The Winter Holiday You&#039;ve Been Waiting For

Arenal Volcano to the Osa Peninsula

Tall hill covered in grass, with trees on the ground level

Biking

Couples, Friends & Solos

Costa Rica Bike Tour

6 days

Levels 2-4

Premiere & Deluxe Hotels

2026: Jan-Apr, Nov-Dec

2027: Jan-Apr

From $5,699/person

Biking, the Big Five & Luxury Game Lodges

Four people hike up a sandy beach front road

Leopard laying on its side, looking at camera

A man holds his hand up to handprints on a stone wall

Multi-Adventure

Couples, Friends & Solos

South Africa & Botswana Active Safari

11 days

Levels 1-3

Premiere Hotels

2026: Jun-Dec

From $16,899/person

Maya Temples to the Caribbean

Multi-Adventure

Families with Kids & Teens

Belize & Guatemala Family Multi-Adventure Tour

7 days

Levels 1-3

Premiere Hotels

2025: Dec

2026: Mar-Apr

From $6,399/person

Rugged Coast & Mountains from Christchurch to Queenstown

Waterfall flowing into a crystal clear river

Asia & Pacific Kayaking on River with Mountain View

Two people posing next to a stream in New Zealand

Winding path among large rocks and boulders in New Zealand

Hiking & Walking

Couples, Friends & Solos

New Zealand South Island Hiking & Walking Tour

9 days

Levels 1-4

Casual Hotels

2025: Dec

2026: Mar, Oct-Dec

2027: Jan-Apr

From $6,699/person

Sacred Valley, Cusco & Machu Picchu

Man and women holding hands, with sights of Machu Picchu in the background

Nighttime photo of a hummingbird flying to treebranch.

Guests hiking up stone trail, Machu Picchu ruins behind them.

Wide shot of South American city, mountain range in distance, large cathedral in foreground.

Fancy platter of seedy beverage and small chocolates.

Hiking & Walking

Couples, Friends & Solos

Peru Hiking & Walking Tour

7 days

Levels 2-4

Premiere Hotels

2025: Dec

2026: Mar-Dec

From $5,999/person

Ancient Northern Kingdoms to Southern Island Hideaways

Two woman with bikes walking through a decorated town square

Large gold Buddha statue on top of building

Biking

Couples, Friends & Solos

Thailand Bike Tour

9 days

Levels 1-3

Premiere Hotels

2025: Dec

2026: Jan-Feb, Nov-Dec

2027: Jan-Feb

From $7,249/person

Lakes, Volcanoes & Pampered Pleasures

Large, open valley with an empty road in the center

Mountain with a large lake in front and pink skies

Man and woman riding bikes with views of large mountains in the distance

Woman walking under a group of people with their arms sticking out

Biking

Couples, Friends & Solos

Chile Bike Tour

7 days

Levels 2-4

Premiere Hotels

2025: Dec

2026: Mar, Oct-Dec

From $6,799/person

Journey from Halong Bay to Majestic Angkor Wat

Spread of Vietnamese food, fried rice, meat, seafood, veggies, etc.

Guest in front of large painted longevity symbol.

