Classic Vacations
Sign In
Book a Trip

Book a Trip

Destinations

Groups

About Groups by CV

Request a Group

Specialty

SKI by Classic

SITA Tours

Special Offers

Inspiration

Hotel Directory

Star Ratings

Options

Caribbean

Preferred

Amanera Resort

Dominican Republic

See Hotel Details

Amanyara

Turks & Caicos

See Hotel Details

Anse Chastanet Resort

Saint Lucia

See Hotel Details

Apes Hill Barbados Golf Resort

Barbados

See Hotel Details

Aruba Marriott Resort & Stellaris Casino

Aruba

See Hotel Details

Atlantis Paradise Island

New Providence Island (Paradise Island)

See Hotel Details

Aurora Anguilla Resort & Golf Club

Anguilla

See Hotel Details

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Negril

See Hotel Details

Baoase Luxury Resort

Curacao

See Hotel Details

Beach Enclave

Turks & Caicos

See Hotel Details

Beaches Negril Resort - ALL INCLUSIVE

Negril

See Hotel Details

Beaches Turks & Caicos - ALL INCLUSIVE

Turks & Caicos

See Hotel Details

Black Urchin

Cayman Islands

See Hotel Details

Blue Waters Resort & Spa

Antigua

See Hotel Details

Breathless Montego Bay - Adults Only - All Inclusive

Montego Bay

See Hotel Details

Breathless Punta Cana Resort & Spa - Adults Only - All Inclusive

Punta Cana

See Hotel Details

Bucuti & Tara Beach Resort - Adults Only

Aruba

See Hotel Details

Buoy Haus Beach Resort St. Thomas, Autograph Collection

St. Thomas/St. John

See Hotel Details

COMO Parrot Cay

Turks & Caicos

See Hotel Details

Calabash Cove Resort And Spa - Adults Only

Saint Lucia

See Hotel Details

Calabash Hotel

Grenada

See Hotel Details

Cambridge Beaches Resort & Spa

Bermuda

See Hotel Details

Cap Juluca, A Belmond Hotel, Anguilla

Anguilla

See Hotel Details

Cap Maison Resort & Spa

Saint Lucia

See Hotel Details

Carlisle Bay

Antigua

See Hotel Details

Casa de Campo Villas

Dominican Republic

See Hotel Details

Christopher Hotel

St. Barthelemy

See Hotel Details

Colony Club, a Luxury Collection Resort, Barbados

Barbados

See Hotel Details

Curacao Marriott Beach Resort

Curacao

See Hotel Details

Curtain Bluff Resort - All Inclusive

Antigua

See Hotel Details

Dorado Beach, a Ritz-Carlton Reserve

San Juan

See Hotel Details

Dreams Cap Cana Resort & Spa - All Inclusive

Punta Cana

See Hotel Details

Dreams Curacao Resort, Spa & Casino - All Inclusive

Curacao

See Hotel Details

Dreams Dominicus La Romana - All Inclusive

Punta Cana

See Hotel Details

Dreams Flora Resort & Spa - All Inclusive

Punta Cana

See Hotel Details

Dreams La Romana Resort & Spa - All Inclusive

Punta Cana

See Hotel Details

Dreams Macao Beach Punta Cana - All Inclusive

Punta Cana

See Hotel Details

Dreams Onyx Resort & Spa All Inclusive

Punta Cana

See Hotel Details

Dreams Playa Esmeralda Resort & Spa - All Inclusive

Dominican Republic

See Hotel Details

Dreams Rose Hall Resort & Spa - All Inclusive

Montego Bay

See Hotel Details

Dreams Royal Beach Punta Cana - All Inclusive

Dominican Republic

See Hotel Details

Eden Roc Cap Cana

Dominican Republic

See Hotel Details

El Conquistador Resort

San Juan

See Hotel Details

Fairmont El San Juan Hotel

San Juan

See Hotel Details

Fairmont Royal Pavilion

