Caribbean Adventure Tours

Valley Columbia

Farm Stand Fruit Columbia

Man and woman walking on a dirt trail, with hills in the background

Blue Door Columbia

Man and woman walking in an alley surrounded by tall apartment buildings

Walking & Hiking

Couples, Friends & Solos

Colombia Walking & Hiking Tour

The Coffee Triangle, Caribbean Coast & Cartagena

8 days

Levels 2-4

Casual Hotels

2026: Jan-Mar

From $5,099/person

Man and women with walking poles, walking through a dirt trail with mountains in the background

Church Cuba

Farm Stand Fruit Columbia

Group Guests Columbia

Blue waters with beach and rocks throughout

Walking & Hiking

Families with 20s & Beyond

Colombia Walking & Hiking Tour

The Coffee Triangle, Caribbean Coast & Cartagena

8 days

Levels 2-4

Casual Hotels

From $5,349/person

Classic Cars Cuba

Group Photo Valle Nuevo National Park Sign

Cycling Past Classic Car

Cyclist in Front of Art Work Cuba

The Cuba Libre Drink

Multi-Adventure

Couples, Friends & Solos

Cuba Multi-Adventure Tour

Cultural Connections & Havana Highlights

6 days

Levels 1-3

Casual & Deluxe Hotels

2025: Nov-Dec

2026: Jan-May, Nov-Dec

2027: Jan-Jun

From $4,399/person

Cyclist in Front of Art Work Cuba

Sky view of a yellow church in the distance, surrounded by trees

Cycling Past Classic Car

Flock of flamingos walking through a shallow pond

The Cuba Libre Drink

NEW

Biking

Couples, Friends & Solos

Cuba Bike Tour

Trinidad's Timeless Landscapes to Havana's Rhythms

6 days

Levels 2-4

Casual Hotels

2025: Nov-Dec

2026: Jan-Apr, Nov-Dec

From $5,399/person

Temple of the Mask Belize

Two men looking up to an old pyramid

Man ziplining in the middle of the forest

Snorkeling with a School of Fish

Pelican Silhouette Sunset

Multi-Adventure

Couples, Friends & Solos

Belize & Guatemala Multi-Adventure Tour

Maya Temples to the Caribbean

7 days

Levels 1-2

Premiere Hotels

2026: Jan-May, Nov-Dec

2027: Jan-Feb, Apr-May

From $6,299/person

Kayaking Belize

Ruin Costa Rica

Sunset Guests On Dock Belize

Snorkeling with a School of Fish

Pelican Silhouette Sunset

Multi-Adventure

Families with Teens & 20s

Belize & Guatemala Family Multi-Adventure Tour

Maya Temples to the Caribbean

7 days

Levels 1-2

Premiere Hotels

From $6,299/person

Guest Walking Palm Trees Columbia

Woman in a red shirt, walking through a trail surrounded by tall plants

Church Cuba

Man closing another man's backpack

Farm Stand Fruit Columbia

Walking & Hiking

Families with Teens & 20s

Colombia Family Walking & Hiking Tour

The Coffee Triangle, Caribbean Coast & Cartagena

8 days

Levels 2-4

Casual Hotels

From $5,299/person

Father Son Overlooking Forest Belize

Man handing a flower to two kids

Bird

Two children kayaking in a river

Monkey Belize

Multi-Adventure

Families with Kids & Teens

Belize & Guatemala Family Multi-Adventure Tour

Maya Temples to the Caribbean

7 days

Levels 2-3

Premiere Hotels

2026: Feb-Apr, Dec

2027: Feb-Apr

From $6,299/person

Woman riding a bike while looking at a man on a horse carriage

Cubita Coffee

Guests Observing Cuban Arist

Fog Valley Floor Cuba

Woman holding up an opened coconut with a straw coming out of it

Multi-Adventure

Families with Teens & 20s

Cuba Family Multi-Adventure Tour

Cultural Connections & Havana Highlights

6 days

Levels 1-3

Casual & Deluxe Hotels

From $4,699/person

Two women in a river, sitting on large inner-tubes

Forested area

Two women smiling and laughing with arms around their shoulders, holding wine glasses

Green plant with fruits over a red floor

Woman in a green shirt, smiling while petting a horse

NEW

Walking & Hiking

Women's Adventures

Colombia Women's Walking & Hiking Tour

The Coffee Triangle, Caribbean Coast & Cartagena

8 days

Levels 2-4

Casual Hotels

2026: Jan-Mar

From $4,599/person

Caribbean Adventure Tours

Our Caribbean tours are sun-soaked getaways offering the perfect blend: exhilarating activities—snorkeling on the Belize Barrier Reef, hiking in Colombia's lush Cocora Valley, riding in Cuba’s beautiful natural areas—combined with plenty of time to kick back and relax, should the mood strike. Enjoy ample opportunity to bliss out on the beach and luxuriate at tropical retreats.

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