Stars' Vacation Hot Spots

From sunny Maui to snowy Aspen, see where Jessica Alba, Will Smith and others spend their winter break. By Serena Kappes

01 of 10

ASPEN

ASPEN
Ginsburg-Spaly/X17

Always well-coordinated Will and Jada Pinkett Smith (on Dec. 28) keep cozy in the Colorado resort town, where they rang in the New Year as a family with their annual lavish party.

02 of 10

MIAMI BEACH

MIAMI BEACH
Storms Media Group

Before being rushed to the hospital with an asthma attack Jan. 2, shady lady Lindsay Lohan has her fun in the sun and bonds with mom Dina (right) on New Year's Eve. Later, she hosted a swanky soiree at club Privé.

03 of 10

MIAMI BEACH

MIAMI BEACH
Steve Dennett/Splash

Also getting in his rays: swinging bachelor Leonardo DiCaprio, living the good life poolside at The Setai hotel. (The actor split with longtime girlfriend Gisele Bündchen in November.)

04 of 10

ASPEN & MIAMI BEACH

ASPEN & MIAMI BEACH
Flynet; mavrixphoto

Mischa Barton and beau Cisco Adler run hot and cold, getting a lift in Colorado on Dec. 26, then peeling off their layers in Florida on Dec. 30. On New Year's Eve, the O.C. actress hosted a bash at the South Beach Hotel Victor, where Adler's band Whitestarr played.

05 of 10

ST. BART'S

ST. BART'S
INFGOFF

Island regular Jon Bon Jovi and son Jacob, 3, bask in the warm waters of the Caribbean on Dec. 29. The rocker is also dad to Stephanie, 12, Jesse, 10, and 22-month-old Romeo.

06 of 10

ST. BART'S

ST. BART'S
Ramey

Anna Kournikova and Enrique Iglesias revel in each other – and the luxury of a private yacht – during a New Year's Day sail. The pair also shared a winter vacation on the star-studded island last year.

07 of 10

TELLURIDE

TELLURIDE
MWD/X17

All geared up and ready to go: Cameron Diaz and Justin Timberlake (on Jan. 1) stay warm during a snowboarding sojourn in Colorado. The couple of two and a half years are regular visitors to the mountain locale.

08 of 10

HONOLULU

HONOLULU
Bauer Griffin

Desperate Housewives star Nicollette Sheridan puckers up for her on-again sweetie, singer Michael Bolton, at a private beach club on Dec. 28. The pair, who first dated in the early '90s, spent New Year's Eve at the Kahala Mandarin Oriental hotel, where he serenaded the actress with "My Girl."

09 of 10

SYDNEY

SYDNEY
BONDIPIX-LUCKY MAT

King Kong star Naomi Watts (on Dec. 23) is no damsel in distress as she wades in the waves in her native Australia, where she was joined by her boyfriend of seven months, actor Liev Schreiber.

10 of 10

MAUI

MAUI
Sunset Photo

Two weeks after collapsing during a Tokyo concert, a rested Ashlee Simpson takes a stroll with her guitarist boyfriend Braxton Olita on Dec. 29. The couple of two months ushered in 2006 by hosting a private patio party at the Fairmont Kea Lani hotel.

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