Person exploring the temple of Angkor Wat in Cambodia

Hiking & Walking

Couples, Friends & Solos

Vietnam & Cambodia Hiking & Walking Tour

10 days

Levels 1-2

Premiere Hotels & Casual Ship

2025: Dec

2026: Jan-Feb, Oct-Dec

From $8,049/person

Arenal Volcano to Manuel Antonio National Park

Multi-Adventure

Families with Teens & 20s

Costa Rica Rain Forest & Pacific Family Multi-Adventure Tour

6 days

Levels 1-2

Casual & Deluxe Hotels

2026: Jun-Jul, Dec

2027: Feb-Mar, Jun-Aug

From $4,649/person

From Highland Rain Forest to the Pacific Coast

Jumping into the Sunset Beach Costa Rica

Multi-Adventure

Families with 20s & Beyond

Costa Rica Jungles & Volcanoes Family Multi-Adventure Tour

7 days

Levels 1-2

Casual & Premiere Hotels

2025: Dec

2026: Jan

From $5,299/person

Buddhist Culture, Himalayan Peaks & Tiger's Nest

Brightly colored flags strung up above a valley in Bhutan

Monks sitting on the ground in the middle of a temply

Man in monk attire painting a portrait while sitting on the ground

Man and woman smiling with holding a bow and arrow

Large white and bronze temple with a wooden bridge below

Hiking & Walking

Couples, Friends & Solos

Bhutan Hiking & Walking Tour

8 days

Levels 1-4

Premiere Hotels

2025: Dec

2026: Feb-May, Sep-Dec

2027: Dec

From $9,799/person

Towering Peaks & Luxurious Vineyard Escapes

people biking down a road by a mountain range

red mountain range reflected on water below it

Multi-Adventure

Couples, Friends & Solos

Argentina's Mendoza Wine Country & Andes Multi-Adventure Tour

7 days

Levels 2-4

Premiere Hotels

2026: Mar-Apr, Nov-Dec

2027: Mar-May

From $7,199/person

Mystical Angkor Wat, Ancient Citadels & Lantern-Lit Villages

Bikers cycling through red and yellow temples

Biking

Families with Teens & 20s

Vietnam & Cambodia Family Bike Tour

8 days

Levels 1-3

Premiere Hotels

2026: Dec

From $8,649/person

The Coffee Triangle, Caribbean Coast & Cartagena

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

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

Hiking & Walking

Couples, Friends & Solos

Colombia Hiking & Walking Tour

days

Levels 2-4

Casual Hotels

2026: Jan-Mar, Dec

From $4,799/person

Sacred Valley, Cusco & Machu Picchu

Two women smiling and pointing towards the sky, with large stone ruins in the background

Group of men and women with walking poles, walking through stone ruins

Colorful pile of textiles, numerous different patterns and colors.

Hiking & Walking

Families with Teens & 20s

Peru Family Hiking & Walking Tour

7 days

Levels 2-4

Premiere Hotels

2026: Jun-Aug, Dec

From $6,399/person

Cultural Connections & Havana Highlights

Group Photo Valle Nuevo National Park Sign

Multi-Adventure

Couples, Friends & Solos

Cuba Multi-Adventure Tour

6 days

Levels 2-4

Casual & Deluxe Hotels

2026: Mar-May, Nov-Dec

2027: Jan-Jun

From $4,399/person

Mystical Angkor Wat, Ancient Citadels & Lantern-Lit Villages

Three people biking through a street market

Biking

Families with 20s & Beyond

Vietnam & Cambodia Family Bike Tour

8 days

Levels 1-3

Premiere Hotels

2025: Dec

From $8,199/person

Sacred Temples, Tropical Waters & Luxurious Retreats

Man and woman biking on a road with jungle in the background

Two men and one women wearing traditional gowns in front of temple ruins

Group of people smiling and paddling in a raft in a river

Monkey eating a pastry next to a statue of two monkeys

Multi-Adventure

Couples, Friends & Solos

Bali Multi-Adventure Tour

7 days

Levels 2-4

Premiere Hotels

2026: May, Sep-Oct, Dec

From $6,199/person

Maya Temples to the Caribbean

Multi-Adventure

Families with Teens & 20s

Belize & Guatemala Family Multi-Adventure Tour

7 days

Levels 1-3

Premiere Hotels

2025: Dec

2026: Dec

2027: Feb-Apr

From $6,199/person

Maya Temples to the Caribbean

Person paddle boarding in the middle of the ocean

Multi-Adventure

Families with 20s & Beyond

Belize & Guatemala Family Multi-Adventure Tour

7 days

Levels 1-3

Premiere Hotels

2025: Dec

From $6,799/person

Sacred Valley, Cusco & Machu Picchu

Woman and man walking on a dirt trail, smiling and looking out towards large hills

Two men and one women climbing up stairs with a view of a town in the distance

Boy in traditional attire, smiling with a group of other boys behind him

Hiking & Walking

Families with 20s & Beyond

Peru Family Hiking & Walking Tour

7 days

Levels 2-4

Premiere Hotels

2025: Dec

2026: May-Aug

From $5,899/person

Epic Peaks, Lakes & Glaciers

Wide shot of sunset vista, mountain, river, meadow, small horse all visible.