Barbados

See Hotel Details

Fiesta Americana Funeeq Punta Cana All Inclusive

Punta Cana

See Hotel Details

Four Seasons Resort - Nevis

Nevis

See Hotel Details

Four Seasons Resort and Residences Anguilla

Anguilla

See Hotel Details

Four Seasons Resort and Residences Puerto Rico

Puerto Rico

See Hotel Details

GYP SEA Saint Barth

St. Barthelemy

See Hotel Details

Galley Bay Resort & Spa - All inclusive

Antigua

See Hotel Details

Golden Rock Dive And Nature Resort

Statia

See Hotel Details

GoldenEye

Ocho Rios

See Hotel Details

Goldwynn Resort & Residences

New Providence Island

See Hotel Details

Grace Bay Club

Turks & Caicos

See Hotel Details

Grand Cayman Marriott Resort

Cayman Islands

See Hotel Details

Grand Hyatt Baha Mar

New Providence Island

See Hotel Details

Grand Hyatt Grand Cayman Resort and Spa

Cayman Islands

See Hotel Details

Grand Isle Resort & Residences

The Exumas

See Hotel Details

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Montego Bay

See Hotel Details

Grand Palladium Punta Cana Resort & Spa - All Inclusive

Dominican Republic

See Hotel Details

Half Moon

Montego Bay

See Hotel Details

Hamilton Princess & Beach Club - A Fairmont Hotel

Bermuda

See Hotel Details

Hammock Cove Antigua - All Inclusive - Adults Only

Antigua

See Hotel Details

Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort

Dominican Republic

See Hotel Details

Hermitage Bay – Antigua and Barbuda

Antigua

See Hotel Details

Hilton Aruba Caribbean Resort and Casino

Aruba

See Hotel Details

Hotel Indigo Grand Cayman by IHG

Cayman Islands

See Hotel Details

Hyatt Regency Aruba Resort and Casino

Aruba

See Hotel Details

Hyatt Vivid Punta Cana - All Inclusive - Adults Only

Punta Cana

See Hotel Details

Hyatt Zilara Cap Cana ‐ Adults Only ‐ All Inclusive

Punta Cana

See Hotel Details

Hyatt Zilara Rose Hall - Adults Only - All Inclusive

Montego Bay

See Hotel Details

Hyatt Ziva Cap Cana - All Inclusive

Punta Cana

See Hotel Details

Hyatt Ziva Rose Hall - All Inclusive

Montego Bay

See Hotel Details

InterContinental Dominica Cabrits Resort & Spa by IHG

Dominica

See Hotel Details

JOIA Aruba by Iberostar

Aruba

See Hotel Details

JW Marriott St. Maarten Beach Resort & Spa

St. Martin

See Hotel Details

Jade Mountain Resort

Saint Lucia

See Hotel Details

Jamaica Inn

Ocho Rios

See Hotel Details

Jewel Grande Montego Bay Resort & Spa – All Inclusive

Montego Bay

See Hotel Details

Jumby Bay Island - Oetker Collection

Antigua

See Hotel Details

Kimpton Seafire Resort + Spa by IHG

Cayman Islands

See Hotel Details

La Samanna, A Belmond Hotel, St Martin

St. Martin

See Hotel Details

Ladera Resort - Adults Only

Saint Lucia

See Hotel Details

Le Barthélemy Hotel & Spa

St. Barthelemy

See Hotel Details

Le Sereno

St. Barthelemy

See Hotel Details

Le Toiny Hôtel & Beach Club

St. Barthelemy

See Hotel Details

Live Aqua Punta Cana - All Inclusive - Adults Only

Punta Cana

See Hotel Details

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

Punta Cana

See Hotel Details

Majestic Colonial Punta Cana - All Inclusive

Dominican Republic

See Hotel Details

Majestic Elegance Punta Cana - All Inclusive

