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 →

Adrenaline in 4X4 ATV through Macao Beach, Cave, Cafe Tour and Tobacco

Travelers must book the 4X4 ATV Adrenalina, Playa Macao, Cueva, Tour Cafe y Tabaco for an exciting and immersive experience. This adventure-filled activity allows you …More

Punta Cana, Dominican Republic

4.8 (49)

Adrenaline in 4X4 ATV through Macao Beach, Cave, Cafe Tour and Tobacco

Travelers must book the 4X4 ATV Adrenalina, Playa Macao, Cueva, Tour Cafe y Tabaco for an exciting and immersive experience. This adventure-filled activity allows you...

4 hours Hotel pickup offered Free Cancellation

4.8 (49)

from
$50

Jamaica Foodie and Cultural Experience & Konoko Falls Ocho Rios

Come and see Jamaica in a different way other than just, "Sand, Sea & sun. There is much more to Jamaica and you have to …More

Runaway Bay, Jamaica

4.9 (24)

Jamaica Foodie and Cultural Experience & Konoko Falls Ocho Rios

Come and see Jamaica in a different way other than just, "Sand, Sea & sun. There is much more to Jamaica and you have to...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (24)

from
$117

Shore excursion 7 waterfalls &5 zip lines amber cove & Taino bay

This is a fun tour you going enjoy with your family. This amazing tour combines with 7 waterfalls with 5 exciting zip lines. Hike approximately …More

5.0 (21)

Shore excursion 7 waterfalls &5 zip lines amber cove & Taino bay

This is a fun tour you going enjoy with your family. This amazing tour combines with 7 waterfalls with 5 exciting zip lines. Hike approximately...

4 hours 10 minutes Free Cancellation

5.0 (21)

from
$105

Guided paddleboarding (SUP) mangrove ECO tour for beginners

Join us on a easy padlleboarding tour along the Spanish water mangroves. The mangroves are a nursery for many species of birds and sea live. …More

Willemstad, Curacao

4.9 (115)

Guided paddleboarding (SUP) mangrove ECO tour for beginners

Join us on a easy padlleboarding tour along the Spanish water mangroves. The mangroves are a nursery for many species of birds and sea live....

2 hours Hotel pickup offered Free Cancellation

4.9 (115)

from
$74

Half-Day Private Stingray City Charter in Cayman Islands

This is a private tour/activity. Only your group will participate. Avoid the crowds of Stingray City aboard your own private, 11-passenger boat. Depart from the …More

Grand Cayman, Cayman Islands

4.9 (94)

Half-Day Private Stingray City Charter in Cayman Islands

This is a private tour/activity. Only your group will participate. Avoid the crowds of Stingray City aboard your own private, 11-passenger boat. Depart from the...

3 hours 30 minutes Free Cancellation

4.9 (94)

from
$625

St Maarten Shore Excursion Maho Beach Round Trip Transfer

Check out Maho Beach, one of St Maarten’s liveliest and most popular beaches, on this shore excursion from the Philipsburg port. During your free time …More

4.5 (49)

St Maarten Shore Excursion Maho Beach Round Trip Transfer

Check out Maho Beach, one of St Maarten’s liveliest and most popular beaches, on this shore excursion from the Philipsburg port. During your free time...

4 hours 30 minutes Free Cancellation

4.5 (49)

from
$28

Shore Excursion: Quick Zip and Waterfalls of Damajagua Adventure

Experience the waterfalls of Damajagua, 3 exciting zip lines, plus a delicious Dominican lunch. This excursion is loaded with activities and will get you deep …More

4.8 (55)

Shore Excursion: Quick Zip and Waterfalls of Damajagua Adventure

Experience the waterfalls of Damajagua, 3 exciting zip lines, plus a delicious Dominican lunch. This excursion is loaded with activities and will get you deep...

4 to 5 hours Free Cancellation

4.8 (55)

from
$95

Dunn's River Falls and Blue Hole Private Tour from Ocho Rios

Enjoy the ultimate combination of nature and adventure with both waterfalls in Ocho Rios, the Blue Hole and Dunn's River falls. Duration of this tour …More

Ocho Rios, Jamaica

4.9 (229)

Dunn's River Falls and Blue Hole Private Tour from Ocho Rios

Enjoy the ultimate combination of nature and adventure with both waterfalls in Ocho Rios, the Blue Hole and Dunn's River falls. Duration of this tour...

4 hours Free Cancellation

4.9 (229)

from
$50

This will be one of the best tours you did in your life. 4 amazing stops in 4 hours, you will get time to hang …More

Philipsburg, St Maarten

4.7 (41)

St. Maarten 4 Hour Sightseeing Tour

This will be one of the best tours you did in your life. 4 amazing stops in 4 hours, you will get time to hang...

