for a sailing trip in the Caribbean are:

Passport and visa (if required), as well as copies of important documents, such as sailing license, insurance, itinerary, etc;

Cash and credit cards (preferably in US dollars or local currency), as well as some small bills or coins for tips or fees;

Lightweight and comfortable clothing, such as shorts, t-shirts, swimsuits, and cover-ups. Avoid cotton fabrics that may take longer to dry;

Waterproof and windproof jacket or sweater for cooler nights or rainy days;

Sailing shoes or sandals with good grip and protection. Avoid flip-flops or bare feet on deck;

Sun protection items, such as sunscreen, hats, sunglasses, and lip balm. Choose products that are biodegradable or reef-safe to avoid harming the marine environment;

Personal hygiene items, such as toothbrush, toothpaste, shampoo, soap, deodorant, etc. Choose products that are biodegradable or eco-friendly to avoid polluting the water;

Medications and first aid kit, such as painkillers, antihistamines, antibiotics, bandages, antiseptic cream, etc. Include any prescription drugs or special medications that you may need;

Snorkeling or diving gear, such as mask, snorkel, fins, wetsuit, etc. You can also rent them from some charter companies or local operators;

Entertainment items, such as books, magazines, games, music player, camera, etc. Bring waterproof cases or bags to protect them from water damage.

Question 10

What are some of the benefits of chartering a sailboat in the Caribbean?

Accepted Answer

Some of the benefits of chartering a sailboat in the Caribbean are:

Freedom and flexibility: You can choose your own route and pace, and visit different islands and places according to your preferences and interests. You can also change your plans if you want to stay longer or shorter at a certain spot;

Privacy and intimacy: You can enjoy your own space and comfort on board, without having to share with other guests or strangers. You can also create your own atmosphere and mood on board, whether it is romantic, relaxing, or fun;

Adventure and discovery: You can experience the thrill of sailing in one of the most beautiful regions in the world, with stunning scenery, pristine beaches, world-class snorkelling and diving, and lively beach bars;

Savings and value: You can save money by renting a boat instead of paying for hotels, flights, or cruises. You can also enjoy the amenities and services of the boat, such as a kitchen, fridge, barbecue, dinghy, etc. You can also customize your budget and expenses according to your needs and preferences;

Learning and skill development: You can learn new things and improve your sailing skills by chartering a sailboat in the Caribbean. You can also learn about the history, culture, and nature of the different islands and places you visit.