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 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 →

Private Boat Charter St. Lucia, boat tour to Soufriere. Half day.

Personable, private and fully customizable charter where safety and enjoyment are our priorities. We strive to ensure that the experience we provide is a positive …More

Marigot Bay, St Lucia

5.0 (62)

Private Boat Charter St. Lucia, boat tour to Soufriere. Half day.

Personable, private and fully customizable charter where safety and enjoyment are our priorities. We strive to ensure that the experience we provide is a positive...

1 to 4 hours Hotel pickup offered Free Cancellation

5.0 (62)

from
$90

Explore the hidden side of Barbados with our private, customized tour designed just for you. Venture beyond the typical tourist stops and discover breathtaking locations, …More

4.9 (90)

Customized Barbados private Tour

Explore the hidden side of Barbados with our private, customized tour designed just for you. Venture beyond the typical tourist stops and discover breathtaking locations,...

4 hours Hotel pickup offered Free Cancellation

4.9 (90)

from
$110

Aruba Horseback Riding Tour For Advanced Riders

From the ranch you will be taken on a 2-hour guided horseback riding tour through the 'Cunucu' or Aruban countryside with no streets or traffic and venture …More

Palm - Eagle Beach, Aruba

4.9 (121)

Aruba Horseback Riding Tour For Advanced Riders

From the ranch you will be taken on a 2-hour guided horseback riding tour through the 'Cunucu' or Aruban countryside with no streets or traffic and venture...

2 hours Hotel pickup offered Free Cancellation

4.9 (121)

from
$125

Private Negril Beach & Rick's Cafe Sunset Tour

Negril is known as the tourist hot spot, 7 Mile of white sand beach with clear waters, party on the beach all day, and end …More

Trelawny, Jamaica

4.8 (110)

Private Negril Beach & Rick's Cafe Sunset Tour

Negril is known as the tourist hot spot, 7 Mile of white sand beach with clear waters, party on the beach all day, and end...

5 to 7 hours Hotel pickup offered Free Cancellation

4.8 (110)

from
$59

Mayfield Falls Tour with Lunch - Discount on groups(Original)

(NOTE- GROUP DISCOUNTS BEGIN AT 9 OR MORE PEOPLE) Uncover the treasures of our water falls with courteous and customer friendly Tour Guides who will …More

Runaway Bay, Jamaica

4.9 (159)

Mayfield Falls Tour with Lunch - Discount on groups(Original)

(NOTE- GROUP DISCOUNTS BEGIN AT 9 OR MORE PEOPLE) Uncover the treasures of our water falls with courteous and customer friendly Tour Guides who will...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (159)

from
$85

A private boat ride is the best way to enjoy the clear water and beautiful coastline of Aruba with family and/or friends. It will surely …More

4.9 (92)

Private Boat Cruise with Snorkeling

A private boat ride is the best way to enjoy the clear water and beautiful coastline of Aruba with family and/or friends. It will surely...

1 to 4 hours Free Cancellation

4.9 (92)

from
$199

Icacos All-Inclusive Private Boat Tour - Special Rate for Groups

We offer you a wide variety of snacks and beverages, including sandwiches, chips, bottled water, alcoholic drinks, and local favorites, ensuring all your needs are …More

Fajardo, Puerto Rico

5.0 (69)

Icacos All-Inclusive Private Boat Tour - Special Rate for Groups

We offer you a wide variety of snacks and beverages, including sandwiches, chips, bottled water, alcoholic drinks, and local favorites, ensuring all your needs are...

4 hours Free Cancellation

5.0 (69)

from
$257

St.Martin-St.Maarten: Small Group, Birding / Bird Watching Tour

During this small group tour (6 guests maximum) your birding / bird watching tour guide will show you the best bird watching sites in St. …More

5.0 (46)

St.Martin-St.Maarten: Small Group, Birding / Bird Watching Tour

During this small group tour (6 guests maximum) your birding / bird watching tour guide will show you the best bird watching sites in St....

4 hours Free Cancellation

5.0 (46)

from
$129

You are on course for a good time with Bermuda's original sunset Sail. Soak up the setting sun and sensual seascapes as we sail in …More

4.8 (59)

Catamaran Sunset Sail

You are on course for a good time with Bermuda's original sunset Sail. Soak up the setting sun and sensual seascapes as we sail in...

1 hour 30 minutes Free Cancellation

4.8 (59)

from
$94

ATV Excursion Through the Beaches and Mountains of Nevis

Whether on holiday by plane or ship or just having a few hours to kill, Supreme Motorsports is the most exciting way to see the …More

4.9 (170)

ATV Excursion Through the Beaches and Mountains of Nevis

Whether on holiday by plane or ship or just having a few hours to kill, Supreme Motorsports is the most exciting way to see the...

