GLT Island Capital City Long Weekend Advenure

      168 reviews
      Duration: 4 days
      Group size: 1 - 17
      GLT Island Capital City Long Weekend Advenure

      168 reviews

      Duration: 4 days
      Group size: 1 - 17

      About this trip

      ** Scroll down this page to view the complete, day by day, itinerary**

      Please note that why travel to the island IS legal for US citizens, using the name of the country on the trip description page can cause problems for our third-party payment processor. Therefore, we will be referring to the country as "the island" on this itinerary and the city we are in for the long weekend as "the capital city"

      We are excited to partner with GLTer-owned Heart of Travel to bring you to this beautiful island in 2023!

      We are offering three dates to join us on this trip: 

      June 17-20, 2023 (co-ed option!)

      September 30-October 3, 2023 (womxn only)

      November 25-28 (co-ed option!)

      The island is easily one of the most unique and interesting destinations to visit in all of Latin America, if not the world. While you may come here looking for answers, you're more than likely to return home with even more questions. The island's vibrant culture is reflected in its art, music, dance, food, drink, and overall energy. However, it's important to recognize the struggles that islanders have been facing for years, with their fate in the hands of an oppressive government and the outdated US embargo. 

      Our island tours immediately immerse you as you settle into your "casa particular" owned and run by a local family. From there you will jump into learning about the island's historic and cultural past and present while traveling throughout both urban and rural parts of the island. Our in-country host families, local guides, and drivers look forward to sharing the real island with you! 

      Our First Priority Is Your Safety

      As much as we want for this trip to go exactly as planned, we can not plan for complications that arise especially due to inclement weather or closures due to extenuating circumstances like Covid-19.  

      While we hope all attendees choose to get vaccinated against Covid 19 - we are not requiring proof of vaccination for this trip.  We do require a NEGATIVE ANTIGEN COVID TEST prior to arrival. The at home tests are acceptable. Please email tests to

      We will do our very best to make onsite scheduling adjustments as needed, but please note that all listed and intended activities are weather and trail permitting.  No refunds will be given if an activity has to be cancelled or adjusted.  

      Additionally, the tour is listed as a package, and no price adjustments will be given if someone wants to "opt-out" of an included activity. 

      Cancellation and Refunds

      Your spot is confirmed upon the payment of a deposit of $250 on your package. The deposit is non-refundable and non-transferable. 

      Full payment for this trip is due 60 days prior to arrival.

      In the event that you need to cancel your trip, these fees will be applied:

      • Between Now- 60 days out, GLT retains only nonrefundable deposit 

      • Between 60-46 days before your arrival date, GLT retains 50% of the entire tour price 

      • Between 45-31 days before your arrival date, GLT retains 75% of the entire tour price 

      • Starting 30 days before, GLT retains 100% of the entire tour price 

      Add ons can be added to your package until 31 days out. After 30 days, add-ons are non-refundable. 

      Recommended Flights


      We recommend arriving to the airport (HAV) before 3pm on day 1 so you have time to arrive, head to the hotel and check in before the welcome dinner that evening!


      We recommend departing from the airport (HAV) after 12pm on day 8, so you have time to enjoy breakfast at the hotel before you leave.

      What’s included

      • 3 nights accommodation
        Accommodation in a casa particular
      • Some Meals
        Meals as outlined in the itinerary
      • Airport Transfer
        Airport pickup/drop off
      • In-Country Transport
        Transport around the city and surrounding areas as included in the itinerary
      • Cultural Experiences
        Unique experiences with the islanders. Supporting local people is a big part of tourism here!
      • Entrance and Guide Fees
        For all activities included in the itinerary
      • Tour Leaders
        A Heart of Travel rep and local guides to make sure you are having the best time!
      • International Airfare
        To/from the capital city of the island
      • Travel Medical Insurance
        Required, usually included in flight. We will provide assistance
      • Tourist Card/Visa
        You can purchase at airport on departure day or in advance online. We will provide assistance
      • Meals not stated
        Any meals not indicated on itinerary
      • Trip Insurance
        Recommended, not required. Better to be safe than sorry!
      • Tips
        To the local guides who work hard to give an amazing experience!
      • WeTravel Fees
        Any service or credit card fees charged by the booking platform

      Available Packages

      Trip Price
      Deposit: $250

      Available options


      Day 1
      Welcome to the Island!

      Welcome to 'La Habana'! You'll arrive and be transferred to your "casa particulares" to settle into your new home for the next few days!

      In the evening, we will head to a dinner to welcome everyone to the island and kick off the tour. There is also an option to test your dancing skills in a salsa class!

      There will be an option to head out for post-dinner drinks if the group is interested as well.

      Included Meals: Dinner

      Your Organizer

      Girls LOVE Travel
      168 reviews
      Joined in April 2018
      See profile


      I had an amazing time in Greece thanks to GLT! Everyone was great & I loved the activities they had planned for us. Would do it again!
      By Terra R for GLT Greece Culture and Island Hopping Adventure on Sep 23, 2023
      GLT Greece was the experience of a lifetime! I loved the relaxed vibe of this trip, the food, the views, and our accommodations. As an extreme planner, this gave me the chance to just relax and be taken care of. I was not disappointed and checked a major location off my bucket list, and met some wonderful friends along the way. Preparing for my next GLT trip in approximately 1 month, and will 100% be doing this one again. Filled with gratitude. <3
      By Shira M for GLT Greece Culture and Island Hopping Adventure on Sep 19, 2023
      Amazing trip of a lifetime! Highly recommend being connected with GLT. Very easy to communicate and they adjusted the timelines post COVID.
      By Ashley T for GLT Antarctica- November 2022 on Sep 07, 2023
      This was such a fun trip! The Fuji Climb pushed me to my emotional and physical limit. I came home feeling like a total badass! Lol. The Disney part was so much fun to play and be a kid again. And Japan is so beautiful! This trip has something for everyone!
      By Heather P for 2023 - #gltJapan - from Mountain to the Sea on Sep 01, 2023
      Trip of a lifetime! This was our first GLT trip and we loved absolutely everything about the trip, it was truly fantastic. Climbing Mt. Fuji was a such a thrill, exploring Tokyo was amazing and finishing with Disney was a dream.
      By Terri-Lynn K for 2023 - #gltJapan - from Mountain to the Sea on Aug 25, 2023
      Show More Reviews