Close-up of dry yerba mate infusion pot and gourd.

Shot of shepherd on horse, herd of sheep under them.

Hiking & Walking

Women's Adventures

Argentina's Patagonia Women's Hiking & Walking Tour

8 days

Levels 2-4

Premiere Hotels

2025: Dec

From $7,749/person

The Coffee Triangle, Caribbean Coast & Cartagena

Woman smiling while ascending a trail surrounded by tall plants

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

Hiking & Walking

Women's Adventures

Colombia Women's Hiking & Walking Tour

7 days

Levels 2-4

Casual Hotels

2026: Dec

From $4,799/person

341 Dates

Sort: Date

2025

December 2025

Hiking & Walking

Couples, Friends & Solos

New Zealand South Island Hiking & Walking Tour

9 days

1-4

Casual Hotels

$6,699/person

(+$2,350 for optional single occ.)

Request to Book

Dec 9, 2025

Tuesday

Dec 17, 2025

Wednesday

Hiking & Walking

Couples, Friends & Solos

Peru Hiking & Walking Tour

7 days

2-4

Premiere Hotels

$5,999/person

(+$1,450 for optional single occ.)

Request to Book

Dec 13, 2025

Saturday

Dec 19, 2025

Friday

Biking

Couples, Friends & Solos

Thailand Bike Tour

9 days

1-3

Premiere Hotels

$7,249/person

(+$1,800 for optional single occ.)

Request to Book

Dec 13, 2025

Saturday

Dec 21, 2025

Sunday

Biking

Couples, Friends & Solos

Thailand Bike Tour

9 days

1-3

Premiere Hotels

$7,249/person

(+$2,850 for optional single occ.)

Request to Book

Dec 15, 2025

Monday

Dec 23, 2025

Tuesday

Biking

Couples, Friends & Solos

Chile Bike Tour

7 days

2-4

Premiere Hotels

$6,799/person

(+$2,100 for optional single occ.)

Request to Book

Dec 15, 2025

Monday

Dec 21, 2025

Sunday

Multi-Adventure

Families with 20s & Beyond

Costa Rica Jungles & Volcanoes Family Multi-Adventure Tour

7 days

1-2

Casual & Premiere Hotels

$5,299/person

(+$950 for optional single occ.)

Request to Book

Dec 16, 2025

Tuesday

Dec 22, 2025

Monday

Hiking & Walking

Families with 20s & Beyond

Peru Family Hiking & Walking Tour

7 days

2-4

Premiere Hotels

$5,899/person

(+$1,450 for optional single occ.)

Request to Book

Dec 17, 2025

Wednesday

Dec 23, 2025

Tuesday

Biking

Couples, Friends & Solos

Thailand Bike Tour

9 days

1-3

Premiere Hotels

$7,249/person

(+$3,400 for optional single occ.)

Request to Book

Dec 19, 2025

Friday

Dec 27, 2025

Saturday

Multi-Adventure

Families with 20s & Beyond

Belize & Guatemala Family Multi-Adventure Tour

7 days

1-3

Premiere Hotels

$6,799/person

(+$1,750 for optional single occ.)

Request to Book

Dec 19, 2025

Friday

Dec 25, 2025

Thursday

Hiking & Walking

Families with 20s & Beyond

Peru Family Hiking & Walking Tour

7 days

2-4

Premiere Hotels

$5,899/person

(+$1,450 for optional single occ.)

Request to Book

Dec 19, 2025

Friday

Dec 25, 2025

Thursday

Multi-Adventure

Families with Kids & Teens

Costa Rica Beaches & Wildlife Family Multi-Adventure Tour

6 days

1-2

Premiere Hotels

$5,649/person

(+$2,150 for optional single occ.)

Request to Book

Dec 20, 2025

Saturday

Dec 25, 2025

Thursday

Multi-Adventure

Families with Kids & Teens

Belize & Guatemala Family Multi-Adventure Tour

7 days

1-3

Premiere Hotels

$6,399/person

(+$1,750 for optional single occ.)

