Browse Travel Deals by Type

• 2.5-Star Dickenson Bay Cottages: Air + 4 Nts Fr $793* (Expedia)
• Book Now! Jolly Beach Resort and Spa: Air + 4 Nts Fr $899* (CheapCaribbean)
• 4-Star Sugar Ridge: Air + 4 Nts Fr $771* (Expedia)

*taxes, fees not included

Deals By BookingBuddy® See all Antigua deals

• Hyatt Regency Aruba Resort & Casino: Air + 5 Nts Fr $1,029* (CheapCaribbean)
• Radisson Aruba Resort and Casino $135: SAVE 40% OFF + MORE (BookIt.com)
• Great Rate! Tamarijn Aruba All Inclusive: Air + 5 Nts Fr $899* (CheapCaribbean)

*taxes, fees not included

Deals By BookingBuddy® See all Aruba deals

• 3-Star Breezes Resort Bahamas All Inclusive: Air + 4 Nts Fr $956* (Expedia)
• Great Rate! Riu Palace Paradise Island: Air + 4 Nts Fr $799* (CheapCaribbean)
• Riu Palace Paradise Island All Inclusive: Air + 4 Nts Fr $963* (Expedia)

*taxes, fees not included

Deals By BookingBuddy® See all Bahamas deals

• Travel on a Budget: Air + 5 Nts at Blue Horizon Fr $659* (CheapCaribbean)
• Turtle Beach Resort $330: Up To 35% OFF Luxury Resort! (BookIt.com)
• Great Rate! Crane Resort and Residences: Air + 5 Nts Fr $939* (CheapCaribbean)

*taxes, fees not included

Deals By BookingBuddy® See all Barbados deals

• 3.5-Star Bitter End Yacht Club: Air + 4 Nts Fr $1063* (Expedia)

*taxes, fees not included

Deals By BookingBuddy® See all British Virgin Islands deals

• Great Rate! Ramada Grand Caymanian Resort: Air + 4 Nts Fr $869* (CheapCaribbean)
• Save $200 With Promo Code 200cayman: Reef Resort Fr $949* (CheapCaribbean)
• Comfort Suites and Resort Grand Cayman: Air + 5 Nts Fr $849* (CheapCaribbean)

*taxes, fees not included

Deals By BookingBuddy® See all Cayman Islands deals

• Breezes Curacao by SuperClubs $400 AIR CREDIT w/ 5 Nt Pkg (BookIt.com)

*taxes, fees not included

Deals By BookingBuddy® See all Curacao deals

• 3.5-Star Riu Naiboa All Inclusive: Air + 4 Nts Fr $618* (Expedia)
• Tropical Princess Beach Resort & Spa: Air + 5 Nts Fr $649* (CheapCaribbean)
• 4-Star Majestic Elegance Punta Cana: Air + 4 Nts Fr $802* (Expedia)

*taxes, fees not included

Deals By BookingBuddy® See all Dominican Republic deals

• Travel on a Budget: Air + 4 Nts at Couples Negril Fr $929* (CheapCaribbean)
• From Chicago: 4 nts at Riu Negril w/air from $849* in May (Fox World Travel)
• Book Now! Grand Pineapple Beach Negril: Air + 3 Nts Fr $639* (CheapCaribbean)

*taxes, fees not included

Deals By BookingBuddy® See all Jamaica deals

• See Puerto Rico Cheaply! Air + 4 Nts Fr $449* (CheapCaribbean)
• Phenomenal Deal in Puerto Rico: Air + 4 Nts Fr $489* (CheapCaribbean)
• Gran Melia Puerto Rico Golf Resort & Villas: Air + 4 Nts Fr $549* (CheapCaribbean)

*taxes, fees not included

Deals By BookingBuddy® See all Puerto Rico deals

• See St. Kitts and Nevis Cheaply! Air + 5 Nts Fr $789* (CheapCaribbean)

*taxes, fees not included

Deals By BookingBuddy® See all St. Kitts & Nevis deals

• Almond Morgan Bay Resort - All Inclusive $167: Adults Only (BookIt.com)
• Super-Low Rates in St. Lucia: Air + 4 Nts Fr $899* (CheapCaribbean)
• St. Lucia Sale! Air + 4 Nts 3-Star Htl Fr $813* (Expedia)

*taxes, fees not included

Deals By BookingBuddy® See all St. Lucia deals

• 5th Night Free: Air + 5 Nts Ocean Club & Ocean Club West Fr $869* (CheapCaribbean)
• 3.5-Star Coral Gardens on Grace Bay: Air + 4 Nts Fr $888* (Expedia)
• Book Now! Alexandra Resort: Air + 4 Nts Fr $1,119* (CheapCaribbean)

