Ultimate Break company logo
New trips. Must have.

City escapes, outdoor adventures, and a Southeast Asia trip that’ll have your jaw on the floor. New trips are here, and they’re ALL. ON. SALE.

November
2023
December
2023
January
2024
February
2024
March
2024
April
2024
May
2024
June
2024
July
2024
August
2024
September
2024
October
2024
November
2024
December
2024
January
2025
February
2025
March
2025
April
2025
May
2025
June
2025
July
2025
August
2025
September
2025
October
2025
November
2025
December
2025
January
2026
February
2026
March
2026
April
2026
May
2026
June
2026
July
2026
August
2026
September
2026
October
2026
November
2026
December
2026
January
2027
February
2027
March
2027
April
2027
May
2027
June
2027
July
2027
August
2027
September
2027
October
2027
November
2027
December
2027
January
2028
February
2028
March
2028
April
2028
May
2028
June
2028
July
2028
August
2028
September
2028
October
2028
November
2028
December
2028
December 2023
Su
Mo
Tu
We
Th
Fr
Sa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

12 trips available
Sun setting on a large arched monument and palm trees in front of a large reflecting pool.
A calm lake with trees on the shore and mountains in the background.
The stone wall of a temple carved with crosslegged figures.

Ultimate Southeast Asia

35 days, 15 cities

Save up to $1000

A sandy shore lined with palms trees on a sunny day
A split view of colorful fish and coral above the water line with bungalows on stilts above the water
A light blue building with a terracotta-tiled roof and a wrought iron balcony

Costa Rica & Panama Adventure

11 days, 5 cities

Save up to $500

❗️SALE EXTENDED❗️
Ultimate Black Friday
Book and save during our best sale ever, now ending Dec. 14.
Shop the sale
Aerial view of stone pyramids with mountains in the distance
Aerial view of an ornate stone building topped with gold domes and crosses with a cityscapes in the background
A row of colorful buildings leading to a stone church

Mexico City: City Experience

7 days, 1 city

Save up to $200

The sun setting on colorful seaside buildings with tables and chairs in the foreground.
Chairs and umbrellas on a sandy beach.
Two donkeys standing in a field standing next to a stone wall.

Mykonos: Island Escape

7 days, 1 city

Save up to $200

A view of a city with many buildings with red roofs situated next to the water with a tree visible in the foreground
A city with many buildings with red roofs situated by the riverside with boats traveling through the calm water
A bright yellow trolley moving through a narrow city street on a bright day
A pink building with white umbrellas in front of it and several blue lounge chairs

Portugal Getaway

8 days, 2 cities

Save up to $400

People walking across a bridge with a tall waterfall in the background
Aerial view of a colorful small city with snowy mountains in the background
A blue glacier in a body of water

Iceland: The Golden Circle & Ring Road

11 days, 6 cities

Save up to $500

A large city with a grand central building situated next to a river with several bridges and everything is lit up with lights during dusk
A large cathedral next to a lawn with many vibrantly colored flowers under a clear blue sky
A view of a grand castle during sunset from behind a curved dome window opening

Eastern Europe: Krakow to Budapest

10 days, 2 cities

Save up to $500

A large stone gate lit up with the colors of the rainbow at night
Rainbow flags and banners hanging above a street on a sunny day
A display case full of small open-faced sandwiches

Madrid Pride: City Experience

7 days, 1 city

Save up to $200

A receding glacier in a valley of brown rock
Two people in hiking gear on a snowy mountain
A tall waterfall on a sunny day

Active Iceland

9 days, 4 cities

Save up to $400

A large city with a central domed building lit up with lights during a bright pink sunset
A street lined with similar looking but different colored houses
A view of a city street with a large red-topped building in the center

Germany: Berlin to Munich

10 days, 3 cities

Save up to $700

A beautiful Tuscan road with tall trees.
Sunset on a church and buildings on a hill.
A bunch of grapes on a vine.

Taste of Italy: Tuscany & Umbria

12 days, 5 cities

Save up to $500

A cobblestone street of buildings lined with colorful timber
Inside of a massive yellow, green, and red tent filled with people at long tables
Aerial view of city skyline at night with a tall tower in the distance

Oktoberfest: Berlin to Munich

10 days, 3 cities

Save up to $300

Ludicrously Audacious Sale
See all the deals
Back to top