Request to Book

Dec 21, 2025

Sunday

Dec 27, 2025

Saturday

Biking

Families with 20s & Beyond

Vietnam & Cambodia Family Bike Tour

8 days

1-3

Premiere Hotels

$8,199/person

(+$2,200 for optional single occ.)

Request to Book

Dec 21, 2025

Sunday

Dec 28, 2025

Sunday

Multi-Adventure

Families with Kids & Teens

Costa Rica Beaches & Wildlife Family Multi-Adventure Tour

6 days

1-2

Premiere Hotels

$5,649/person

(+$2,150 for optional single occ.)

Request to Book

Dec 22, 2025

Monday

Dec 27, 2025

Saturday

Hiking & Walking

Couples, Friends & Solos

Vietnam & Cambodia Hiking & Walking Tour

10 days

1-2

Premiere Hotels & Casual Ship

$8,049/person

(+$3,200 for optional single occ.)

Request to Book

Dec 24, 2025

Wednesday

Jan 2, 2026

Friday

Hiking & Walking

Families with 20s & Beyond

Peru Family Hiking & Walking Tour

7 days

2-4

Premiere Hotels

$5,899/person

(+$1,450 for optional single occ.)

Request to Book

Dec 24, 2025

Wednesday

Dec 30, 2025

Tuesday

Multi-Adventure

Families with Teens & 20s

Belize & Guatemala Family Multi-Adventure Tour

7 days

1-3

Premiere Hotels

$6,199/person

(+$1,750 for optional single occ.)

Request to Book

Dec 25, 2025

Thursday

Dec 31, 2025

Wednesday

Hiking & Walking

Couples, Friends & Solos

Peru Hiking & Walking Tour

7 days

2-4

Premiere Hotels

$5,999/person

(+$1,450 for optional single occ.)

Request to Book

Dec 28, 2025

Sunday

Jan 3, 2026

Saturday

Hiking & Walking

Couples, Friends & Solos

Bhutan Hiking & Walking Tour

8 days

1-4

Premiere Hotels

$9,799/person

(+$1,850 for optional single occ.)

Request to Book

Dec 28, 2025

Sunday

Jan 4, 2026

Sunday

Hiking & Walking

Women's Adventures

Argentina's Patagonia Women's Hiking & Walking Tour

8 days

2-4

Premiere Hotels

$7,749/person

(+$1,750 for optional single occ.)

Available

Dec 28, 2025

Sunday

Jan 4, 2026

Sunday

Hiking & Walking

Couples, Friends & Solos

New Zealand South Island Hiking & Walking Tour

9 days

1-4

Casual Hotels

$6,699/person

(+$2,550 for optional single occ.)

Request to Book

Dec 29, 2025

Monday

Jan 6, 2026

Tuesday

2026

January 2026

Multi-Adventure

Families with 20s & Beyond

Costa Rica Jungles & Volcanoes Family Multi-Adventure Tour

7 days

1-2

Casual & Premiere Hotels

$5,299/person

(+$1,000 for optional single occ.)

Request to Book

Jan 1, 2026

Thursday

Jan 7, 2026

Wednesday

Hiking & Walking

Couples, Friends & Solos

Vietnam & Cambodia Hiking & Walking Tour

10 days

1-2

Premiere Hotels & Casual Ship

$8,049/person

(+$2,750 for optional single occ.)

Request to Book

Jan 2, 2026

Friday

Jan 11, 2026

Sunday

Biking

Couples, Friends & Solos

Thailand Bike Tour

9 days

1-3

Premiere Hotels

$7,249/person

(+$2,100 for optional single occ.)

Request to Book

Jan 3, 2026

Saturday

Jan 11, 2026

Sunday

Biking

Couples, Friends & Solos

Costa Rica Bike Tour

6 days

2-4

Premiere & Deluxe Hotels

$5,699/person

(+$1,700 for optional single occ.)

Request to Book

Jan 4, 2026

Sunday

Jan 9, 2026

Friday