*taxes, fees not included

Deals By BookingBuddy® See all Turks & Caicos deals

• 2.5-Star Hotel Caravelle: Air + 4 Nts Fr $875* (Expedia)
• $100 Instant Savings With Promo Code Usvi100: Buccaneer Fr $999* (CheapCaribbean)
• 3-Star Chenay Bay Beach Resort: Air + 4 Nts Fr $880* (Expedia)

*taxes, fees not included

Deals By BookingBuddy® See all US Virgin Islands deals

• $183+: Save 25% on Book Now, Travel Later at Aruba Resort (Renaissance Aruba Resort & Casino)
• $599+: 5-Nt Romantic Aruba Getaway w/Airfare (CheapCaribbean.com)
• $105+: All-Inclusive Aruba Beachfront Resort w/Casino (BookIt.com)

Deals By ShermansTravel.com See all Aruba deals

• $239+: Up to $200 Credit on Cruises to Caribbean & Europe (Travelocity)
• $579+: 14-Nt Cruise from Texas to Spain w/Nassau on Royal (Travelocity)
• $144+: Newly Renovated Bahamas Resort; Kids Stay Free (Wyndham Nassau Resort)

Deals By ShermansTravel.com See all Bahamas deals

• $969+: 15-Nt Caribbean/Mexico Cruise from Boston (Norwegian)
• $969+: 15-Nt Caribbean/Mexico Cruise from Boston (Norwegian)
• $969+: 15-Nt Caribbean/Mexico Cruise from Boston (Norwegian)

Deals By ShermansTravel.com See all Barbados deals

• $679+: Cayman Islands 4-Nt Beach Trip w/ Airfare (CheapCaribbean.com)
• $679+: Cayman Islands 4-Nt Beach Trip w/ Airfare (CheapCaribbean.com)
• $679+: Cayman Islands 4-Nt Beach Trip w/ Airfare (CheapCaribbean.com)

Deals By ShermansTravel.com See all Cayman Islands deals

• $399+: Curacao: 5-Nt Trip w/Airfare & $200 Credit (CheapCaribbean.com)
• $399+: Curacao: 5-Nt Trip w/Airfare & $200 Credit (CheapCaribbean.com)
• $399+: Curacao: 5-Nt Trip w/Airfare & $200 Credit (CheapCaribbean.com)

Deals By ShermansTravel.com See all Curacao deals

• $479+: Puerto Plata: 5 All-Inclusive Nts w/ Airfare (CheapCaribbean.com)
• $127+: Punta Cana All-Inclusive Adults-Only Resort, 25% Off (Excellence Punta Cana)
• $127+: Punta Cana All-Inclusive Adults-Only Resort, 25% Off (Excellence Punta Cana)

Deals By ShermansTravel.com See all Dominican Republic deals

• $879+: Jamaica 5-Nt All-Incl, Stay at Secrets Resort w/Airfare (CheapCaribbean.com)
• $619+: Jamaica All-Inclusive Sale on 6-Nt Trips w/Airfare (CheapCaribbean.com)
• $879+: Jamaica 5-Nt All-Incl, Stay at Secrets Resort w/Airfare (CheapCaribbean.com)

Deals By ShermansTravel.com See all Jamaica deals

• $399+: Puerto Rico: 4-Nts w/Air at Wyndham Resort (CheapCaribbean.com)
• $399+: Puerto Rico: 4-Nts w/Air at Wyndham Resort (CheapCaribbean.com)
• $69+: Affordable Hotel Stays in Beautiful Puerto Rico (Howard Johnson Mayaguez)

Deals By ShermansTravel.com See all Puerto Rico deals

• $99+: St. Lucia All-Incl. Resort on Sale (Reg. $322) (CheapCaribbean.com)
• $99+: St. Lucia All-Incl. Resort on Sale (Reg. $322) (CheapCaribbean.com)
• $99+: St. Lucia All-Incl. Resort on Sale (Reg. $322) (CheapCaribbean.com)

Deals By ShermansTravel.com See all St. Lucia deals

• $769+: 4-Nt Turks & Caicos Getaways w/Airfare (CheapCaribbean.com)
• $769+: 4-Nt Turks & Caicos Getaways w/Airfare (CheapCaribbean.com)
• $769+: 4-Nt Turks & Caicos Getaways w/Airfare (CheapCaribbean.com)

Deals By ShermansTravel.com See all Turks & Caicos deals