Caribbean Journeys: A Mosaic of Islands and Stories

The Caribbean has a rhythm all its own, warm, colorful, and deeply layered. Across the islands, I found volcanic peaks rising above lush forests, colonial cities echoing with history, and beaches that seemed almost too perfect to be real. Each port brought something different: a museum that lingered in my thoughts, a panoramic view that stopped me in my tracks, a local flavor I hadn’t expected to enjoy. There’s more here than sun and sand, there’s resilience, beauty, and a constant invitation to slow down and take it all in. Scroll down to explore the islands I’ve visited, each with its own story to tell.

Clifftop view of a sandy beach lined with palm trees and white rooftops

Antigua

Stopped twice on Caribbean cruises, I explored Antigua’s dramatic hilltop views, quiet beaches, and colonial landmarks like Nelson’s Dockyard. From Shirley Heights to Turner’s Beach, each visit revealed new layers of history and scenery worth slowing down for.

A line of UTVs driving along a rugged coastal trail

Aruba

A rainy start didn’t stop us from tearing through Aruba’s rugged landscapes on a wild UTV adventure. From Blackstone Beach to Arashi’s sunny shores, this off-road journey turned into an unforgettable island experience.

A beach lined with blue cabanas and lounge chairs facing the ocean

Bahamas

Whether exploring Nassau’s colorful streets and flamingo-filled gardens or relaxing on the white sands of Princess Cays, the Bahamas offers a perfect mix of culture and calm. This recurring cruise destination keeps delivering something new with every visit.

Three flamingos walking through shallow pastel waters in Bonaire

Bonaire

Cruising into Bonaire, I spent the day road-tripping past salt pyramids, wild flamingos, and coastal views instead of joining a ship excursion. From historic slave huts to cactus liqueur tastings in Rincón, this sun-soaked island delivered beauty, history, and laid-back vibes at every stop. 

A panoramic view of the Cayman Islands coastline from a cruise ship

Cayman

Swam with stingrays, lounged on soft white sand, and even took a quirky detour to a town called Hell. Grand Cayman delivered both chill beach vibes and unforgettable wildlife encounters just steps from the cruise port.

Dominica

Hike through lush rainforest trails to reach Dominica’s famous Trafalgar Falls, where twin waterfalls crash down into a rocky jungle basin. This peaceful escape from the cruise crowds offers scenic views, wildlife sounds, and quiet moments surrounded by nature.

A large cruise ship docked behind a colorful Amber Cove sign

Dominican Republic

Amber Cove offers an easygoing cruise stop with colorful shops, palm-lined paths, and picture-perfect views right off the ship. A quick trip into nearby Puerto Plata adds charm with colonial architecture, umbrella-filled streets, and a taste of local culture.

Panoramic view of the Grand Turk beach and cruise port

Grand Turk

Grand Turk is one of those ports where you don’t need to go far to enjoy yourself, the beach is right off the ship, and the shops and restaurants are steps away. I’ve visited a few times and never left the port, but with soft sand, clear water, and a relaxing vibe, it’s an easy and low-effort stop to enjoy between sea days.

Martinique

Discover Martinique’s layered past with a visit to the ruins of Saint-Pierre, the hillside Sacré-Coeur de Balata, and a rum tasting at the historic Distillerie Depaz. This cruise stop blends dramatic history, scenic views, and island flavor into one unforgettable day.

A panoramic view of Castillo San Felipe del Morro and its expansive lawn

Puerto Rico

San Juan blends colonial charm with vibrant street life, from historic forts and lively markets to lush rainforest escapes. Whether wandering Old Town or exploring El Yunque, each visit offers something new to discover.

panoramic view of saman tree with visitors below

St Kitts

Wander the historic grounds of Romney Manor, where vibrant batik artistry meets the shade of a 400-year-old rain tree. Explore ancient ruins and forest trails on this peaceful slice of St. Kitts’ colonial past.

A panoramic beach view with turquoise water a rustic pier and cruise ships in the distance

St Lucia

Wander through lush botanical gardens and along mountain roads with views of the iconic Pitons, then unwind on a quiet beach with crystal-clear water. From rainforest trails to seaside relaxation, St Lucia delivers a perfect mix of adventure and escape.

Panoramic view of a shipping port nestled between two steep hills

St Maarten

St. Maarten has been a beloved escape of mine for years, from lazy days on Cupecoy Beach to watching jets roar overhead at Maho. Through hurricanes and healing, this island still knows how to stir the soul.

Wide panoramic view of St Thomas harbor with two cruise ships and surrounding town

St Thomas

Experience the thrill of walking underwater at Coral World and spot free-roaming iguanas in a tropical park setting. Then take in panoramic views of the harbor from Paradise Point after a scenic island tour.

Zip line guide soaring over green canopy in Tortola

Tortola

Soar above the lush hills of Tortola on an unforgettable zip line adventure with sweeping views of the Caribbean Sea. This quick but thrilling visit offered a high-flying taste of the island’s natural beauty and left me eager to return.