Top Caribbean Luxury & Special Occasions

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

Caribbean Luxury & Special Occasions with Instant Confirmation include: San Juan Guided Turtle Snorkel Tour and Complimentary Videos Top Rated El Yunque Rainforest & Waterslide – SmallGroup Tour Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Half-Day Yunque Rainforest Waterslide & rope swing Guided Tour 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: Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Aruba UTV Adventure: Animal Garden, North Coast & Andicuri Beach Monkeyland and Plantation Safari Tour from Punta Cana Full-Day Santo Domingo City Tour from Punta Cana 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 →

Punta Cana Buggy & Horseback Riding Combo Tour + Free Pick-Up

A captivating journey that harmoniously combines the elegance of horseback riding with the exhilaration of off-roading in our exclusive Off-road Horseback Riding Experience in Punta …More

Punta Cana, Dominican Republic

4.8 (45)

Punta Cana Buggy & Horseback Riding Combo Tour + Free Pick-Up

A captivating journey that harmoniously combines the elegance of horseback riding with the exhilaration of off-roading in our exclusive Off-road Horseback Riding Experience in Punta...

4 hours Hotel pickup offered Free Cancellation

4.8 (45)

from
$37

Private Best of St Lucia Mud Bath & Toraille Waterfall Excursion

Experience Saint Lucia the right way—on a private, crowd-free adventure combining the island’s famous volcano mud bath and the refreshing Toraille Waterfall. Unlike typical group …More

Anse La Raye, St Lucia

4.9 (45)

Private Best of St Lucia Mud Bath & Toraille Waterfall Excursion

Experience Saint Lucia the right way—on a private, crowd-free adventure combining the island’s famous volcano mud bath and the refreshing Toraille Waterfall. Unlike typical group...

5 hours Hotel pickup offered Free Cancellation

4.9 (45)

from
$115

Lagoon Cave and Secluded Beaches Tour in Puerto Rico

This intermediate semi-adventure explores Puerto Rico's north coast. Visit Playa La Cueva Las Golondrinas in Manatí, swim at Charco Azul in Vega Baja, and finish …More

4.8 (45)

Lagoon Cave and Secluded Beaches Tour in Puerto Rico

This intermediate semi-adventure explores Puerto Rico's north coast. Visit Playa La Cueva Las Golondrinas in Manatí, swim at Charco Azul in Vega Baja, and finish...

6 to 7 hours Hotel pickup offered Free Cancellation

4.8 (45)

from
$145

Barbados Sightseeing Plantation distillery tour, Lunch & Drink

On this tour depending where your pick up point is you will drive through historic Bridgetown, the capital of Barbados and a World Heritage Site. …More

4.9 (45)

Barbados Sightseeing Plantation distillery tour, Lunch & Drink

On this tour depending where your pick up point is you will drive through historic Bridgetown, the capital of Barbados and a World Heritage Site....

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (45)

from
$180

Experience the Ultimate Buggy Adventure in Punta Cana! Get ready for an unforgettable experience full of excitement, nature and culture! Hop on an off-road buggy …More

Punta Cana, Dominican Republic

4.9 (44)

Small Group ATV and Buggy Tour

Experience the Ultimate Buggy Adventure in Punta Cana! Get ready for an unforgettable experience full of excitement, nature and culture! Hop on an off-road buggy...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (44)

from
$28

Join us on this exhilarating guided JetSki Snorkel tour with spectacular views of St. Kitts and Nevis and an unforgettable Snorkel experience. From Reggae Beach …More

5.0 (44)

JetSki Snorkel Adventure

Join us on this exhilarating guided JetSki Snorkel tour with spectacular views of St. Kitts and Nevis and an unforgettable Snorkel experience. From Reggae Beach...

2 hours Free Cancellation

5.0 (44)

from
$370

The Soul Of Pirates Boat Trip Adventure Caribbean Charter Morning / Sunset SXM

A timeless adventure aboard our sailboat. Come live an unforgettable experience on a sailboat. No engine, sail like pirates. Possibility to hold the helm with …More

5.0 (44)

The Soul Of Pirates Boat Trip Adventure Caribbean Charter Morning / Sunset SXM

A timeless adventure aboard our sailboat. Come live an unforgettable experience on a sailboat. No engine, sail like pirates. Possibility to hold the helm with...

4 hours Free Cancellation

5.0 (44)

from
$125

Jamaica Best Water Falls Tour,Mobay Bay to Dunn's River/Blue Hole

This is a Hassle Free Tour, which INCLUDES ENTRANCE FEES AND TRANSPORTATION COSTS. We picks you up at your hotel or cruise ship port. A …More

Kingston, Jamaica

5.0 (44)

Jamaica Best Water Falls Tour,Mobay Bay to Dunn's River/Blue Hole

This is a Hassle Free Tour, which INCLUDES ENTRANCE FEES AND TRANSPORTATION COSTS. We picks you up at your hotel or cruise ship port. A...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (44)

from
$192

Ocho Rios Scenic, Shopping and Lunch Tour

Enjoy an amazing day out in Jamaica exploring local culture and stunning scenery. Emerse yourself in this world know captivating, vibrant culture of amazing art, …More

Kingston, Jamaica

4.9 (44)

Ocho Rios Scenic, Shopping and Lunch Tour

Enjoy an amazing day out in Jamaica exploring local culture and stunning scenery. Emerse yourself in this world know captivating, vibrant culture of amazing art,...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (44)

from
$45

Adventure Power Boat Tour Antigua and Private Laviscount Island

This amazing new tour is like nothing that we have ever seen in Antigua and Barbuda with themes of ecology, history, and adventure all while …More

4.9 (44)

Adventure Power Boat Tour Antigua and Private Laviscount Island

This amazing new tour is like nothing that we have ever seen in Antigua and Barbuda with themes of ecology, history, and adventure all while...