2 hours 30 minutes

4.9 (170)

from
$125

Full Day Excursion to Saona Island with All Inclusive

On the Saona Island tour we will visit the natural pool with the speedboat where the finest sand bank is to bathe, have fun with …More

4.5 (170)

Full Day Excursion to Saona Island with All Inclusive

On the Saona Island tour we will visit the natural pool with the speedboat where the finest sand bank is to bathe, have fun with...

8 hours Free Cancellation

4.5 (170)

from
$85

St Lucia Friday Street Party with Private Guide/Transport

Experience Gros Islet's Friday Street Party the easy way: a private car from your hotel door, a drive-by tour of the party so you know …More

Rodney Bay, St Lucia

4.8 (106)

St Lucia Friday Street Party with Private Guide/Transport

Experience Gros Islet's Friday Street Party the easy way: a private car from your hotel door, a drive-by tour of the party so you know...

3 hours Hotel pickup offered Free Cancellation

4.8 (106)

from
$30

Enjoy a full-day, lunch inclusive adventure combining wildlife, breathtaking scenery, delicious local cuisine, and an unforgettable ocean experience. Start your day at the Barbados Wildlife …More

Speightstown, Barbados

4.7 (346)

Monkey Feeding & Turtle Swim Adventure

Enjoy a full-day, lunch inclusive adventure combining wildlife, breathtaking scenery, delicious local cuisine, and an unforgettable ocean experience. Start your day at the Barbados Wildlife...

7 hours Hotel pickup offered Free Cancellation

4.7 (346)

from
$149

Half Day Private Tour in Dominican Republic with Local Guide

Discover authentic Dominican culture on a private half-day tour from Punta Cana to Higüey, accompanied by a local guide. Visit a typical house and coffee …More

4.9 (114)

Half Day Private Tour in Dominican Republic with Local Guide

Discover authentic Dominican culture on a private half-day tour from Punta Cana to Higüey, accompanied by a local guide. Visit a typical house and coffee...

4 hours Hotel pickup offered Free Cancellation

4.9 (114)

from
$50

Enjoy an unforgettable private boat experience along the beautiful coast of Punta Cana! Perfect for birthdays, bachelor and bachelorette parties, families, and groups celebrating special …More

Punta Cana, Dominican Republic

4.9 (144)

Private Luxury Double Slide Party Boat

Enjoy an unforgettable private boat experience along the beautiful coast of Punta Cana! Perfect for birthdays, bachelor and bachelorette parties, families, and groups celebrating special...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (144)

from
$1,250

Private Catamaran Boat cruise: snorkeling slide & natural pool

If you are looking for a private excursion this is the tour for you. You can travel with your family, with your partner, bachelor /bachelorette …More

5.0 (150)

Private Catamaran Boat cruise: snorkeling slide & natural pool

If you are looking for a private excursion this is the tour for you. You can travel with your family, with your partner, bachelor /bachelorette...

3 hours Hotel pickup offered Free Cancellation

5.0 (150)

from
$745

Private Luxury 36' Yacht from Fajardo to Icacos or Palomino

Private Boat Tour -All-Inclusive - Top Service Navigate without crowds, long queues, and strict schedules. Visit one of the Fajardo Keys— Palomino, Icacos, or Piñero …More

Fajardo, Puerto Rico

5.0 (29)

Private Luxury 36' Yacht from Fajardo to Icacos or Palomino

Private Boat Tour -All-Inclusive - Top Service Navigate without crowds, long queues, and strict schedules. Visit one of the Fajardo Keys— Palomino, Icacos, or Piñero...

6 hours Free Cancellation

5.0 (29)

from
$1,690

This tour takes you along the north leeward coast of the island to the largest twin waterfall in the country. On your journey you will …More

Kingstown, St Vincent and the Grenadines

4.9 (144)

Dark View Waterfall and Beach Tour

This tour takes you along the north leeward coast of the island to the largest twin waterfall in the country. On your journey you will...

6 hours Hotel pickup offered Free Cancellation

4.9 (144)

from
$75

We are a new and innovative tour in the area. We do small groups of up to 12 people per tour so your experience will …More

Punta Cana, Dominican Republic

4.9 (182)

Guided E Bike City Tour in Punta Cana

We are a new and innovative tour in the area. We do small groups of up to 12 people per tour so your experience will...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (182)

from
$65

This tour has just the right mix of culture, history and leisure. With our skilled guide keeping you well informed all along the way. From …More

4.9 (91)

Basseterre Half Day Tour

This tour has just the right mix of culture, history and leisure. With our skilled guide keeping you well informed all along the way. From...

6 hours Free Cancellation

4.9 (91)

from
$79

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?