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 Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise 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 San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour 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 →

El Limón Eco Adventure: Horseback Ride & ATV Tour

El Limón Eco Adventure es mucho más que una excursión : es una experiencia auténtica que combina naturaleza, aventura y cultura dominicana en solo día. …More

Punta Cana, Dominican Republic

4.9 (625)

El Limón Eco Adventure: Horseback Ride & ATV Tour

El Limón Eco Adventure es mucho más que una excursión : es una experiencia auténtica que combina naturaleza, aventura y cultura dominicana en solo día....

9 hours Hotel pickup offered Free Cancellation

4.9 (625)

from
$149

Stingray City Star fish Point and Snorkeling Private Boat Tour

We offer a first-class boating tour service second to none on each and every tour. Your crew members will make sure to serve you from …More

Grand Cayman, Cayman Islands

4.9 (201)

Stingray City Star fish Point and Snorkeling Private Boat Tour

We offer a first-class boating tour service second to none on each and every tour. Your crew members will make sure to serve you from...

4 hours Hotel pickup offered Free Cancellation

4.9 (201)

from
$595

St. Lucia Aerial Tram Tour at Rainforest Adventures

Glide through the treetops in St. Lucia’s highlands aboard an open-air aerial tram, designed for all ages and fitness levels. A naturalist guide joins each …More

4.4 (177)

St. Lucia Aerial Tram Tour at Rainforest Adventures

Glide through the treetops in St. Lucia’s highlands aboard an open-air aerial tram, designed for all ages and fitness levels. A naturalist guide joins each...

2 hours 30 minutes Free Cancellation

4.4 (177)

from
$85

All inclusive Three in One Cave, Mountain, and Beach Tour

Join me on a one of a kind sight-seeing experience as we explore the most beautiful views of Puerto Rico! See caves, mountains, and beaches, …More

Isla Verde, Puerto Rico

5.0 (358)

All inclusive Three in One Cave, Mountain, and Beach Tour

Join me on a one of a kind sight-seeing experience as we explore the most beautiful views of Puerto Rico! See caves, mountains, and beaches,...

8 hours Free Cancellation

5.0 (358)

from
$99

2-Hour Horseback Riding Tour at Sunset from Punta Cana

Rancho Un Regalo De Dios, offers you an incredible horseback ride, with a highly trained staff and professional guides. In our facilities you can observe …More

Punta Cana, Dominican Republic

4.9 (255)

2-Hour Horseback Riding Tour at Sunset from Punta Cana

Rancho Un Regalo De Dios, offers you an incredible horseback ride, with a highly trained staff and professional guides. In our facilities you can observe...

2 hours Hotel pickup offered Free Cancellation

4.9 (255)

from
$68

Amber Cove - Taino Bay Super Buggy Tour: We will show you the DR from others views and get more close to the Real Dominican …More

Puerto Plata, Dominican Republic

4.8 (285)

AMBER COVE-TAINO BAY Super Buggy Tour

Amber Cove - Taino Bay Super Buggy Tour: We will show you the DR from others views and get more close to the Real Dominican...

3 hours Hotel pickup offered Free Cancellation

4.8 (285)

from
$125

Private St. George's Bermuda History Walking Tour

Explore historic St. George's on a private 2.5-hour walking tour designed exclusively for your group. Discover the streets, churches, museums and landmarks of this UNESCO …More

5.0 (97)

Private St. George's Bermuda History Walking Tour

Explore historic St. George's on a private 2.5-hour walking tour designed exclusively for your group. Discover the streets, churches, museums and landmarks of this UNESCO...

2 hours 30 minutes Free Cancellation

5.0 (97)

from
$81

Private San Juan Beach Tour Can Am UTV Experience Off Road

Your next adventure is about to begin! Visit the island's most beautiful beaches including Isla Verde, Vacia Talega and Piñones. At Royal Adventures, we have …More

4.7 (315)

Private San Juan Beach Tour Can Am UTV Experience Off Road

Your next adventure is about to begin! Visit the island's most beautiful beaches including Isla Verde, Vacia Talega and Piñones. At Royal Adventures, we have...

2 hours Free Cancellation

4.7 (315)

from
$330

our tour is offered at the heart of a subtropical forest through private access and completely away from crowds. Following old trails left by our …More

Arecibo, Puerto Rico

4.9 (293)

Tanama River Cave Tubing

our tour is offered at the heart of a subtropical forest through private access and completely away from crowds. Following old trails left by our...

5 to 6 hours Free Cancellation

4.9 (293)

from
$110

Aruba Arikok National Park Jeep Safari: Natural Pool & Baby Beach

If you are fascinated by nature and want to have unique memories, this is the tour for you. Let a professional do the driving while …More

Palm - Eagle Beach, Aruba

4.9 (488)

Aruba Arikok National Park Jeep Safari: Natural Pool & Baby Beach

If you are fascinated by nature and want to have unique memories, this is the tour for you. Let a professional do the driving while...

