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 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 Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Aruba UTV & ATV Adventure 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 →

Guayaney Spring and Mar Chiquita Beach Full-Day Tour

These are truly hidden parts of the island for all tourists. This tour has picturesque views, pure pools of water and fun under the tropical …More

4.8 (10)

Guayaney Spring and Mar Chiquita Beach Full-Day Tour

These are truly hidden parts of the island for all tourists. This tour has picturesque views, pure pools of water and fun under the tropical...

8 hours Free Cancellation

4.8 (10)

from
$125

Unveil the magic of Antigua on an unforgettable journey that includes captivating attractions such as Betty’s Hope, Shirley Heights, and Nelson’s Dockyard. Begin your exploration …More

Five Islands Village, Antigua and Barbuda

4.8 (10)

Private Antigua Island Tour

Unveil the magic of Antigua on an unforgettable journey that includes captivating attractions such as Betty’s Hope, Shirley Heights, and Nelson’s Dockyard. Begin your exploration...

4 hours Hotel pickup offered Free Cancellation

4.8 (10)

from
$66

Wild and Medicinal Dominica Private Tour

In every walk with nature, one receives far more than we seek. Let's discover some of Dominica's Wild Herbs and Plants with Medicinal properties and …More

5.0 (8)

Wild and Medicinal Dominica Private Tour

In every walk with nature, one receives far more than we seek. Let's discover some of Dominica's Wild Herbs and Plants with Medicinal properties and...

6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$130

Your Guide Private Tour (North and South) Customize

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other …More

Kralendijk, Bonaire

5.0 (4)

Your Guide Private Tour (North and South) Customize

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$119

our tour is the most complete activity in this area, first on the yacht you have 3 cabins with airconditioning , 45 minutes too get …More

Punta Cana, Dominican Republic

5.0 (2)

Catalina Yacht Private

our tour is the most complete activity in this area, first on the yacht you have 3 cabins with airconditioning , 45 minutes too get...

7 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$2,200

Curaçao's #1 Espadrilles Experience! Explore the history of the traditional Espadrilles, stitch your own pair and take it home as the most amazing souvenir. This …More

5.0 (14)

Make Authentic Espadrilles in Curacao

Curaçao's #1 Espadrilles Experience! Explore the history of the traditional Espadrilles, stitch your own pair and take it home as the most amazing souvenir. This...

2 hours Free Cancellation

5.0 (14)

from
$90

The Highlights of St Maarten Full-Day Private Vip Island Tour

Free Vip Concierge Service, our guides will contact you upon booking to help plan a once in a life time St Maarten Experience. Enjoy a …More

5.0 (11)

The Highlights of St Maarten Full-Day Private Vip Island Tour

Free Vip Concierge Service, our guides will contact you upon booking to help plan a once in a life time St Maarten Experience. Enjoy a...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$1,195

Jamaica Super Saver: Montego Bay & Rose Hall plus Mystic Lagoon Night Cruise

Combine a sightseeing tour of Montego Bay with two of the city’s top nighttime experiences with this Jamaica Super Saver. After exploring Montego Bay attractions …More

Montego Bay, Jamaica

3.9 (57)

Jamaica Super Saver: Montego Bay & Rose Hall plus Mystic Lagoon Night Cruise

Combine a sightseeing tour of Montego Bay with two of the city’s top nighttime experiences with this Jamaica Super Saver. After exploring Montego Bay attractions...

6 hours Hotel pickup offered Free Cancellation

3.9 (57)

from
$115

Barbados Harrison's Cave and St Nicolas Abbey Tour

Indulge yourself in a wonderful experience exploring the most famous tourist attractions in Barbados. During this small group tour, you will be transported via an …More

Speightstown, Barbados

4.6 (11)

Barbados Harrison's Cave and St Nicolas Abbey Tour

Indulge yourself in a wonderful experience exploring the most famous tourist attractions in Barbados. During this small group tour, you will be transported via an...

4 hours 15 minutes Hotel pickup offered Free Cancellation

4.6 (11)

from
$190

Customizable PRIVATE TOUR for a maximum of 7 passengers. Departure Cruise ship terminal Main City Fort de Fance /North Island Private tour, Visit the rain …More

5.0 (11)

Martinique North Island Private Tour

Customizable PRIVATE TOUR for a maximum of 7 passengers. Departure Cruise ship terminal Main City Fort de Fance /North Island Private tour, Visit the rain...