6 hours 30 minutes Free Cancellation

4.9 (44)

from
$218

Nassau Shore Excursion: Cultural Heritage Sightseeing Tour

Explore Nassau on this half-day historical tour. Visit some of the city's most famous attractions such as Graycliff Chocolate Factory, The Ardastra Gardens, Zoo and …More

Nassau, Bahamas

4.9 (44)

Nassau Shore Excursion: Cultural Heritage Sightseeing Tour

Explore Nassau on this half-day historical tour. Visit some of the city's most famous attractions such as Graycliff Chocolate Factory, The Ardastra Gardens, Zoo and...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (44)

from
$220

Aruba Sunset Party Bus Tour with Beach Champagne Toast

Experience Aruba’s sunset and nightlife aboard the Chogogo Party Bus on this 4-hour evening tour. Start with a champagne toast on the beach as you …More

Palm - Eagle Beach, Aruba

4.9 (44)

Aruba Sunset Party Bus Tour with Beach Champagne Toast

Experience Aruba’s sunset and nightlife aboard the Chogogo Party Bus on this 4-hour evening tour. Start with a champagne toast on the beach as you...

4 hours Hotel pickup offered Free Cancellation

4.9 (44)

from
$77

3 Hours Private Boat Includes Snorkeling & Swim with turtles

Experience Aruba’s stunning coastline aboard a private speed boat charter. This exclusive 3 hour adventure is perfect for families, friends, and small groups looking for …More

5.0 (43)

3 Hours Private Boat Includes Snorkeling & Swim with turtles

Experience Aruba’s stunning coastline aboard a private speed boat charter. This exclusive 3 hour adventure is perfect for families, friends, and small groups looking for...

3 hours Free Cancellation

5.0 (43)

from
$900

Local Legend Charters: Explore St. John! (Full or Half Day)

3rd generation Family/locally owned/operated business providing Private, customizable Boat Charters, Day trips and tours of the Virgin Islands, including sightseeing, boating, swimming, snorkeling, beach and …More

Cruz Bay, US Virgin Islands

5.0 (43)

Local Legend Charters: Explore St. John! (Full or Half Day)

1 to 11 hours Hotel pickup offered Free Cancellation

5.0 (43)

from
$950

Aruba Island Private Jeep Tour Arikok Park & Baby beach

Transfers from the port or hotels are included Ideal for first time travelers who are short time in Aruba Refreshments and one Local snack included …More

5.0 (43)

Aruba Island Private Jeep Tour Arikok Park & Baby beach

Transfers from the port or hotels are included Ideal for first time travelers who are short time in Aruba Refreshments and one Local snack included...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (43)

from
$800

Dunn's River Falls & Blue Hole tour from Montego bay & Falmouth.

Explore two of Jamaica's most visited natural treasure.Book with us for a safe enjoyable moment where you will be picked up from your desired location …More

Runaway Bay, Jamaica

5.0 (43)

Dunn's River Falls & Blue Hole tour from Montego bay & Falmouth.

Explore two of Jamaica's most visited natural treasure.Book with us for a safe enjoyable moment where you will be picked up from your desired location...

7 hours Hotel pickup offered Free Cancellation

5.0 (43)

from
$142

Buggies Macao Beach Tour and Taíno Cave Adventure

Experience the thrill of nature exploration! Embark on an exhilarating journey to uncover the wonders of nature with our buggy tour! Enjoy an exciting ride …More

Punta Cana, Dominican Republic

4.9 (43)

Buggies Macao Beach Tour and Taíno Cave Adventure

Experience the thrill of nature exploration! Embark on an exhilarating journey to uncover the wonders of nature with our buggy tour! Enjoy an exciting ride...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (43)

from
$65

Cueva del Indio and Charco Azul Cave and Waterfall Adventure

This is the best adventure tour in all Puerto Rico as it completely avoids the tourist traps of the island & focuses exclusively on amazing …More

Arecibo, Puerto Rico

4.9 (43)

Cueva del Indio and Charco Azul Cave and Waterfall Adventure

This is the best adventure tour in all Puerto Rico as it completely avoids the tourist traps of the island & focuses exclusively on amazing...

8 hours Free Cancellation

4.9 (43)

from
$175

Private Saona Island Boat Tour | No Crowds | From 165 USD pp

We do things differently. Our team blends American attitude, German efficiency, and Dominican flow to create a smooth, personal experience from start to finish. No …More

La Romana, Dominican Republic

4.9 (43)

Private Saona Island Boat Tour | No Crowds | From 165 USD pp

We do things differently. Our team blends American attitude, German efficiency, and Dominican flow to create a smooth, personal experience from start to finish. No...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (43)

from
$165

If you want, you can buy some coffee and organic chocolate to take home right there. Followed we go to the city of Higüey, where …More

Punta Cana, Dominican Republic

4.9 (43)

Enjoy Our Tours Higuey City Cultural

If you want, you can buy some coffee and organic chocolate to take home right there. Followed we go to the city of Higüey, where...

2 to 5 hours Hotel pickup offered Free Cancellation

4.9 (43)

from
$45

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?