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Aside from the prices, summer is the worst time for most people to visit the Caribbean. The weather can be uncomfortably hot and muggy at the best of times. More important, summer is also the hurricane season. The risk of hurricanes is especially high in August and September.

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Haiti and Dominica are both known for being some of the cheapest islands to live on in the Caribbean, but there are other islands that can offer similar affordability without sacrificing quality of life. One option is the Dominican Republic, which is located on Hispaniola, the same island as Haiti.

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Simply Ask to Upgrade Hotel Rooms The best time to ask is at check-in. Ask the hotel staff if they can give you a free room upgrade and provide them with a context or reason for your request. As previously mentioned, it may help to bring up a special occasion. It also helps to ask for a specific upgrade.

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Choose a Cruise During Low-Demand Seasons If your off-peak cruise isn't full and the cruise line decreases fares in an effort to boost bookings, that's a good time to ask your travel agent or cruise line representative for a free upgrade -- especially if you're not eligible for the price reduction.

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I always try to find beauty everywhere that I visit, but you might want to avoid some of these Caribbean Islands. Some of the most dangerous Caribbean Islands to visit are Haiti, Trinidad, Tobago, and surprisingly Puerto Rico. These islands have more crime in general, and you should visit with increased caution.

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September is the cheapest time to book a Caribbean holiday as it falls in the middle of hurricane season. However, don't let that put you off, as this usually just means there's a greater chance of showers at that time. Hurricane season in the Caribbean runs from June 1 to November 30.

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Listed at number 115 on the GPI, Haiti is the most dangerous country in the Caribbean Islands as of 2022. By far the most dangerous threat to U.S. tourists is kidnapping for ransom. Reports of convoys being attacks, protests, and other violent events are also common in Haiti, as well as armed robberies.

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While tipping may not be required at some all-inclusive resorts, many guests prefer to do so. In the event that you would like to tip staff during your all-inclusive vacation, it is important to find out in advance whether staff would even be allowed to accept those tips.

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