The Ultimate Caribbean Island-Hopper: St. Martin, Antigua & Tobago

Check into your spacious studio apartment on the Dutch side of the island. Enjoy the fantastic pool and breathtaking views of Oyster Pond and the Atlantic Ocean from your balcony.

Stop at this scenic roadside lookout to enjoy panoramic views of Cole Bay on one side and the natural harbor of Great Bay in Philipsburg on the other.

Experience the thrill of watching commercial jets fly incredibly low directly over the beach before landing at the adjacent airport.

Relax on this beautiful white-sand beach, which serves as a protected nesting area for sea turtles. Bring your snorkel gear to swim with them in the calm, clear waters.

Drive up the mountain and complete a short 10-minute walk to the highest point on the island. On a clear day, you can spot neighboring islands like Anguilla, St. Barts, and Saba.

Drive through the northern mountains on the French side to reach this gorgeous, secluded beach tucked away in a protected bay.

Embark on a day-trip boat tour to these uninhabited, rocky cays north of Anguilla. Snorkel the vibrant reefs to spot abundant fish and sea turtles.

Visit this secluded cove in Anguilla, famous for offering some of the best snorkeling on the island. Swim with stingrays and green sea turtles, or try a thrilling cliff jump.

Stroll along this stunning, uncrowded stretch of white sand beach in Anguilla, widely considered one of the finest beaches in the Caribbean.

Take a high-speed ferry from St. Martin to Gustavia, the charming, red-roofed capital of St. Barts. Walk around the natural harbor to admire the luxury yachts.

Hike up to the ruins of this historic fort overlooking Gustavia for spectacular, sweeping views of the harbor and the surrounding coastline.

Walk to the island's most popular beach to swim in the turquoise waters and watch private jets fly closely overhead. Chilling on the beach near the iconic Eden Rock hotel is completely free.

Check into your apartment located on Scotts Hill, just outside the capital of St. John's. Enjoy the peaceful surroundings, local goats, and views of the city and valley.

Begin your west coast exploration at this stunning beach, famous for its powdery white sand, calm turquoise waters, and family-friendly swimming conditions.

Visit this picturesque beach situated between a coastal lagoon and the open sea. The surrounding green hills provide a dramatic backdrop for swimming and relaxing.

Explore this beautifully preserved UNESCO World Heritage site in English Harbour. Walk through the historic open-air museum to learn about British colonial naval history.

Drive up to this historic military lookout for the most famous panoramic view in Antigua, overlooking English Harbour and Falmouth Harbour.

Make the drive to the remote eastern side of the island to visit this spectacular, crescent-shaped beach. It is highly uncrowded and surrounded by untouched nature.

Visit the ruins of Antigua's first sugar plantation, dating back to the British colonial era. The site features historic stone windmills and an informative visitor center.

Explore the historic ruins of this 18th-century fort guarding the entrance to St. John's Harbour. Walk among the old cannons and enjoy views of the Caribbean Sea.

End your Antigua road trip at this lively beach. It is the perfect spot to watch a beautiful Caribbean sunset and enjoy happy hour cocktails at a beachfront bar.

Check into your unique treehouse style accommodation built on a hillside overlooking the ocean. Enjoy morning yoga among the hummingbirds and fall asleep to the sounds of the jungle.

Walk down to the local beach in Castara to watch traditional fishermen pulling in their giant nets, surrounded by flocks of seagulls and frigate birds.

Follow a small jungle path starting just behind the local football field in Castara. Walk upstream through the rainforest to reach a beautiful, hidden waterfall.

Hike the Gilpin Trace trail inside the oldest protected rainforest reserve in the Western Hemisphere. This 2-hour walk is excellent for spotting rare tropical plants and birds.

Take an easy 20-minute walk through the forest to reach Tobago's highest and most spectacular waterfall, which cascades 54 meters down over five distinct stone steps.

Drive northeast to visit this incredibly pristine, untouched beach. With no buildings in sight, it offers a pure tropical escape surrounded by dense green jungle.

Visit the ultimate western point of Tobago. While more touristy than Castara, it features beautiful shallow waters and excellent opportunities to snorkel with stingrays and tropical fish.