Historical Tours & Trips in Caribbean
Step back in time and learn the secrets of ancient times on a historical tour of Caribbean. With 10 adventures, you're sure to visit the best historical places packed full of stories from days long ago.
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10 best Historical Caribbean tour packages
Compiled by
MelissaCaribbean travel expert at TourRadar
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- Tailor-Made 6 Days Jamaica Holiday with Daily Departure
- Dominican Republic Private Tour Nature & Culture
Walk through UNESCO-listed Santo Domingo's Zona Colonial to see the oldest cathedral in the New World and fortress ruins dating back to Columbus' era. Head to Santiago to check out the 70-meter Monument of Santiago from 1944, then find Taino cave paintings in Los Haitises National Park's Las Lineas and San Gabriel caves. Stay at the sustainable Tubagua Eco-Lodge overlooking the north coast while hiking to waterfalls and learning about local Dominican culture in nearby villages.
Duration 15 days Destinations Santo Domingo, Jarabacoa, Santiago de los Caballeros, Punta Rucia, Damajagua Adentro, Puerto Plata, Cabrera, Las Galeras, Samana, Los Haitises National ParkSee all destinations Age Range Ages 18+ Operated in English, German Operator avenTOURa From
- US$3,027
Start with Santo Domingo's historic Zona Colonial, the oldest city in the New World, and see its centuries-old streets by bicycle. Head to the Chocolate Museum to learn about cocoa's cultural significance, then continue through rural Dominican Republic on an organic farm tour near Cabarete.
Duration 15 days Destinations Santo Domingo, Jarabacoa, Puerto Plata, Cabarete, Las Terrenas Age Range Ages 18+ Operator avenTOURa From
- US$3,282
Duration 15 days Destinations Bigi Pan National Park, Moengo, Tamanredjo, Berg en Dal Age Range All Ages Welcome Operated in Only: German Operator Its Your Trip From
- US$2,766
No departure dates availableDuration 15 days Destinations St Martin, Anguilla, Virgin Island, British, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados Age Range Ages 18+ Operator Emerald Cruises 
Santo Domingo's Zona Colonial is the first European city in the Americas and a UNESCO World Heritage Site with the first cathedral, hospital, and governor's residence in the New World. You'll catch a live merengue and jazz concert by the 20-member Bonyé band at the ruins of San Francisco, then tour La Aurora cigar factory in Santiago.
Duration 8 days Destinations Punta Cana, Santo Domingo, Jarabacoa, Santiago de los Caballeros, Las Terrenas Age Range Ages 12+ Operated in Only: German Operator MEIERS WELTREISEN From
- US$1,732
No departure dates availableDuration 6 days Destinations Punta Cana, Santo Domingo, Santa Cruz de Barahona, Jaragua National Park, Bahía de las Águilas, Los Patos, Jarabacoa, La Romana Age Range Ages 12+ Operator MEIERS WELTREISEN 
No departure dates availableDuration 6 days Destinations Willemstad Age Range All Ages Welcome Operated in Only: German Operator MEIERS WELTREISEN
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