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Latin America and Caribbean Vacation Packages

Custom vacations since 1984 combining destination expertise with fast and easy booking

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Best Latin America and Caribbean Vacation Packages

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Customer Reviews

4.7 out of 5 stars
  • 4 out of 5

    On my tour to the volcano, I had information about the time and the pick up location, but no actual information available to me about the company or person. I should contact in Costa Rica. When I was waiting outside a tour to the volcano was leaving and my name was not on the list which worried me because I didn’t know if that was my group. My guide showed up almost immediately after, and I realized that there were two tours, leaving at the same time but more information about that would be helpful. In addition, I travel a lot as a single female, and I feel like you could put some information about female recommended hotels in the areas. My hotel in Tamarindo was one I was not 100% comfortable in for a few reasons. Overall, my trip was amazing. I loved it and will travel with your company again. I did want to find out if there was a way I could get in contact with my last driver from Tamarindo to the airport. At that time, I had no cash remaining and asked him to give me his PayPal for a tip to be sent. I believe he sent it, but for some reason, I never received his contact information to send that tip which I would like to do. I do not know his name.

  • 4 out of 5

    Everyting was fine except for my hotel in Rio. The Days Inn Lapa. It is not in the best neighborhood. The accomodation was not good. I had 1 towel for 3 days even if I requested for some more. The soap and shampoo pumps are not working. I''m glad I brought my own. There are a lot of homeless people in the neoghborhood.

  • 5 out of 5

    I was completely satisfied with my TripMasters Costa Rica vacation. The booking process was easy, the website was clear, and the flights, hotels, and overall itinerary worked very well for my wife and me. Our package included United flights, hotel stays in La Fortuna/Arenal, Monteverde, and Tamarindo, plus a one-way Amigo rental car from San José to Liberia. The hotels were enjoyable and well-located for each part of the trip. Paradise Hot Springs was a great start near Arenal, Monteverde gave us access to the cloud forest area, and Tamarindo was a relaxing beach finish. The rental car gave us flexibility, although Costa Rica driving required patience due to mountain roads, rain, and no cruise control in the vehicle. That is why I rated the car rental slightly lower than the rest, but it still worked out well. Overall, TripMasters delivered a smooth, well-organized vacation, and I would recommend them to others.

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Latin America and Caribbean FAQ

  • What makes Tripmasters custom vacation packages different?

    One of the biggest advantages of Tripmasters customizable vacation packages is choice. You can customize multi-city travel itineraries at your convenience, choosing from a wide selection of curated hotels, activities, and transportation options. Our vacation packages are perfect for travelers who love independence, but appreciate expert planning behind the scenes.

  • What’s included in a Tripmasters custom vacation package?

    Our custom vacation packages include quality accommodations that are expertly selected for comfort and location, with convenient access to major attractions and a minimum rating of 4 out of 5 on Tripadvisor, seamless transportation options between cities, as well as hand-picked tours. Many itineraries also offer hotel upgrades and premium flight options.

  • Are there hotel fees that are not included?

    Some destinations may require travelers to pay certain fees directly to the hotel. These may include local city taxes, resort fees, or cleaning fees. In many international destinations, local regulations require these taxes to be paid directly at the property during check-in or check-out. Because these charges are set by hotels or local governments and may vary by location or change periodically, travel companies are often unable to collect them in advance.

  • Is breakfast included with my hotel stay?

    Breakfast may or may not be included depending on the specific hotel rate selected. If breakfast is included, it will typically be noted in the hotel details during the booking process.

  • Can I create my own travel itinerary or do I have to book one of Tripmasters vacation packages?

    You can book your own vacation using our calendar tool if you already know where you want to go and how long you want to stay in each destination. Tripmasters offers more destinations within each country, allowing you to explore authentic places beyond the crowds, and experience the true essence of a destination. As always you can talk to a real expert - our experienced travel agents are available 7 days a week, from 8 AM to midnight EST, to help create your dream vacation.

  • Why are Tripmasters vacation packages shown as one price instead of separate prices for flights, hotels, and other services?

    Many airlines and hotels require their negotiated rates to be used only within a bundled vacation package. As a result, the individual prices for flights, hotels, and other services cannot be displayed separately and are instead shown as a total package price. To comply with these requirements and to pass along these savings to travelers, Tripmasters presents the trip as one total package price rather than listing each component separately.

  • Does Tripmasters offer luxury vacation packages to Latin America?

    Absolutely! Please visit our Luxury Vacations page to discover our bespoke private guided luxury vacations as well as Tripmasters own customization platform where you will find high-end hotels, exclusive activities, VIP experiences, and private chauffeured transfer services expertly curated for the discerning luxury traveler.

  • Why choose Tripmasters for your custom vacation?

    Since 1984, Tripmasters has offered effortless travel planning and affordable pricing that consistently beats the competition. We design travel experiences that are flexible and customizable to your interests with thoughtfully curated accommodations and services, and supported by our expert team handling the logistics so you can focus on enjoying the journey. You’re traveling independently, but you’re never on your own.

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