5 hours Hotel pickup offered Free Cancellation

4.9 (488)

from
$95

Santo Domingo The Authentic Dominican Neighborhood Tour

Immerse yourself in the neighborhoods of Santo Domingo city on this walking tour about 5 minutes away from the colonial zone. During this half-day excursion, …More

Santo Domingo, Dominican Republic

5.0 (135)

Santo Domingo The Authentic Dominican Neighborhood Tour

Immerse yourself in the neighborhoods of Santo Domingo city on this walking tour about 5 minutes away from the colonial zone. During this half-day excursion,...

4 hours Free Cancellation

5.0 (135)

from
$55

Private & Customizable Puerto Plata City Tour

Discover Puerto Plata in an authentic way on a tour for hotel guests and cruise passengers from Amber Cove and Taino Bay. Learn about our …More

Puerto Plata, Dominican Republic

4.9 (259)

Private & Customizable Puerto Plata City Tour

Discover Puerto Plata in an authentic way on a tour for hotel guests and cruise passengers from Amber Cove and Taino Bay. Learn about our...

4 hours Hotel pickup offered Free Cancellation

4.9 (259)

from
$116

Bob Marley Museum, Devon House and Downtown Kingston Tour

As a certified Jamaican Tourist Board Tour Operator we offer the best immersive Tours of Kingston and surrounding areas. Our reviews speak for themselves. Experience …More

Kingston, Jamaica

5.0 (99)

Bob Marley Museum, Devon House and Downtown Kingston Tour

As a certified Jamaican Tourist Board Tour Operator we offer the best immersive Tours of Kingston and surrounding areas. Our reviews speak for themselves. Experience...

6 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (99)

from
$100

Experience two of Barbados’ highlights in one unforgettable day! Begin your adventure at Harrison’s Cave, located in the heart of the island. Board an electric …More

Speightstown, Barbados

4.7 (216)

Harrison's Cave & Beach Day Escape

Experience two of Barbados’ highlights in one unforgettable day! Begin your adventure at Harrison’s Cave, located in the heart of the island. Board an electric...

6 hours Hotel pickup offered Free Cancellation

4.7 (216)

from
$128

Beautiful Barbados Coastal Sightseeing Tour

Discover the beauty and heritage of Barbados on this 360° island tour, showcasing breathtaking scenery, historic landmarks, and local culture. Begin in Bridgetown, a UNESCO …More

Speightstown, Barbados

4.8 (226)

Beautiful Barbados Coastal Sightseeing Tour

Discover the beauty and heritage of Barbados on this 360° island tour, showcasing breathtaking scenery, historic landmarks, and local culture. Begin in Bridgetown, a UNESCO...

7 hours Hotel pickup offered Free Cancellation

4.8 (226)

from
$149

A must do combination tour of the famous Hato Caves and beaches in one tour! Highlights: - Hato Caves, explore the caves with a 1 …More

Willemstad, Curacao

4.8 (395)

Hato Caves, Turtles & Beach

A must do combination tour of the famous Hato Caves and beaches in one tour! Highlights: - Hato Caves, explore the caves with a 1...

7 hours Hotel pickup offered Free Cancellation

4.8 (395)

from
$90

Punta Cana ATV or Buggy Tour to Macao Beach and Taino Cave

Drive your ATV or buggy all the way to every destination—no shortcuts. Explore the stunning Taino Cave, enjoy authentic Dominican tastings at a traditional countryside …More

Punta Cana, Dominican Republic

4.5 (259)

Punta Cana ATV or Buggy Tour to Macao Beach and Taino Cave

Drive your ATV or buggy all the way to every destination—no shortcuts. Explore the stunning Taino Cave, enjoy authentic Dominican tastings at a traditional countryside...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (259)

from
$26

Antigua Stingray Experience with Hotel Pickup & Local Guide

Meet Antigua's famous southern stingrays in their natural habitat and enjoy one of the island's top-rated experiences in just 3 hours. WHY BOOK WITH US? …More

Five Islands Village, Antigua and Barbuda

4.9 (326)

Antigua Stingray Experience with Hotel Pickup & Local Guide

Meet Antigua's famous southern stingrays in their natural habitat and enjoy one of the island's top-rated experiences in just 3 hours. WHY BOOK WITH US?...

3 hours 10 minutes Hotel pickup offered Free Cancellation

4.9 (326)

from
$130

Self Drive 4x4 Off Road Jeep Wrangler & Beach Chill

Experiences Driving off road with family, friends or other booked guests Each Jeep only takes 4 persons so you feel private Excellent views Animal Life …More

4.7 (219)

Self Drive 4x4 Off Road Jeep Wrangler & Beach Chill

Experiences Driving off road with family, friends or other booked guests Each Jeep only takes 4 persons so you feel private Excellent views Animal Life...

3 hours 45 minutes Hotel pickup offered Free Cancellation

4.7 (219)

from
$88

Aruba Outback Safari Jeep Tour - Lighthouse, Arikok & Conchi Pool

If you're looking for a thrilling adventure, join us for our Outback Safari Tour! In just a few hours, we'll take you deep into Aruba's …More

Palm - Eagle Beach, Aruba

4.9 (287)

Aruba Outback Safari Jeep Tour - Lighthouse, Arikok & Conchi Pool

If you're looking for a thrilling adventure, join us for our Outback Safari Tour! In just a few hours, we'll take you deep into Aruba's...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (287)

from
$122

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?