Dominican Republic

See Hotel Details

Majestic Mirage Punta Cana, All Suite Resort - All Inclusive

Punta Cana

See Hotel Details

Malliouhana Resort Anguilla

Anguilla

See Hotel Details

Mandarin Oriental, Canouan

St. Vincent & The Grenadines

See Hotel Details

Melia Nassau Beach

New Providence Island

See Hotel Details

Melia Punta Cana Beach Wellness Inclusive - Adults only - All inclusive

Punta Cana

See Hotel Details

Moon Palace Jamaica – All Inclusive

Ocho Rios

See Hotel Details

Moon Palace The Grand - Punta Cana - All Inclusive

Punta Cana

See Hotel Details

Nickelodeon Hotels & Resorts Punta Cana, Gourmet All Inclusive by Karisma

Punta Cana

See Hotel Details

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

Barbados

See Hotel Details

Oil Nut Bay

British Virgin Islands

See Hotel Details

Paradisus Grand Cana - All Suites - All Inclusive

Punta Cana

See Hotel Details

Paradisus Palma Real Golf & Spa Resort All Inclusive

Dominican Republic

See Hotel Details

Park Hyatt St. Kitts

St. Kitts

See Hotel Details

Peter Island Resort

British Virgin Islands

See Hotel Details

Point Grace

Turks & Caicos

See Hotel Details

Port Ferdinand Marina & Luxury Residences

Barbados

See Hotel Details

Renaissance Wind Creek Curacao Resort

Curacao

See Hotel Details

Residences at Dorado Beach, a Ritz-Carlton Reserve

San Juan

See Hotel Details

Rock House

Turks & Caicos

See Hotel Details

Rosewood Baha Mar

New Providence Island

See Hotel Details

Rosewood Bermuda

Bermuda

See Hotel Details

Rosewood Le Guanahani St Barth

St. Barthelemy

See Hotel Details

Rosewood Little Dix Bay

British Virgin Islands

See Hotel Details

Round Hill Hotel And Villas

Jamaica

See Hotel Details

Royalton Antigua, An Autograph Collection All-Inclusive Resort

Antigua

See Hotel Details

Royalton Bavaro, An Autograph Collection All-Inclusive Resort & Casino

Punta Cana

See Hotel Details

Royalton Blue Waters Montego Bay, An Autograph Collection All Inclusive Resort

Montego Bay

See Hotel Details

Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only

Antigua

See Hotel Details

Royalton CHIC Punta Cana, An Autograph Collection All-Inclusive Resort & Casino – Adults Only

Punta Cana

See Hotel Details

Royalton Grenada, An Autograph Collection All-Inclusive Resort

Grenada

See Hotel Details

Royalton Hideaway Blue Waters - Montego Bay, An Autograph Collection® All-Inclusive Resort - Adults Only

Montego Bay

See Hotel Details

Royalton Hideaway Negril, An Autograph Collection® All-Inclusive Resort - Adults Only

Negril

See Hotel Details

Royalton Hideaway Punta Cana, An Autograph Collection All-Inclusive Resort & Casino – Adults Only

Punta Cana

See Hotel Details

Royalton Hideaway Saint Lucia, An Autograph Collection All-Inclusive Resort - Adults Only

Saint Lucia

See Hotel Details

Royalton Negril, An Autograph Collection All-Inclusive Resort

Negril

See Hotel Details

Royalton Punta Cana, An Autograph Collection All-Inclusive Resort & Casino

Punta Cana

See Hotel Details

Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort

Saint Lucia

See Hotel Details

Royalton Splash Punta Cana, An Autograph Collection All-Inclusive Resort & Casino

