Plymouth Rock Travel Partners

Caribbean Vacation Deals

Discover 35 exclusive destinations in Caribbean with member-only rates and special offers.

Scenic view of Carolina, PR

Adventure Resorts in Carolina

Adventure

Unleash your adventurous spirit in Carolina, PR! Try thrilling water sports at the stunning Isla Verde Beach, where excitement meets tropical bliss!

Scenic view of PORT ELIZABETH, St. Vincent & The Grenadines

All-Inclusive Resorts in PORT ELIZABETH

All-Inclusive

Experience the charm of Port Elizabeth, where you can savor delicious local dishes like callaloo soup while enjoying stunning beach views at an all-inclusive resort!

Scenic view of PUNTA CANA, Dominican Republic

All-Inclusive Resorts in PUNTA CANA

All-Inclusive

Unwind at an all-inclusive resort in Punta Cana, where you can savor mouthwatering mofongo while lounging on stunning beaches. Paradise awaits!

Scenic view of St Croix, VI

All-Inclusive Resorts in St Croix

All-Inclusive

Experience St. Croix's vibrant culture at an all-inclusive resort, where you can savor mouthwatering local dishes like fish fritters while soaking up the sun!

Scenic view of Carolina, San Juan, PR

Beachfront Resorts in Carolina, San Juan

Dive into the vibrant vibe of Carolina, San Juan! Relax on stunning beaches and savor delicious mofongo at local eateries. Your tropical escape awaits!

Scenic view of Charlotte Amalie, VI

Beachfront Resorts in Charlotte Amalie

Dive into Charlotte Amalie’s vibrant vibe! Enjoy stunning beachfront resorts and don’t miss the local fish fry for a taste of the island’s flavor!

Scenic view of Cowpet Bay, VI

Beachfront Resorts in Cowpet Bay

Experience Cowpet Bay, VI, where you can savor fresh conch fritters while lounging on stunning beaches. Relax and soak up the vibrant island vibe!

Scenic view of Humacao, PR

Beachfront Resorts in Humacao

Experience the vibrant vibe of Humacao, PR, where you can savor fresh mofongo while lounging at stunning beachfront resorts!

Scenic view of Macao, Dominican Republic

Beachfront Resorts in Macao

Experience Macao, Dominican Republic, where you can savor fresh ceviche while lounging on stunning beaches! Beachfront resorts start at $770.

Scenic view of Princeville, HI

Beachfront Resorts in Princeville

Experience the stunning beaches of Princeville, HI, and savor fresh poke bowls while soaking in breathtaking ocean views at these incredible beachfront resorts!

Scenic view of Princeville, Kauai, HI

Beachfront Resorts in Princeville, Kauai

Experience the stunning beaches of Princeville, Kauai! Indulge in fresh poke bowls while soaking up the breathtaking ocean views. Your paradise awaits!

Scenic view of Punta Cana, Dominican Republic

Beachfront Resorts in Punta Cana

Experience Punta Cana's stunning beachfront resorts, where you can savor fresh ceviche while soaking up the sun! Prices start at $1,190.

Scenic view of Rio Grande, PR

Beachfront Resorts in Rio Grande

Experience the vibrant vibe of Rio Grande, PR! Relax at stunning beachfront resorts and savor local mofongo while soaking in the sun and sea breeze.

Scenic view of San Juan, PR

Beachfront Resorts in San Juan

Experience San Juan's vibrant beachfront resorts! Dive into the local vibe with a refreshing piña colada while soaking up the sun on stunning sands.

Scenic view of St Thomas, VI

Beachfront Resorts in St Thomas

Dive into St. Thomas and savor fresh conch fritters while lounging at stunning beachfront resorts. Paradise awaits with sun-soaked vibes!

Scenic view of St. Croix, VI

Beachfront Resorts in St. Croix

Unwind at a stunning beachfront resort in St. Croix, where you can savor fresh conch fritters while soaking up the vibrant island vibe!

Scenic view of Freeport, Bahamas

Family-Friendly Resorts in Freeport

Uncover family fun in Freeport, Bahamas! Dive into vibrant coral reefs and savor fresh conch fritters at local eateries. Adventure awaits!

Scenic view of Limpopo Province, South Africa

Family-Friendly Resorts in Limpopo Province

Uncover family fun in Limpopo Province, South Africa! Dive into thrilling safari adventures and savor traditional bobotie at local eateries!

Scenic view of Magens Bay, VI

Family-Friendly Resorts in Magens Bay

Explore family-friendly resorts in Magens Bay, VI! Enjoy stunning beach days and savor local dishes like fresh conch fritters. Adventure awaits!

Scenic view of St. John, VI

Family-Friendly Resorts in St. John

Uncover the magic of St. John, VI! Dive into crystal-clear waters and savor fresh conch fritters at local beach shacks—family fun awaits!

Scenic view of Victoria Falls, Zimbabwe

Family-Friendly Resorts in Victoria Falls

Experience the thrill of Victoria Falls! Enjoy family-friendly resorts and don’t miss the breathtaking views of the falls—an unforgettable adventure awaits!

