Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

No problem. These Caribbean Luxury & Special Occasions include Hotel Pickup: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour San Juan Sunset Harbor Boat Ride View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Come enjoy the therapeutic waters of our Sulphur Springs (our very own fountain of youth). Locals say a bath in here will remove ten years …More

Vieux Fort, St Lucia

5.0 (3)

Saint Lucia: Paradise Island

Come enjoy the therapeutic waters of our Sulphur Springs (our very own fountain of youth). Locals say a bath in here will remove ten years...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$145

Ocho Rios Tour: Blue Hole and Dunn's River Falls

We start your shore excursion with pickup directly from your hotel lobby or the Ocho Rios Cruise Port. A relaxing 30 minutes journey in an …More

Kingston, Jamaica

5.0 (4)

Ocho Rios Tour: Blue Hole and Dunn's River Falls

We start your shore excursion with pickup directly from your hotel lobby or the Ocho Rios Cruise Port. A relaxing 30 minutes journey in an...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (4)

from
$108

4 hour Individual Island Tour for 1 to 12 persons

Our driver/guide know the island's ins and outs and is proud to show you around the entire island in this 4 hour island tour. A …More

Kralendijk, Bonaire

5.0 (4)

4 hour Individual Island Tour for 1 to 12 persons

Our driver/guide know the island's ins and outs and is proud to show you around the entire island in this 4 hour island tour. A...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$90

Private Swimming Pig Beach Day of 50ft or 33ft Boat 1-10 Guests

Our Private Pigs option gives you the pigs to yourself. No large groups getting the way! We reserve a private 45 min session with pig …More

5.0 (1)

Private Swimming Pig Beach Day of 50ft or 33ft Boat 1-10 Guests

Our Private Pigs option gives you the pigs to yourself. No large groups getting the way! We reserve a private 45 min session with pig...

6 hours Free Cancellation

5.0 (1)

from
$4,400

Hike your way up to the clifftop cave of Cueva Ventana, one of Puerto Rico’s top attractions, located in the Arecibo region of karst limestone …More

Isla Verde, Puerto Rico

4.2 (11)

Window Cave Walking Tour from San Juan

Hike your way up to the clifftop cave of Cueva Ventana, one of Puerto Rico’s top attractions, located in the Arecibo region of karst limestone...

6 hours Hotel pickup offered Free Cancellation

4.2 (11)

from
$127

Punta Cana: Full Day Saona Island, Three Beaches & Natural Pool

This VIP experience offers one of the most complete and exclusive day trips in the Dominican Republic, combining pristine beaches, ecological wonders, and authentic local …More

Punta Cana, Dominican Republic

5.0 (3)

Punta Cana: Full Day Saona Island, Three Beaches & Natural Pool

This VIP experience offers one of the most complete and exclusive day trips in the Dominican Republic, combining pristine beaches, ecological wonders, and authentic local...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

What sets us apart is the fact that we make sure we do our best to not make the tour drawn out and boring. But …More

5.0 (2)

Reggae and Rum Sightseeing Tours

What sets us apart is the fact that we make sure we do our best to not make the tour drawn out and boring. But...

2 hours Free Cancellation

5.0 (2)

from
$65

Private Sea Glass Island Kayak Morning + Transfer

Private Sea Glass Island Tour – Exclusive Morning Adventure! Experience Aruba’s hidden treasures on a private Sea Glass Island Tour, where you’ll kayak through the …More

Paradera, Aruba

4.2 (5)

Private Sea Glass Island Kayak Morning + Transfer

Private Sea Glass Island Tour – Exclusive Morning Adventure! Experience Aruba’s hidden treasures on a private Sea Glass Island Tour, where you’ll kayak through the...

120 to 150 minutes Hotel pickup offered Free Cancellation

4.2 (5)

from
$155

Higuey expedition cultural and historical tour from Punta Cana

We will start with an exciting jungle walk, where you can enjoy the lush vegetation and excitement of exploration. Then we will head to the …More

4.7 (9)

Higuey expedition cultural and historical tour from Punta Cana

We will start with an exciting jungle walk, where you can enjoy the lush vegetation and excitement of exploration. Then we will head to the...

6 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (9)

from
$43

Prince taxi & Tours St.Thomas Virgin Islands-Island Scenic Tour

With are Private transportation services we make booking easy,fast and comfortable!! For the most affordable prices and are drivers are really knowledgeable about the island!! …More

5.0 (3)

Prince taxi & Tours St.Thomas Virgin Islands-Island Scenic Tour

With are Private transportation services we make booking easy,fast and comfortable!! For the most affordable prices and are drivers are really knowledgeable about the island!!...

