Experience St. Kitts like a local on this private island adventure with Don, your knowledgeable and personable guide. Travel in comfort as you explore scenic viewpoints, historic landmarks, and hidden gems while learning about the rich history, culture, and everyday life of St. Kitts. Along the way, enjoy breathtaking coastal views, photo ops, and insider stories that bring the island to life.
After discovering the highlights of St. Kitts, unwind with some well-deserved beach time at one of the island's beautiful Caribbean beaches. Whether you'd like to swim in crystal-clear waters, relax in the sun with a refreshing drink, or simply soak in the laid-back island atmosphere, this tour offers the perfect balance of exploration and relaxation. With a flexible itinerary tailored to your interests and the personal touch that Don is known for, this is more than just a sightseeing tour—it's your chance to experience the authentic spirit and natural beauty of St. Kitts at your own pace.
At the cruise port, we will pick you up outside of the arrival hall across from the big 3D #stkitts sign. A rep will be waiting for you with a paddle sign with a big smiley face. Can't miss us!!
At hotels, we will pick you up out front of the lobby. A rep will be waiting for you with a paddle sign with a big smiley face. Can't miss us!!
We will pick you up outside of the arrival hall across from the big 3D #stkitts sign. A rep will be waiting for you with a paddle sign with a big smiley face. Can't miss us!!
We will see the Berkeley Memorial, erected in 1883 and dedicated to the memory of Thomas Berkeley Hardtman Berkeley, a legislator and owner of various estates in St. Kitts. The structure contains a clock and drinking fountain. It was designed and produced by George Smith and Co of Glasgow, Scotland.
We will cruise past Independence Square, formerly Pall Mall Square, which was renamed on the 19th September 1983 to commemorate the birth of the new nation of St. Christopher and Nevis. Located on the eastern side of Basseterre bordering the community of Newtown, its' layout was designed to look like a Union Jack. Originally a pasture on the edge of town just east of Fort Street, in its' heyday as Pall Mall Square, the space found life as a market and gathering place for the enslaved Africans, offering some reprieve from the rigors of existence on the plantations.
We will admire the Co-Cathedral of the Immaculate Conception, an elegant grey-stone church on the eastern side of Independence Square in St. Kitts which traces its origins back to the early 19th century as a place of worship for the island’s growing Catholic community. Rebuilt after being severely damaged by the great fire of 1867, the cathedral now stands as a testament to resilience, faith, and architectural beauty in the heart of Basseterre.
We will take in the St. George’s Anglican Church. With a rich history dating back to the 1670s, it was originally built as a Roman Catholic church before being repurposed by the Anglicans under British rule. Having endured natural disasters, fires, and invasions, the church has been rebuilt multiple times, standing today as a symbol of resilience and a cornerstone of the island’s religious heritage.
We will observe the War Memorial, located at Fortlands in Basseterre, which honors the soldiers from St. Kitts, Nevis, and Anguilla who served and sacrificed their lives in World Wars I and II. This solemn monument, featuring a cenotaph and symbolic engravings, stands as a tribute to their bravery and a reminder of the region’s contribution to global conflicts.
We will visit Bloody Point, located near Challengers Village on St. Kitts’ western coast, a site steeped in early island history. This area marks the location of the 1626 Kalinago massacre, a violent confrontation in which European settlers crushed organized Kalinago resistance, securing lasting colonial control of the island. The surrounding landscape, once part of a plantation estate and later a small village, now offers a quiet yet powerful connection to this pivotal moment in St. Kitts’ past. Today, Bloody Point stands as a solemn reminder of the island’s turbulent beginnings and the resilience of its people. Visitors can reflect on the clash of cultures that shaped the Caribbean’s history while taking in the scenic beauty of the area — a place where the lush hills and tranquil coast conceal centuries of struggle, transformation, and survival.
We will visit Romney Manor, a historic estate in St. Kitts dating back to 1625, once owned by Samuel Jefferson II, an ancestor of U.S. President Thomas Jefferson. Later renamed by the Earl of Romney, the estate holds a special place in island history—Lord Romney freed his enslaved workers here in 1834, making it the first such act on St. Kitts. Set within beautifully landscaped grounds, the manor is also home to one of the island’s oldest living trees, the magnificent Saman Tree, estimated to be over 400 years old. Today, Romney Manor houses Caribelle Batik, a local treasure where visitors can watch skilled artisans create intricate, hand-dyed fabrics using the traditional batik wax-resist technique. This stop offers a rich blend of history, artistry, and natural beauty, providing a peaceful and culturally engaging experience amid the lush gardens and colonial heritage of the estate.
We will explore Brimstone Hill Fortress National Park, a UNESCO World Heritage Site proudly known as the “Gibraltar of the West Indies.” Rising 800 feet above sea level, this impressive fortress offers breathtaking panoramic views of St. Kitts, Nevis, and the sparkling Caribbean Sea. Built between 1690 and 1790, the site stands as one of the best-preserved historical fortifications in the Americas. Designed by British military engineers and constructed by enslaved Africans, Brimstone Hill Fortress played a vital role in defending St. Kitts during the intense colonial battles of the 18th century. In 1782, it famously withstood a fierce French siege, showcasing the resilience and determination of its defenders. Today, visitors can walk through its restored ramparts, explore museum exhibits, and experience the commanding views that once made this fortress a cornerstone of British military power in the Caribbean.
We will visit Timothy Hill Overlook, one of St. Kitts’ most iconic vantage points, where the Atlantic Ocean meets the Caribbean Sea in a breathtaking panorama. Perched on the southeastern peninsula, this scenic lookout provides sweeping views of the coastline, lush hills, and distant islands, making it a favorite spot for photographers and nature lovers alike. Standing at Timothy Hill, visitors can reflect on the island’s natural beauty while enjoying a tranquil moment amid the vibrant landscape. The overlook offers a perfect conclusion to a tour, combining spectacular scenery with the peaceful rhythm of the ocean and the windswept charm of St. Kitts’ eastern shores.
We head to South Friars Bay for a relaxing dip, snorkeling, jet skiing, sunbathing or just grabbing a drink with the locals.
For a full refund, cancel at least 24 hours before the scheduled departure time.
You can cancel up to 24 hours in advance of the experience for a full refund.
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