Whether it’s rum and cigars, sun and surf or dining and dancing, nowhere does good vibes quite like the Caribbean.

Jamaican rum or a Cuban cigar? Reggae beats or salsa rhythms? Trekking across volcanoes or relaxing with sand between your toes? These are the only questions you need to answer while kicking back on the brilliant beaches of the Caribbean. Spend days sailing from island to island, exploring uninhabited Cays and snorkelling for marine life. Fill the nights with food and music, eat fresh fish and jerked chicken, listen to Bob Marley and dance the cha-cha (though maybe not all at once). From Havana to Jamaica, everything in between is pure indulgence.

Our tours in the Caribbean

9 Days From $2,405

We are thrilled to offer a legal trip for US citizens that meets the "People to People"...

7 Days From $2,200

Set sail on amazing sailing expedition to one of the world’s best cruising destinations...

8 Days From $1,346

This eight-day exploration of Jamaican culture, food and language will take you to the...

Browse by country

Highlights of the Caribbean

The Abacos

The Abaco Islands are more than 190 kilometres (120 miles) of panoramic beaches in the northern Bahamas. Relax on Treasure Cay, one of the best beaches in the world, and snorkel for marine life in the crystal waters of Green Turtle Cay. Great Guana Cay is also known for its birds and turtles, and Elbow Cay for its historic lighthouse.

View trip

Montego Bay

Mo’Bay, Jamaica’s second city, is famous for its steady reggae rhythms and tasty jerked chicken. By day, shop in the Charles Garden Market or take a walk down historical Sam Sharpe Square, then spend the night dining, drinking and dancing in The Hip Strip, the Caribbean’s party-central.

View trip

Canarreos Archipelago

South of the Cuban mainland is the Canarreos Archipelago, made up of about 350 islands. Sail your way through clear waters, stopping at beaches for cocktails and island-style barbeques. Look out for the iguanas of Cayo Rico, the monkeys of Cayo Cantiles, the manta rays off Cayo Alcatraz, and maybe even a turtle or two.

View trip

Reviews

Bahamas Sailing Adventure, July 2018

Judith Domney

Bahamas Sailing Adventure, July 2018

Christopher Wegener

Bahamas Sailing Adventure, July 2018

Angie Lemmer

Hola Cuba - People to People for US citizens, July 2018

Jennifer Laurello

Hola Cuba - People to People for US citizens, July 2018

Tracey Drum

Hola Cuba - People to People for US citizens, June 2018

Kate DeYoe

Hola Cuba - People to People for US citizens, June 2018

Susan Rochon

Hola Cuba - People to People for US citizens, June 2018

chloe prudden

Bahamas Sailing Adventure, June 2018

Rae Wilson

Hola Cuba - People to People for US citizens, May 2018

Ann Garofolini

Hola Cuba - People to People for US citizens, May 2018

Kendra Velilla

Bahamas Sailing Adventure, April 2018

Joann Bradish

Hola Cuba - People to People for US citizens, May 2018

Diane Anderson

Hola Cuba - People to People for US citizens, May 2018

Emily Weng

Hola Cuba - People to People for US citizens, May 2018

Adrienne Cain

Bahamas Sailing Adventure, March 2018

Beverley Kellie

Bahamas Sailing Adventure, April 2018

Will Kew

Hola Cuba - People to People for US citizens, April 2018

Matthew Backer

Hola Cuba - People to People for US citizens, April 2018

John Duffy

Hola Cuba - People to People for US citizens, April 2018

Craig Starr

Bahamas Sailing Adventure, April 2018

Carol Harper

Bahamas Sailing Adventure, April 2018

Fiona Stuckey

Hola Cuba - People to People for US citizens, April 2018

Charles Frye

Bahamas Sailing Adventure, April 2018

Andrea Schriber

What to see in 7-10 days in the Caribbean

A short stay in the Caribbean means you’ll likely want to focus your travels in one place. Spread yourself too thin and you might miss out on the best experience the region has to offer – that sense of calm at the end of a day of relaxation. If it’s mostly sun and sand you’re after, then you could jump in a boat and sail around the archipelagos of the Bahamas looking for the best place to throw down a towel. If you want to party till the sun comes up, then head to Jamaica, with Montego Bay and Kingston home to Rastafarian reggae beats that’ll keep you dancing. If it’s more the salsa rhythms that get your feet moving, you might prefer Cuba. Take in the exciting nightlife and old-world charm of Havana or discover the diverse spread of wildlife around the Canarreos Peninsula.

7 Days From $2,200

Set sail on amazing sailing expedition to one of the world’s best cruising destinations...

8 Days From $1,346

This eight-day exploration of Jamaican culture, food and language will take you to the...

What to see in 3 weeks in the Caribbean

Three weeks in the Caribbean means you’ll have more than a few chances to rest up on the white sands of paradise. Island-hop from the cays of the Bahamas to the cayos of Cuba, or snorkel your way past the shores of Costa Rica and Panama. With flights getting you from Havana to Kingston in under an hour, it’s easy to combine two or more countries. You could trek your way through the forests and caves of the Sierra Maestra mountain range with plenty of time left to explore the Rastafari villages of Montego Bay.

If you’d rather use your time to savour the character of just one country, then hit the cities and towns of Cuba. You could start by exploring the colonial streets of Camaguey on taxi-bike and end by rolling a cigar with the tobacco farmers in Pinar del Rio, with just enough time to see all the sights in between.

18 Days From $4,320

Be captivated by Costa Rica on an adventure that combines thrill-seeking with the...

What to see in 6 weeks in the Caribbean

With six weeks in the Caribbean, you’ll want to have your sea legs ready. Set off on a sailing trip in the Bahamas and you’ll never be far from a cool beach and a warm breeze. You’ll also find a variety of marine wildlife along the way, from turtles to manta rays. But don’t mistake paradise with monotony. Each island has unique features to explore, whether it’s the nesting sites of loggerhead turtles on Cayo Largo del Sur or the naturally formed rock-spa dubbed Bubbly Pool on Diamond Cay.

If six weeks sounds like a long time to lie on a beach, then look at combining your Caribbean getaway with the jungles of Belize, the Mayan ruins of Mexico, or the volcanoes of Costa Rica.

32 Days From $2,448

Ruins, volcanoes and beachside playgrounds await on this awesome Central American...

Read more about the Caribbean