2 hours Free Cancellation

5.0 (3)

from
$55

Discover La Romana Culture and local flavours

Join a one-of-a-kind adventure, available only with Tropical Evasion! Explore the Cueva de las Maravillas, home to ancient Taíno petroglyphs. Visit a local clothing factory …More

La Romana, Dominican Republic

5.0 (3)

Discover La Romana Culture and local flavours

Join a one-of-a-kind adventure, available only with Tropical Evasion! Explore the Cueva de las Maravillas, home to ancient Taíno petroglyphs. Visit a local clothing factory...

8 hours Free Cancellation

5.0 (3)

from
$139

ATV or Buggy Safari with Tastings and Swim Stops from Punta Cana

Join us for a unique adventure in the Dominican Republic. We stand out by offering an exciting mix of fun, culture, and nature. Ride our …More

Punta Cana, Dominican Republic

5.0 (2)

ATV or Buggy Safari with Tastings and Swim Stops from Punta Cana

Join us for a unique adventure in the Dominican Republic. We stand out by offering an exciting mix of fun, culture, and nature. Ride our...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$25

Experience City with Bus Hop on Hop Off Tours

Experience the natural beauty and rich history of Dominica on this unforgettable tour. Begin your journey at the Dominica Botanical Gardens, where you’ll stroll through …More

5.0 (3)

Experience City with Bus Hop on Hop Off Tours

Experience the natural beauty and rich history of Dominica on this unforgettable tour. Begin your journey at the Dominica Botanical Gardens, where you’ll stroll through...

1 hour Free Cancellation

5.0 (3)

from
$65

seven sister waterfall hike, Annandale waterfall, national park

This listings is for travelers who wants to enjoy the best of Grenada in they own pace completely private to do exactly what you want …More

St. George's, Grenada

5.0 (3)

seven sister waterfall hike, Annandale waterfall, national park

This listings is for travelers who wants to enjoy the best of Grenada in they own pace completely private to do exactly what you want...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

Visit the birthplace and final resting place of reggae legend Bob Marley, without having to deal with a difficult drive through the hills of St. …More

Falmouth, Jamaica

5.0 (3)

Bob Marley Nine Mile Tour

Visit the birthplace and final resting place of reggae legend Bob Marley, without having to deal with a difficult drive through the hills of St....

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$35

Succulent Local Cuisine, Caves and spectacular Coralmarine

Designed for ocean lovers and underwater enthusiasts, this excursion takes you to some of the island’s most vibrant protected areas and marine hotspots. Your adventure …More

5.0 (4)

Succulent Local Cuisine, Caves and spectacular Coralmarine

Designed for ocean lovers and underwater enthusiasts, this excursion takes you to some of the island’s most vibrant protected areas and marine hotspots. Your adventure...

5 hours Free Cancellation

5.0 (4)

from
$110

ATV, Zipline, Horseback, Bamboo Rafting & Catamaran Boat Jamaica

Turn your Jamaican vacation into an adventure of a lifetime with this five-in-one combo tour in Hanover! Kick off the excitement by riding powerful ATVs …More

Montego Bay, Jamaica

5.0 (3)

ATV, Zipline, Horseback, Bamboo Rafting & Catamaran Boat Jamaica

Turn your Jamaican vacation into an adventure of a lifetime with this five-in-one combo tour in Hanover! Kick off the excitement by riding powerful ATVs...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$355

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert …More

5.0 (2)

Anguilla Private Yacht Charter Tour

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert...

8 hours Free Cancellation

5.0 (2)

from
$3,766

Explore On Your Own 8 Hours Single Seat ATV

We provide unguided and private guided tours. By doing an unguided tour you are able to stay as long or short as you want at …More

Oranjestad, Aruba

5.0 (3)

Explore On Your Own 8 Hours Single Seat ATV

We provide unguided and private guided tours. By doing an unguided tour you are able to stay as long or short as you want at...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Punta Cana Higuey Cultural City Tour PRIVATE

With Aubain Tours Come to Explorer Higüey in the Dominican Republic and discover hiden gems and our local culture, historical architecture, and tobacco production. Visit …More

Punta Cana, Dominican Republic

4.4 (9)

Punta Cana Higuey Cultural City Tour PRIVATE

With Aubain Tours Come to Explorer Higüey in the Dominican Republic and discover hiden gems and our local culture, historical architecture, and tobacco production. Visit...

4 to 6 hours Hotel pickup offered Free Cancellation

4.4 (9)

from
$46

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Luxury & Special Occasions?

What are the best kid-friendly options for Caribbean Luxury & Special Occasions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Luxury & Special Occasions are:

View all kid-friendly Tours →

Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Which Caribbean Luxury & Special Occasions have Free Cancellation?

Caribbean Luxury & Special Occasions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?