Punta Cana

See Hotel Details

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Montego Bay

See Hotel Details

SLS Baha Mar

New Providence Island

See Hotel Details

Sailrock South Caicos, Small Luxury Hotels of the World

Turks & Caicos

See Hotel Details

Saint Peter's Bay

Barbados

See Hotel Details

Salterra, a Luxury Collection Resort & Spa, South Caicos

Turks & Caicos

See Hotel Details

San Juan Marriott Resort and Stellaris Casino

San Juan

See Hotel Details

Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive

Dominican Republic

See Hotel Details

Sandals Barbados - ALL INCLUSIVE Adults Only

Barbados

See Hotel Details

Sandals Caribbean Cay - All inclusive Adults Only

Montego Bay

See Hotel Details

Sandals Dunns River - All-inclusive Adults Only

Ocho Rios

See Hotel Details

Sandals Grande Antigua - ALL INCLUSIVE Adults Only

Antigua

See Hotel Details

Sandals Grande St. Lucian - ALL INCLUSIVE Adults Only

Saint Lucia

See Hotel Details

Sandals Grenada - ALL INCLUSIVE Adults Only

Grenada

See Hotel Details

Sandals Halcyon - ALL INCLUSIVE Couples Only

Saint Lucia

See Hotel Details

Sandals Montego Bay - ALL INCLUSIVE Adults Only

Montego Bay

See Hotel Details

Sandals Negril - ALL INCLUSIVE Adults Only

Negril

See Hotel Details

Sandals Ochi - ALL INCLUSIVE Adults Only

Ocho Rios

See Hotel Details

Sandals Regency La Toc - ALL INCLUSIVE Adults Only

Saint Lucia

See Hotel Details

Sandals Royal Bahamian - ALL INCLUSIVE Adults Only

New Providence Island

See Hotel Details

Sandals Royal Barbados - ALL INCLUSIVE Adults Only

Barbados

See Hotel Details

Sandals Royal Curacao - All Inclusive Adults Only

Curacao

See Hotel Details

Sandals Royal Plantation - ALL INCLUSIVE Adults Only

Ocho Rios

See Hotel Details

Sandals South Coast - ALL INCLUSIVE Adults Only

Negril

See Hotel Details

Sandals St. Vincent and the Grenadines Adults Only

St. Vincent & The Grenadines

See Hotel Details

Sandy Lane

Barbados

See Hotel Details

Scrub Island Resort, Spa & Marina

British Virgin Islands

See Hotel Details

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Barbados

See Hotel Details

Secret Bay

Dominica

See Hotel Details

Secrets Baby Beach Aruba Adults Only

Aruba

See Hotel Details

Secrets Cap Cana Resort & Spa - Adults Only - All Inclusive

Punta Cana

See Hotel Details

Secrets La Romana Resort & Spa - Adults Only - All Inclusive

Punta Cana

See Hotel Details

Secrets Playa Esmeralda Resort & Spa - Adults Only - All Inclusive

Dominican Republic

See Hotel Details

Secrets Royal Beach Punta Cana - Adults Only - All Inclusive

Dominican Republic

See Hotel Details

Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive

Montego Bay

See Hotel Details

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Saint Lucia

See Hotel Details

Secrets Tides Punta Cana All Inclusive - Adults Only

Punta Cana

See Hotel Details

Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive

Montego Bay

See Hotel Details

Seven Stars Resort & Spa

Turks & Caicos

See Hotel Details

Silversands Beach House Grenada

Grenada

See Hotel Details

Silversands Grand Anse

Grenada

See Hotel Details

Six Senses La Sagesse

Grenada

See Hotel Details

Soho Beach House Canouan

St. Vincent & The Grenadines

See Hotel Details

Sonesta Maho Beach All Inclusive Resort Casino & Spa

St. Martin

See Hotel Details

Sonesta Ocean Point All Inclusive, Adults Only Resort

St. Martin

See Hotel Details

South Bank

Turks & Caicos

See Hotel Details

Spice Island Beach Resort

Grenada

See Hotel Details

St Kitts Marriott Beach Resort, Casino & Spa

Nevis

See Hotel Details

St. James's Club Antigua - All Inclusive

Antigua

See Hotel Details

Sugar Beach, A Viceroy Resort

Saint Lucia

See Hotel Details

Tamarind Hills Resort & Villas

Antigua

See Hotel Details

Tamarind, Barbados, An Autograph Collection® All-Inclusive Resort

Barbados

See Hotel Details

The Buccaneer Beach & Golf Resort

St. Croix

See Hotel Details

The Coral at Atlantis

New Providence Island (Paradise Island)

See Hotel Details

The Cove Eleuthera

Eleuthera

See Hotel Details

The Cove at Atlantis

New Providence Island (Paradise Island)

See Hotel Details

The Crane Resort

Barbados

See Hotel Details

The House, An Autograph Collection All-Inclusive Resort - Adults Only

Barbados

See Hotel Details

The Kontiki

Curacao

See Hotel Details

The Landings Resort & Spa

Saint Lucia

See Hotel Details

The Ocean Club, A Four Seasons Resort, Bahamas

New Providence Island (Paradise Island)

See Hotel Details

The Palms Turks and Caicos

Turks & Caicos

See Hotel Details

The Reef at Atlantis

New Providence Island (Paradise Island)

See Hotel Details

The Residences at The St. Regis Bermuda

Bermuda

See Hotel Details

The Ritz-Carlton, Aruba

Aruba

See Hotel Details

The Ritz-Carlton, Grand Cayman

Cayman Islands

See Hotel Details

The Ritz-Carlton, St. Thomas

St. Thomas/St. John

See Hotel Details

The Ritz-Carlton, Turks & Caicos

Turks & Caicos

See Hotel Details

The Royal at Atlantis

New Providence Island (Paradise Island)

See Hotel Details

The Sands at Grace Bay

Turks & Caicos

See Hotel Details

The Shore Club Turks and Caicos

Turks & Caicos

See Hotel Details

The Somerset on Grace Bay

Turks & Caicos

See Hotel Details

The St Regis Cap Cana Resort

Punta Cana

See Hotel Details

The St. Regis Aruba Resort

Aruba

See Hotel Details

The St. Regis Bermuda Resort

Bermuda

See Hotel Details

The Verandah Antigua - All Inclusive - Adults Only

Antigua

See Hotel Details

The Westerly At Hilton Aruba Caribbean Resort

Aruba

See Hotel Details

The Westin Grand Cayman Seven Mile Beach Resort & Spa

Cayman Islands

See Hotel Details

The Westin St. Thomas Beach Resort & Spa

St. Thomas/St. John

See Hotel Details

Tortuga Bay Hotel

Punta Cana

See Hotel Details