Experience The Caribbean Like Never Before With These 20 Activities

The Caribbean is a hot spot for travelers because of its beautiful weather, chill vibes, and delicious food. Though there are 7,000 islands, there are only a few frequented by tourists. 

Visiting all of the Caribbean islands is a challenge in itself, but you can achieve visiting lesser-known areas while island hopping.

If you want to experience the Caribbean like never before, try doing these 20 things:

Dominican Republic


The Dominican Republic has the largest whale-watching industry in the Caribbean? Head to Samaná and take whale-watching tours to Silver and Navidad Banks. 

Dominican Republic


Visit during December through March for a chance to sight over 200 humpback whales during their migration from Canada, Iceland, Greenland, and North America.


Swim With Pigs

Head to The Exuma Cays for a chance to visit Pig Beach. There are about 20 pigs and piglets for you to swim with! 


Underwater Gallery

Moliniere Point in Grenada has over 60 statues that can be observed while snorkeling and is only a 10-minute ride from Grand Anse beach. 

St. Lucia

Friday Fish Fry

Although St. Lucia is a quiet island, it comes alive on Fridays. Head to Anse La Rate to experience live music, dancing, and deliciously fresh lobster, tuna, crab and snapper.

Trinidad & Tobago

Whine Up During

Trinidad is home of Carnival where thousands of people dance through the streets in elaborate costumes. Carnival is known as the “biggest party on Earth.”


Swim In Hot Springs

Morne Trois Pitons in Dominica houses five volcanoes and hot springs. You can hike the Waitukubuli National Trail and then relax in one of the open-air mud pools. 



Experience Arikok National Park in its entirety on an ATV. While riding, you can stop off to get a close look at caves, rock formations, and rock drawings.

The Cayman Islands


The Cayman Islands has an abundance of tropical fish, colorful reefs and snorkel sites. Beginner swimmers can snorkel in the shallow waters at Stingray City. 



Head to Basse-Terre to experience the 54 acres of waterfalls and forests at Guadeloupe National Park. There are about 200 miles of trails to hike.


Sip On Rum Swizzles

Rum swizzles are the national drink of Bermuda and were first served in 1932 at Swizzle Inn. Today, the establishment is the oldest pub on the island. 


Scuba Dive

Saba is home to 26 dive sites, 150 marine different marine species, and undersea lava fields. You can access the island by taking a 15-minute flight from St.Martin/St. Maarten. 

St. Vincent and the Grenadines

Swim With Sea Turtles

Visit the Tobago Cays Marine Park in Southern Grenadines for a chance to snorkel with green and hawksbill turtles.

Turks and Caicos


Take in the beauty of Grace Bay Beach in Turks and Caicos from above. You may even be able to see dolphins while parasailing!

St. Eustatius

Treasure Hunt

The water surrounding the island houses sunken ships. Try to spot glass blue beads in the sand — they date back to the 17th century and were once the local currency.


Go Kayaking

Take a glass-bottom kayak and make your way through Lac Bay’s mangrove forest. You’ll be able to stop for snorkeling and see clear waters and vibrant fish. 


Soak In The Sun

Anguilla, located north of St. Martin is home to 33 white-sand beaches. Most of which are ranked as one of the world’s 10 best.

The Virgin Islands


Sailing both the U.S. and British Virgin Islands is a great way to observe over 100 untouched islands.  The islands are located within a 50-nautical-mile radius. 

St. Maarten

Restaurant Hop

St. Maarten may be only 37 square miles, but it is home to over 400 restaurants. From low-fare eateries to fine dining — St. Martin has plenty of dining options. 

Puerto Rico

Get A History Lesson

Visit San Juan if you enjoy learning about history while traveling. The historic district has two 500-year-old forts and is lined with cobblestone streets. 

St. Thomas

Go Shopping

St. Thomas is perfect for boutique shopping and finding cool souvenirs at the craft market.

Start planning your winter getaways!