6 hours

5.0 (11)

from
$910

Private 3-Hour Catamaran Sunset Cruise from Soufriere for Up to 15 Guests

If it’s in the eyes of that special someone, celebrating a special occasion or with a group of friends, there's no better way to spend …More

4.8 (6)

Private 3-Hour Catamaran Sunset Cruise from Soufriere for Up to 15 Guests

If it’s in the eyes of that special someone, celebrating a special occasion or with a group of friends, there's no better way to spend...

3 hours Free Cancellation

4.8 (6)

from
$2,160

Full Charter All Inclusive for Icacos and Palomino

The day includes visiting Icacos and Palomino, where we will go on a guided snorkeling tour at Tortuga Reef, and then we will visit two …More

Fajardo, Puerto Rico

5.0 (8)

Full Charter All Inclusive for Icacos and Palomino

The day includes visiting Icacos and Palomino, where we will go on a guided snorkeling tour at Tortuga Reef, and then we will visit two...

7 hours 30 minutes Free Cancellation

5.0 (8)

from
$1,350

Private Beach Day and 50ft Sun Seeker or 33ft Boat 1-10 Guests

The 50ft Sun Seeker Motor Yacht is the ideal vessel for beach days. Whether you're a young family that needs the extra shade, a small …More

5.0 (5)

Private Beach Day and 50ft Sun Seeker or 33ft Boat 1-10 Guests

The 50ft Sun Seeker Motor Yacht is the ideal vessel for beach days. Whether you're a young family that needs the extra shade, a small...

6 hours Free Cancellation

5.0 (5)

from
$1,760

Discover Punta Cana with ATV or Buggy Ride

Get Ready for an Extreme Buggy Adventure! Explore the stunning Dominican countryside as you ride through rural villages, experiencing pure adrenaline and fun. During the …More

Punta Cana, Dominican Republic

4.9 (16)

Discover Punta Cana with ATV or Buggy Ride

Get Ready for an Extreme Buggy Adventure! Explore the stunning Dominican countryside as you ride through rural villages, experiencing pure adrenaline and fun. During the...

4 to 6 hours Hotel pickup offered

4.9 (16)

from
$130

We have conjured up a suitable itinerary that offers all the adventure in a slightly shorter 4x4 experience to get you back by mid-day! The …More

Saint Joseph Parish, Barbados

4.6 (22)

Discovery Safari

We have conjured up a suitable itinerary that offers all the adventure in a slightly shorter 4x4 experience to get you back by mid-day! The...

3 hours Hotel pickup offered Free Cancellation

4.6 (22)

from
$110

Santo Domingo Neighborhood Life City 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

5.0 (11)

Santo Domingo Neighborhood Life City 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 (11)

from
$55

Frederiksted St Croix Sea Turtle Snorkeling Tour

Swim alongside the magnificent sea turtles of St. Croix on a two-hour guided snorkeling adventure at Frederiksted Pier! Discover an underwater world where green and …More

5.0 (7)

Frederiksted St Croix Sea Turtle Snorkeling Tour

Swim alongside the magnificent sea turtles of St. Croix on a two-hour guided snorkeling adventure at Frederiksted Pier! Discover an underwater world where green and...

2 hours Free Cancellation

5.0 (7)

from
$89

Embark on an adventure to discover the traditions of Curaçao's liquor, aloe vera, local sculptures and espadrilles. Join us for an engaging and delightful experience …More

5.0 (10)

Six traditions-One morning in Curaçao

Embark on an adventure to discover the traditions of Curaçao's liquor, aloe vera, local sculptures and espadrilles. Join us for an engaging and delightful experience...

3 hours Free Cancellation

5.0 (10)

from
$130

Discover Barbados' breathtaking beauty, rich history, vibrant culture and authentic flavours on an unforgettable island adventure! Drive through the historic Garrison, visit cliffside St. John's …More

Speightstown, Barbados

4.6 (11)

Barbados Paradise Sightseeing Tour

Discover Barbados' breathtaking beauty, rich history, vibrant culture and authentic flavours on an unforgettable island adventure! Drive through the historic Garrison, visit cliffside St. John's...

6 hours Hotel pickup offered Free Cancellation

4.6 (11)

from
$68

VIP Dunn River Falls and Blue Hole Experience

Experience Jamaica’s most breathtaking adventure in VIP style with our Luxury Dunn’s River Falls & Blue Hole Experience. Travel in a private, air-conditioned vehicle with …More

Trelawny, Jamaica

5.0 (13)

VIP Dunn River Falls and Blue Hole Experience

Experience Jamaica’s most breathtaking adventure in VIP style with our Luxury Dunn’s River Falls & Blue Hole Experience. Travel in a private, air-conditioned vehicle with...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$99

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?