Scenic view of Hazyview, South Africa

Luxury Stays in Hazyview

Experience Hazyview, South Africa, where you can indulge in a luxury resort and savor mouthwatering bobotie, a local dish bursting with flavor!

Scenic view of Hoedspruit, South Africa

Luxury Stays in Hoedspruit

Experience Hoedspruit's charm at a stunning resort! Don’t miss a thrilling safari to spot the Big Five and savor delicious local biltong. Adventure awaits!

Scenic view of Miches, Dominican Republic

Luxury Stays in Miches

Experience the charm of Miches, Dominican Republic, where you can savor fresh seafood while lounging on pristine beaches at stunning luxury resorts!

Scenic view of Carolina, PR

Resorts in Carolina

Discover the vibrant city of Carolina, Puerto Rico, with its sun-soaked beaches like Balneario de Carolina and the exotic flora of Jardin Botanico. Explore the bustling Plaza Carolina Mall or find tranquility at the hidden gem of Isla Verde. Carolina's rich blend of urban experiences and natural beauty makes it an irresistible destination for every traveler.

Scenic view of Carolina, San Juan, PR

Resorts in Carolina, San Juan

Discover Carolina, San Juan's vibrant beachfront gem, where you can indulge in water sports, explore lush botanical gardens, or simply bask on the sun-kissed sands of Balneario de Carolina. Don't miss the whimsical creations at the Museo del Niño, or the local culinary delights at the bustling Plaza Carolina.

Scenic view of Charlotte Amalie, VI

Resorts in Charlotte Amalie

Dive into the vibrant life of Charlotte Amalie, VI, with its blissful beaches, bustling markets and exotic cuisine. Explore the hidden gem of Magens Bay or shop duty-free at the world-renowned Main Street. The city's Caribbean charm, coupled with breathtaking sea views, offers an unforgettable island escape.

Scenic view of Cowpet Bay, VI

Resorts in Cowpet Bay

Immerse yourself in the tranquil beauty of Cowpet Bay, VI, where sandy beaches beckon relaxation and the azure sea calls for exploration. Dive into an underwater adventure with vibrant marine life, or swap the snorkel for a kayak to explore the stunning coastline. Don't miss the local cuisine at hidden gem restaurants, promising a gastronomic delight with fresh seafood.

Scenic view of Humacao, PR

Resorts in Humacao

Immerse yourself in Humacao, PR, a tropical paradise known for its stunning beaches and water sports. Explore the natural beauty of Reserva Natural Cabezas de San Juan or embark on a kayak tour at the Humacao Nature Reserve. Don't miss the local gastronomy at Paseo Real Marina, a hidden gem offering the freshest seafood.

Scenic view of Magens Bay, VI

Resorts in Magens Bay

Immerse yourself in the tropical paradise of Magens Bay, VI, where sun-soaked beaches meet vibrant marine life. Dive into adventure with invigorating water sports, or explore the lush, winding trails of the surrounding hills. Don’t miss the chance to relax in the hidden garden, a tranquil oasis amid the bustling beach.

Scenic view of Rio Grande, PR

Resorts in Rio Grande

Immerse yourself in the natural beauty of Rio Grande, PR, from exploring the lush El Yunque National Forest to basking on the pristine shores of Coco Beach. Discover the hidden gem of Las Paylas, a natural water slide nestled in the rainforest. Rio Grande's unique blend of wilderness adventure and beachside relaxation makes it a Caribbean paradise.

Scenic view of San Juan, PR

Resorts in San Juan

Discover the vibrant city of San Juan, PR, where you can sip on delectable Piña Coladas at La Factoría, or explore the picturesque blue cobblestone streets of Old San Juan. Don't miss the breathtaking views from the historic El Morro Fortress or the hidden gem of the Santurce Farmers Market.

Scenic view of St Croix, VI

Resorts in St Croix

Immerse yourself in St Croix, VI, where you can explore vibrant coral reefs, relax on pristine sandy beaches, or hike through lush rainforests. Be sure to visit Buck Island, a hidden gem offering world-class snorkeling and turtle spotting. With its laid-back Caribbean charm and breathtaking natural beauty, St Croix promises an unforgettable travel adventure.

Scenic view of St Thomas, VI

Resorts in St Thomas

In St. Thomas, VI, you'll find adventures both on land and sea. Explore the vibrant coral reefs by snorkeling or dive into the crystal-clear waters for a thrilling scuba experience. Don't miss the breathtaking panoramic view from the top of Drake's Seat. With its unique blend of natural beauty and local charm, St. Thomas offers an unforgettable tropical escape.

Scenic view of St. John, VI

Resorts in St. John

Immerse yourself in St. John, VI, where lush national parks meet crystal clear waters. Explore the underwater wonders at Trunk Bay's snorkeling trail or hike the Reef Bay Trail for scenic views. Discover the unique shopping and dining experiences in Cruz Bay. St. John's unspoiled beauty and relaxed island vibe make it a truly captivating getaway destination.