Top things to do in Caribbean in Summer (Updated November 2026)

Caribbean
Full Day Snorkeling and Beach Hopping- 37' Intrepid

Full Day Charters on Maxed Out are all private and custom trips, providing completely unique experiences for our guests. Snorkel the reefs, visit beautiful beaches, …More

Full Day Charters on Maxed Out are all private and custom trips, providing completely unique experiences for our guests. Snorkel the reefs, visit beautiful beaches,...

7 hours Free Cancellation
5.0 (74)
from
$1,600
All Inclusive St. John Boating Adventure

We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National Park. Our small party sails guarantee a peaceful …More

We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National Park. Our small party sails guarantee a peaceful...

5 hours Hotel pickup offered Free Cancellation
5.0 (79)
from
$314
Private Day Charter Classic Sailboat

To maximize your day and our destination options in the National Park, we offer flexible timing allowing for an easy transfer away from the busy …More

To maximize your day and our destination options in the National Park, we offer flexible timing allowing for an easy transfer away from the busy...

4 to 5 hours Hotel pickup offered Free Cancellation
5.0 (70)
from
$1,395
Punta Cana Party Boat Cruise: Snorkeling, Open Bar & Natural Pool

Turn a day in Punta Cana into a Caribbean party on the water aboard a lively catamaran cruise along the beautiful Bavaro coastline. This experience …More

Turn a day in Punta Cana into a Caribbean party on the water aboard a lively catamaran cruise along the beautiful Bavaro coastline. This experience...

3 hours 30 minutes Hotel pickup offered Free Cancellation
4.6 (15)
from
$59
Excursion to Catalina Island and Snorkeling from Punta Cana

Experience an unforgettable adventure on a snorkeling tour with lunch and guide. Relax with access to an open bar and arrive to equipment ready and …More

Experience an unforgettable adventure on a snorkeling tour with lunch and guide. Relax with access to an open bar and arrive to equipment ready and...

8 hours Hotel pickup offered Free Cancellation
4.2 (35)
from
$79
ScubaDoo - Explore the ocean in Punta Cana

Clients will enjoy the classic and fun snorkeling observed corals and fish in the area at the official "El Nino" diving spot (located next to …More

Clients will enjoy the classic and fun snorkeling observed corals and fish in the area at the official "El Nino" diving spot (located next to...

4 hours Hotel pickup offered Free Cancellation
4.2 (93)
from
$53
Guided Padi Discover Scuba Diving for Non-Certified Divers

Locally owned and operated, our guides grew up in Aruba´s Caribbean Sea and love showing you their backyard playground and underwater friends. Each Sea Guide …More

Locally owned and operated, our guides grew up in Aruba´s Caribbean Sea and love showing you their backyard playground and underwater friends. Each Sea Guide...

2 hours 30 minutes Free Cancellation
5.0 (54)
from
$120
Stand Up Paddle Lessons

Learn to paddle board in the beautiful waters off of Pigeon Point Tobago, with the most experienced and smiling guide in Tobago. …More

Learn to paddle board in the beautiful waters off of Pigeon Point Tobago, with the most experienced and smiling guide in Tobago....

1 hour Free Cancellation
5.0 (42)
from
$62
Punta Cana Offshore Deep Sea Fishing Charter

It doesn’t matter if this is your first Deep Sea Fishing experience or you are an old salt, Big Marlin Charters charters is the most …More

It doesn’t matter if this is your first Deep Sea Fishing experience or you are an old salt, Big Marlin Charters charters is the most...

4 hours Hotel pickup offered Free Cancellation
4.8 (34)
from
$600
Bamboo Rafting Montego Bay

Our thrilling rafting adventure boasts several unique features that set it apart: Exhilarating Itinerary: Prepare for an unforgettable journey down one of the most exciting …More

Likely to Sell Out
Likely to Sell Out

Our thrilling rafting adventure boasts several unique features that set it apart: Exhilarating Itinerary: Prepare for an unforgettable journey down one of the most exciting...