4 hours Free Cancellation

4.7 (41)

from
$62

Embark on a captivating journey through St. Lucia, where each moment unfolds like a chapter in a Caribbean fairy tale. Begin in Gros Islet's lively …More

Choc, St Lucia

4.9 (29)

St Lucia Island Fun Tour

Embark on a captivating journey through St. Lucia, where each moment unfolds like a chapter in a Caribbean fairy tale. Begin in Gros Islet's lively...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$115

Pepper's Choice : Waterfalls, Sulphur Spa & Black Sand Beach

Pepper's Choice, best of Dominica in 6 hours. #1 & 2 waterfalls #1 black sand beach #1 sulphur spa Great timing at sites Very friendly …More

4.9 (301)

Pepper's Choice : Waterfalls, Sulphur Spa & Black Sand Beach

Pepper's Choice, best of Dominica in 6 hours. #1 & 2 waterfalls #1 black sand beach #1 sulphur spa Great timing at sites Very friendly...

6 hours Free Cancellation

4.9 (301)

from
$100

Hidden Gem: Avocat Waterfall Hike & Beach Stop in Trinidad

This tour takes you to places that are well-known to locals only. Explore lesser-known hideaways and pathways that offer a glimpse into the true essence …More

5.0 (52)

Hidden Gem: Avocat Waterfall Hike & Beach Stop in Trinidad

This tour takes you to places that are well-known to locals only. Explore lesser-known hideaways and pathways that offer a glimpse into the true essence...

8 hours Hotel pickup offered Free Cancellation

5.0 (52)

from
$131

Negril Tour guarantees the best and most anticipated tour journey, taking on some of the top destination spots such as Margaritaville and Ricks Cafe. Pearly …More

Lucea, Jamaica

4.8 (56)

Day Tour Negril Beach & Ricks Cafe

Negril Tour guarantees the best and most anticipated tour journey, taking on some of the top destination spots such as Margaritaville and Ricks Cafe. Pearly...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (56)

from
$93

Romana: Cave of wonders and Chavón from Santo Domingo.

We offer the best personalized service in Santo Domingo, our guides are trained to provide memorable experiences through good service, smiles and kindness; and our …More

Santo Domingo, Dominican Republic

4.9 (47)

Romana: Cave of wonders and Chavón from Santo Domingo.

We offer the best personalized service in Santo Domingo, our guides are trained to provide memorable experiences through good service, smiles and kindness; and our...

8 hours Hotel pickup offered Free Cancellation

4.9 (47)

from
$125

Private Dunn's River Falls, Ocho Rios Sightseeing and shopping

Visit the world-famous Dunn's River Falls where you experience the White River waterfall from the mountain cascading 1000 feet or (300 meters) down naturally terraced …More

Runaway Bay, Jamaica

4.9 (49)

Private Dunn's River Falls, Ocho Rios Sightseeing and shopping

Visit the world-famous Dunn's River Falls where you experience the White River waterfall from the mountain cascading 1000 feet or (300 meters) down naturally terraced...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (49)

from
$35

As a tour focused on education AND adventure, you get to go and enjoy the rainforest and have a guide to answer any questions you …More

Fajardo, Puerto Rico

5.0 (57)

Yunque Rainforest Tour in Puerto Rico

As a tour focused on education AND adventure, you get to go and enjoy the rainforest and have a guide to answer any questions you...

3 to 4 hours

5.0 (57)

from
$70

Costumizable Private Curaçao Jewish Heritage Tour Experience

This private Jewish Heritage Tour is for up to 4 passengers. You will visit places that are known and some places that are not so …More

Willemstad, Curacao

5.0 (46)

Costumizable Private Curaçao Jewish Heritage Tour Experience

This private Jewish Heritage Tour is for up to 4 passengers. You will visit places that are known and some places that are not so...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (46)

from
$600

Blue Hole Mineral Springs, Rick's Café, and Shopping Combo Tour

This is a tour designed to let visitors experience Jamaica as much as possible, combination of different activities that no other tour operators offers. NB: …More

Negril, Jamaica

4.9 (41)

Blue Hole Mineral Springs, Rick's Café, and Shopping Combo Tour

This is a tour designed to let visitors experience Jamaica as much as possible, combination of different activities that no other tour operators offers. NB:...

3 to 6 hours Hotel pickup offered Free Cancellation

4.9 (41)

from
$40

Soufriere Adventure Nature Trail Hike | Waterfall | Mud Baths

Our tour takes you around Soufriere which is the GEM of Saint Lucia. With Detour Saint Lucia you are teated like family & promise to …More

Marigot Bay, St Lucia

5.0 (52)

Soufriere Adventure Nature Trail Hike | Waterfall | Mud Baths

Our tour takes you around Soufriere which is the GEM of Saint Lucia. With Detour Saint Lucia you are teated like family & promise to...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (52)

from
$135

Private Transport to River Tubing or Rafting and Blue Hole combo

The Blue Hole gets Its name from the surreal color of its water. The Blue Hole is also famous jumping into the stunning blue waters, …More

Kingston, Jamaica

5.0 (59)

Private Transport to River Tubing or Rafting and Blue Hole combo

The Blue Hole gets Its name from the surreal color of its water. The Blue Hole is also famous jumping into the stunning blue waters,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (59)

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?

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

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?