1 hour 45 minutes Hotel pickup offered Free Cancellation
4.9 (9)
from
$110
Private Snorkel Tour aboard El Kraken: Vieques AM or Icacos PM

Our charter trips are a great option for groups of family and friends that want to enjoy snorkeling, time at the beach, and feel safe …More

Our charter trips are a great option for groups of family and friends that want to enjoy snorkeling, time at the beach, and feel safe...

5 hours
4.9 (59)
from
$5,000
Capt Marvin Watersports / Parasail - Private Tour

We are TCI's premiere parasail operator. With over 200,000 safe flights flown since 1991, our skilled and professional crew are by far among the most …More

We are TCI's premiere parasail operator. With over 200,000 safe flights flown since 1991, our skilled and professional crew are by far among the most...

1 hour Free Cancellation
4.7 (18)
from
$974
St Maarten Kayak and Snorkel Adventure in Simpson Bay

Spend some time off the coast of St. Maarten during this guided 2.5-hour, kayak and snorkel excursion in Simpson Bay. This exciting eco-adventure tour includes …More

Spend some time off the coast of St. Maarten during this guided 2.5-hour, kayak and snorkel excursion in Simpson Bay. This exciting eco-adventure tour includes...

2 hours 30 minutes Free Cancellation
4.9 (44)
from
$52
Private 4 hour Catamaran Tour

Are you and your group seeking a private catamaran experience, tailored to your preferences, without sharing it with other guests? Look no further – our …More

Are you and your group seeking a private catamaran experience, tailored to your preferences, without sharing it with other guests? Look no further – our...

4 hours Hotel pickup offered Free Cancellation
4.7 (18)
from
$1,499
Jet Ski Adventure Exploring Cayos and Natural Pools

Our Jet Ski Adventure stands out for several reasons: Exclusive Locations: We take you to hidden gems like Cayo la Bocaina and Cayo Esteban, where …More

Our Jet Ski Adventure stands out for several reasons: Exclusive Locations: We take you to hidden gems like Cayo la Bocaina and Cayo Esteban, where...

1 hour 30 minutes Hotel pickup offered Free Cancellation
4.9 (68)
from
$288
Private, Skippered Catamaran Day Trip in Grenada

With this 7-hour Day Trip, you will enjoy the most beautiful sights of the south coast of Grenada onboard our luxury catamaran. The boat is …More

With this 7-hour Day Trip, you will enjoy the most beautiful sights of the south coast of Grenada onboard our luxury catamaran. The boat is...

7 hours
4.9 (74)
from
$1,350
Private Full Day Charter to Saona Island from Punta Cana

Our Private Charter to Saona Island tour takes place onboard our beautiful 38 foot motorized double decker catamaran. This is the perfect tour for those …More

Our Private Charter to Saona Island tour takes place onboard our beautiful 38 foot motorized double decker catamaran. This is the perfect tour for those...

8 hours Hotel pickup offered
5.0 (50)
from
$2,400
Private Punta Cana Six Hour Fishing Charter

It doesn’t matter if this is your first Deep Sea Fishing experience or you are an old salt, Big Marlin Charters charters is the most …More

It doesn’t matter if this is your first Deep Sea Fishing experience or you are an old salt, Big Marlin Charters charters is the most...

6 hours Hotel pickup offered Free Cancellation
4.7 (43)
from
$799
Initiation / Beginner surf lessons in Guadeloupe

Our surf school founded by Jordan Oueslati, former competitor representing Guadeloupe for several years (11 times champion of Guadeloupe) recently champion of the landes 2019. …More

Our surf school founded by Jordan Oueslati, former competitor representing Guadeloupe for several years (11 times champion of Guadeloupe) recently champion of the landes 2019....

1 hour Free Cancellation
5.0 (6)
from
$45
Snorkel and Exclusive Beach Exploration in Antigua

You will enjoy the beauty of Antigua’s coastline along with its amazing reefs teeming with fish and white sand beaches. As the boat carries a …More

You will enjoy the beauty of Antigua’s coastline along with its amazing reefs teeming with fish and white sand beaches. As the boat carries a...

3 hours Hotel pickup offered Free Cancellation
5.0 (75)
from
$100
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